Fly chicago to new york - Looking for a cheap last-minute deal or the best round-trip flight from New York to Chicago Rockford? Find the lowest prices on one-way and round-trip tickets right here. Chicago.$456 per passenger.Departing Thu, May 23, returning Wed, May 29.Round-trip flight with Breeze Airways and Allegiant Air.Outbound indirect flight with Breeze …

 
Chicago, IL is 711 miles from New York City. There are 64 daily flights from Chicago, IL to New York City. There are 109 weekly flights from Chicago, IL to New York City. 74 non-stop flights are operating from Chicago, IL to New York City today. United Airlines has the most nonstop flights between Chicago, IL and New York City.. Google.ck.

Find flights to Chicago from $45. Fly from New York on Spirit Airlines, Frontier, JetBlue and more. Search for Chicago flights on KAYAK now to find the best deal.The two airlines most popular with KAYAK users for flights from New York to Chicago are Alaska Airlines and Delta. With an average price for the route of $319 and an overall rating of 8.1, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $276 and an overall rating of 8.0.Cheap Flights from Chicago (ORD) to New York (LGA) Prices were available within the past 7 days and start at NZ$113 for one-way flights and NZ$242 for round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.Chartering a private jet from Chicago to New York is approximately $21,000 USD for a one-way flight on a light jet with seating for 6-7 passengers. The cost of renting a private jet between Chicago and New York will depend on the size of your party and how long you will stay. The price of private jet hire between Chicago and New York will also ...The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to New York flight route. Which airline alliances offer flights from Chicago to New York? oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Chicago and New York, with SkyTeam being the most commonly used for this route.Flights from Chicago to New York. Search and compare airlines and travel agents for cheap flights from Chicago to New York. Cheap Flights from Chicago to Syracuse (ORD-SYR) Prices were available within the past 7 days and start at $80 for one-way flights and $108 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Syracuse with no change fee on selected flights. The total flight duration from Chicago, IL to New York, NY is 1 hour, 36 minutes. This is the average in-air flight time (wheels up to wheels down on the runway) based on actual flights taken over the past year, including routes like MDW to LGA. It covers the entire time on a typical commercial flight including take-off and landing.There are 3 airlines that fly nonstop from Chicago to Albany, New York. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $179 for a one-way flight. On average, the best prices for this route can be found at United Airlines.The two airlines most popular with KAYAK users for flights from Bloomington to New York are Delta and American Airlines. With an average price for the route of $362 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $446 and an overall rating of 7.3.The two airlines most popular with KAYAK users for flights from Bloomington to New York are Delta and American Airlines. With an average price for the route of $362 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $446 and an overall rating of 7.3.The average flight time from Chicago (Midway) to New York (LaGuardia) is 2 hours 6 minutes. How many Southwest flights occur weekly from Chicago (Midway) to New York (LaGuardia)? There are 110 weekly flights from Chicago (Midway) to New York (LaGuardia) on Southwest Airlines. Does Southwest fly nonstop on weekdays from Chicago (Midway) to New ...The calculation of flight time is based on the straight line distance from Chicago, IL to NYC ("as the crow flies"), which is about 719 miles or 1 157 kilometers. Your trip begins in Chicago, Illinois. It ends at New York Metropolitan Area in New York, New York. Your flight direction from Chicago, IL to NYC is East (92 degrees from North).How long is the flight from Chicago to New York? The flight time from Chicago to New York is 2 hours, 4 minutes. The time spent in the air is 1 hour, 37 minutes. These numbers are averages. In reality, it varies by airline with Spirit being the fastest taking 1 hour, 57 minutes, and Delta the slowest taking 2 hours, 6 minutes.Which airlines offer flights from Chicago to New York? Flights from Chicago to New York are operated by 4 airlines. Spirit Airlines (£73.09), American Airlines (£85.89) and Delta Air Lines (£148.99) have the cheapest fares. When is the first flight from Chicago to New York in the morning?Compare flight deals to Chicago FSS from New York from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best New York-Chicago FSS ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to ...How long is the flight from Chicago to New York? The flight time from Chicago to New York is 2 hours, 4 minutes. The time spent in the air is 1 hour, 37 minutes. These numbers are averages. In reality, it varies by airline with Spirit being the fastest taking 1 hour, 57 minutes, and Delta the slowest taking 2 hours, 6 minutes.NYC - CHI. Find cheap flights from New York to Chicago from $36. Round-trip. 1 adult. Economy. 0 bags. Direct flights only Add hotel. Sat 5/11. Sat 5/18. Search hundreds of … The best way to get from Chicago to New York is to fly which takes 4h 20m and costs $100 - $700. Alternatively, you can bus via Columbus, which costs $120 - $170 and takes 15h 32m, you could also train, which costs $40 - $290 and takes 20h 12m. Direct. from ₹ 2,474. New York. ₹ 3,568 per passenger.Departing Wed, 23 Oct.One-way flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Wed, 23 Oct, arriving in New York LaGuardia.Price includes taxes and charges.From ₹ 3,568, select. Wed, 23 Oct ORD - LGA with Spirit Airlines.There are 6 airlines that fly nonstop from New York to Dallas. They are: American Airlines, Delta, Frontier, Southwest, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Frontier at $49 for a one-way flight. On average, the best prices for this route can be found at Frontier.The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to New York flight route. Which airline alliances offer flights from Chicago to New York? oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Chicago and New York, with SkyTeam being the most commonly used for this route.The best one-way flight to New York from Chicago in the past 72 hours is $30. The best round-trip flight deal from Chicago to New York found on momondo in the last 72 hours is $49. The fastest flight from Chicago to New York takes 2h 00m. Direct flights go from Chicago to New York every day.Book one-way or return flights from New York to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards! Get great 2024 flight deals from New York to Chicago now! ... Feb 22 from New York to Chicago, returning Mon, Feb 26, priced at $107 found 2 hours ago. Wed, Jan 17 - Wed, Jan 17. LGA. New York. ORD ...Find flights to New Jersey from $23. Fly from Chicago on Frontier, Spirit Airlines and more. Search for New Jersey flights on KAYAK now to find the best deal. ... New York $91 one-way - $134 round-trip. Morning departure is around 12% more expensive than an evening flight, on average*.Compare flight deals to New York from Chicago from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flight tickets to New York start from $57 one-way. Flex your dates to find the best ORD-JFK ticket prices.Yes, there are multiple flights from New York to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $55, but on average you can expect to pay $71. Are there nonstop flights from New York to Chicago for under $100 on Cheapflights? Cheapflights has at least 20 direct flights from New York to Chicago under $100.Cheap Flights from Chicago to Syracuse (ORD-SYR) Prices were available within the past 7 days and start at $80 for one-way flights and $108 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Syracuse with no change fee on selected flights.Flights between Chicago, IL and New York, NY starting at £28. Choose between United Airlines, Spirit Airlines, or JetBlue Airways to find the best price. Search, compare, and book flights, trains, and buses.JetBlue is one of the most popular airlines used for those traveling from Chicago to New York. Flights on this route from JetBlue typically cost $225.27 RT, a price that is 56% cheaper than the average Chicago to New York flight. The cheapest flight found was $58 RT.Find Ultra Low Cost Flights to Chicago (ORD) with Spirit Airlines! Check out the Latest Flight Deals and Book! Feeling Sick of Expensive Flights? Find Ultra Low Cost Flights to Chicago (ORD) with Spirit Airlines! Check out the Latest Flight Deals and Book! ... New York (LGA) to. Chicago (ORD) Depart 05/22/2024. Fares From. $31* Viewed 39 mins ... Direct. from $59. Chicago.$60 per passenger.Departing Tue, May 7, returning Wed, May 8.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from New York LaGuardia on Tue, May 7, arriving in Chicago O'Hare International.Inbound direct flight with Spirit Airlines departing from Chicago O'Hare International ... Outbound direct flight with United departing from Chicago O'Hare International on Sat, May 18, arriving in New York Newark. Inbound direct flight with United departing from New York Newark on Sun, May 26, arriving in Chicago O'Hare International. Price includes taxes and charges. From $138, select.New York.$161 per passenger.Departing Tue, Apr 23, returning Wed, May 8.Round-trip flight with American Airlines.Outbound direct flight with American Airlines departing from …Based on KAYAK searches from the last 72 hours, if you fly from Chicago, you should have a good chance of getting the best deal to New York John F Kennedy Airport as it was the cheapest place to fly from.Prices were found for as low as $64 one-way and $127 for a round-trip flight. Also in the last 72 hours, the most popular connection to New York John F Kennedy Airport was from Los Angeles and ...The average flight time from Chicago (Midway) to New York (LaGuardia) is 2 hours 6 minutes. How many Southwest flights occur weekly from Chicago (Midway) to New York (LaGuardia)? There are 110 weekly flights from Chicago (Midway) to New York (LaGuardia) on Southwest Airlines. Does Southwest fly nonstop on weekdays from Chicago (Midway) to New ...Find cheap flights from Chicago to New York. Search and compare millions of airline tickets to find cheap flight deals.Chicago, IL is 711 miles from New York City. There are 64 daily flights from Chicago, IL to New York City. There are 109 weekly flights from Chicago, IL to New York City. 74 non-stop flights are operating from Chicago, IL to New York City today. United Airlines has the most nonstop flights between Chicago, IL and New York City.Compare flight deals to New York from Chicago from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best Chicago-New York …There are 3 airlines that fly nonstop from Chicago to Buffalo. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $151 for a one-way flight. On average, the best prices for this route can be found at American Airlines.The cheapest return flight ticket from Chicago to New York found by KAYAK users in the last 72 hours was for ₹ 5,168 on Spirit Airlines, followed by Delta (₹ 10,587). One-way flight deals have also been found from as low as ₹ 5,335 on Delta and from ₹ … Flights from Chicago to New York with American Airlines. Round trip. 1 Adult, Economy class. Book with cash. From. To. Depart. 04/29/24. today. Looking to fly from the United States to New York with American Airlines? 25% of our users found flights for the following prices or less: From Hyannis $117 one-way, $235 round-trip. The cheapest flight to New York with American Airlines found on KAYAK in the last 2 weeks departed from Worcester, Massachusetts and cost $64.There are 5 non-stop flights from Chicago, Illinois to New York, New York. American Airlines. Spirit Airlines. United Airlines. See the full list of airline routes and airports to book your trip. You may need to drive to a nearby airport to get a direct flight. Use the form below to search for cheap airline tickets. From:Which airlines provide the cheapest flights from Chicago to Brooklyn? In the last 72 hours, the cheapest one-way ticket between Chicago and Brooklyn found on KAYAK was with Spirit Airlines for $37. Spirit Airlines offered a round-trip connection from $49 and Frontier from $82.The two airlines most popular with KAYAK users for flights from Bloomington to New York are Delta and American Airlines. With an average price for the route of $362 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $446 and an overall rating of 7.3.New York John F Kennedy Intl Airport. $251. New York LaGuardia Airport. $259. Newark Airport. Search and compare first class flight deals to New York. Fly from Fort Lauderdale from $639, from Dallas from $709, from Miami from …There are 4 airports in Chicago, of which Midway International Airport is the closest to the city centre. The cheapest flight to Chicago in the next 60 days costs $33.27 and departs on 12th Jun. 1h 56m. Shortest flight time. $33.27. Cheapest flight in next 60 days. 1145 km.1 First and second checked bags. Weight and size limits apply. 2 Fare difference may apply.. 3 Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.. 4 Flight credits unexpired on or created on or after July 28, 2022, do not expire and will show an expiration date until our systems are updated. See full details here.The cheapest way to get from Chicago to New York, NY costs only $109, and the quickest way takes just 4¾ hours. Find the travel option that best suits you. ... Flights from Chicago O'Hare to New York JFK via Reagan Washington Ave. Duration 4h 49m When Every day Estimated price $100 - $420 Flights from Chicago O'Hare to White Plains ...Direct. from ₹ 2,459. New York. ₹ 2,507 per passenger.Departing Wed, 5 Jun.One-way flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Wed, 5 Jun, arriving in New York LaGuardia.Price includes taxes and charges.From ₹ 2,507, select. Wed, 5 Jun ORD - LGA with Spirit Airlines.Book one-way or return flights from Chicago to New York starting at US$28. Fly with top airlines and search for flights deals on Trip.com now!There are 5 non-stop flights from Chicago, Illinois to New York, New York. American Airlines. Spirit Airlines. United Airlines. See the full list of airline routes and airports to book your trip. You may need to drive to a nearby airport to get a direct flight. Use the form below to search for cheap airline tickets. From:If you want to relax upon landing at New York F. Kennedy Airport, you will find multiple lounges. They include Delta Sky Club at Terminal 2 near Gate C67 and in Terminal 4 near Gate 31; Alaska Lounge in Terminal 7 on the Mezzanine level, above security; American Flagship in Terminal 8 on the Mezzanine level, past Concourse B Security; and American Admirals Club on the third floor in Concourse ...Chicago to New York Flights Whether you're looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to New York offer the perfect respite. Not only does exploring New York provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap ...Find airfare and ticket deals for cheap flights from Chicago, IL to New York, NY. Search flight deals from various travel partners with one click at $37.Cheap flights from Chicago (ORD) to New York (LGA) Prices were available within the past 7 days and start at CA $36 for one-way flights and CA $76 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to New York with no change fee on selected ...The two airlines most popular with KAYAK users for flights from Chicago to Berlin are Delta and SWISS. With an average price for the route of $776 and an overall rating of 8.0, Delta is the most popular choice. SWISS is also a great choice for the route, with an average price of $859 and an overall rating of 7.8.Last minute flights from Chicago to New York City. Save big and visit this destination. Prices shown below were available within the past 3 days for the period specified and …The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to New York flight route. Which airline alliances offer flights from Chicago to New York? oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Chicago and New York, with SkyTeam being the most commonly used for this route.The total straight line flight distance from Chicago, IL to New York, NY is 713 miles. This is equivalent to 1 147 kilometers or 619 nautical miles. Your trip begins in Chicago, Illinois. It ends in New York, New York. Your flight direction from Chicago, IL to New York, NY is East (92 degrees from North).Only flights that are marketed and operated by Delta and Delta Connection will be eligible. Offer is non-transferable. Promotional Reference Code: Please refer Delta customer service representative to 218503. Take a bite out of the Big Apple with Delta flights to New York City. Take in plenty of tours, see a Broadway show or wander in Times Square.Looking for package deals on your vacation to New York? Find New York flight + hotel deals. Latest prices for 2 travelers/3 nights: 3-star $400; 4-star $383; 5-star $1,172 | KAYAK. ... Chicago O'Hare Intl. Breakfast. 3 nights + flight. $477. View Deal. Marriott Vacation Club Pulse, New York City - New York - Lounge.Please check the 7-day look-up to find alternative flights available on other week days. Find deals from Chicago to New York (CHI) - (JFK). Star Alliance member airlines offer more than 10,000 daily flights to give you the best deal. Wed, 12 Jun LGA - ORD with Spirit Airlines. Direct. from $91. New York.$94 per passenger.Departing Tue, 21 May, returning Tue, 4 Jun.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Tue, 21 May, arriving in New York LaGuardia.Inbound direct flight with Spirit Airlines ... There are 4 airports in Chicago, of which Midway International Airport is the closest to the city centre. The cheapest flight to Chicago in the next 60 days costs $33.27 and departs on 12th Jun. 1h 56m. Shortest flight time. $33.27. Cheapest flight in next 60 days. 1145 km.Find airfare and ticket deals for cheap flights from Chicago, IL to New York, NY. Search flight deals from various travel partners with one click at $32.Prices were available within the past 7 days and start at $96 for one-way flights and $204 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Portland to New York with no change fee on selected flights. Earn your airline miles on top of our rewards! Direct. from £47. New York. £48 per passenger.Departing Wed, 8 May, returning Wed, 15 May.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Wed, 8 May, arriving in New York LaGuardia.Inbound direct flight with Spirit Airlines departs from New York LaGuardia on Wed, 15 ... Every ride counts as an Amtrak Guest Rewards member. Earn points toward reward travel, upgrades and more. Book your Amtrak train and bus tickets today by choosing from over 30 U.S. train routes and 500 destinations in North America.Find the cheapest month to fly from Chicago O'Hare International to New York. We're always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to New York flights are currently cheapest in May. Apr. from $148.The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to New York flight route. Which airline alliances offer flights from Chicago to New York? oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Chicago and New York, with SkyTeam being the most commonly used for this route.Compare flight deals to New York from Chicago from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best Chicago-New York ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to New York from ...NYC-CHI. Currently, the most affordable month to book a American Airlines flight from New York to Chicago in February, with an average price of $245. Conversely, traveling with American Airlines from New York to Chicago in June will be the most expensive, with an average cost of $357. Various factors influence flight prices, so comparing ... Cheapest round-trip prices found by our users on KAYAK in the last 72 hours. One-way Round-trip. New York nonstop $49. Buffalo 1 stop $97. Syracuse 1 stop $97. Rochester nonstop $242. Albany nonstop $159. Ithaca 1 stop $238. Binghamton 1 stop $276. Find flights to New Jersey from $23. Fly from Chicago on Frontier, Spirit Airlines and more. Search for New Jersey flights on KAYAK now to find the best deal. ... New York $91 one-way - $134 round-trip. Morning departure is around 12% more expensive than an evening flight, on average*.Featured daily fares for flights from Chicago (ORD) to Syracuse (SYR) Find United Airlines cheap flights from Chicago to Syracuse. Enjoy a Chicago to Syracuse modern flight experience in premium cabins with Wi-Fi.Cheap Flights from Chicago to Syracuse (CHI-SYR) Prices were available within the past 7 days and start at $54 for one-way flights and $108 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Syracuse with no change fee on selected flights.Cheap Flights from Chicago to New York (MDW-JFK) Prices were available within the past 7 days and start at $124 for one-way flights and $239 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to New York with no change fee on selected flights.

Chicago to New York City Flight Route Information. Travel Distance: 732 Miles. Airlines Flying This Route: American Airlines, United Airlines, Spirit Airlines. Weekly Flights: 9.. Google account recovery software

fly chicago to new york

How long is the flight from Chicago to New York? The flight time from Chicago to New York is 2 hours, 4 minutes. The time spent in the air is 1 hour, 37 minutes. These numbers are averages. In reality, it varies by airline with Spirit being the fastest taking 1 hour, 57 minutes, and Delta the slowest taking 2 hours, 6 minutes. Flights from Chicago to New York. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to New York. Find the best flights... Every ride counts as an Amtrak Guest Rewards member. Earn points toward reward travel, upgrades and more. Book your Amtrak train and bus tickets today by choosing from over 30 U.S. train routes and 500 destinations in North America.Flights from Chicago to New York; Flights to New York; New York; United States of America; Flights; Travelocity.com; $59 Cheap flights from O'Hare Intl. to John F. Kennedy Intl. (ORD to JFK) ... May 7 from Chicago to New York, returning Tue, May 7, priced at $111 found 18 hours ago. Tue, May 7 - Wed, May 15. ORD. Chicago. JFK. New York. $117 ...The two airlines most popular with KAYAK users for flights from New York to Chicago are Alaska Airlines and Delta. With an average price for the route of $319 and an overall rating of 8.1, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $276 and an overall rating of 8.0.Chicago to New York City Flight Route Information. Travel Distance: 732 Miles. Airlines Flying This Route: American Airlines, United Airlines, Spirit Airlines. Weekly Flights: 9.New York. P2,932 per passenger. Departing Tue, 23 Apr, returning Wed, 24 Apr. Return flight with Spirit Airlines. Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Tue, 23 Apr, arriving in New York LaGuardia.Search our website to find flights from Chicago to New York and a hotels in New York. Your Chicago to New York flights will arrive into John F Kennedy International (JFK) Airport, 15 miles outside Manhattan. With a flight time of around 2 hours 10 minutes you'll arrive in the Big Apple feeling refreshed and looking forward to your stay.Chicago. $103. Flights to Chicago Midway Airport, Chicago. $55. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $43. Fly from New York State on Spirit Airlines, Frontier, American Airlines and more. Search for Chicago flights on KAYAK now to find the best deal.Cheap Flights from Chicago to Syracuse (ORD-SYR) Prices were available within the past 7 days and start at $80 for one-way flights and $108 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Syracuse with no change fee on selected flights.Find cheap flights from Chicago to New York State from $37. Round-trip. 1 adult. Economy. 0 bags. Add hotel. Sat 5/18. Sat 5/25. Search. Direct flights only. Search …Prices as travel date approaches. $425 $340 $255 $170 $85 30 20 10 0. By booking your train trip from Chicago to New York on Wanderu at least 29 days ahead of time, you can save about $166.28 on your ticket. Waiting until the last minute means missing out on these savings!United States. Illinois. $316. Flights from Bloomington, Illinois to New York. $252. Flights from Champaign to New York. $55. Flights from Chicago to New York. $223.The fastest and shortest route between the Chicago and New York is 805 miles and takes 12 to 13 hours of driving before accounting for rest, fuel and food stops. Start your road trip from Chicago to New York by crossing the Chicago Skyway bridge into Indiana. Henryk Sadura/Shutterstock.com.NYC-CHI. Currently, the most affordable month to book a American Airlines flight from New York to Chicago in February, with an average price of $245. Conversely, traveling with American Airlines from New York to Chicago in June will be the most expensive, with an average cost of $357. Various factors influence flight prices, so …Find flights to Chicago from $45. Fly from New York on Spirit Airlines, Frontier, JetBlue and more. Search for Chicago flights on KAYAK now to find the best deal..

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