Economy. See Latest Fare. New York/Newark (EWR) to. Chicago (ORD) 07/09/24 - 07/16/24. from. $169*. Updated: 8 hours ago. Round trip. 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. Whether you're exploring the excellent museums, taking in some theatre, shopping, or seeing the famous Statue of Liberty and Empire State Building, the city that never sleeps has got something for the whole family! Fly more and save even more when you travel to New York City, NY (LGA) with Frontier where you always find low fares done right.The cheapest month for flights from Chicago Midway Airport to New York John F Kennedy Intl Airport is January, where tickets cost $195 on average. On the other hand, the most expensive months are July and June, where the average cost of tickets is …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.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.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.Book the lowest fares on New York flights today! Find low-fare American Airlines flights to New York. Enjoy our travel experience and great prices. Book the lowest fares on New York flights today! ... Chicago (ORD) to. New York (NYC) 07/10/24 - 07/17/24. from. $127* Updated: 3 hours ago. Round trip. I. Economy. See Latest Fare. Monterey (MRY ...Flight deals from Chicago to New York. Looking for a cheap last-minute deal or the best return flight from Chicago to New York? Find the lowest prices on one-way …Call 1-800-433-5368. Need help? Subscribe Connect with us. Use our route map to explore where Southwest flies and plan your next trip with Southwest Airlines. Search and find flights by city, date, and airport.There are 4 airlines that fly nonstop from Chicago O'Hare Intl Airport to New York LaGuardia Airport. They are: American Airlines, Delta, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $52 for a one-way flight. On average, the best prices for this route can be found at ... 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. 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.Cheap Flights from New York to Chicago (JFK-MDW) Prices were available within the past 7 days and start at $138 for one-way flights and $266 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from New York to Chicago with no change fee on selected 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.Cheap Flights from New York to Chicago (JFK-MDW) Prices were available within the past 7 days and start at $138 for one-way flights and $266 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from New York to Chicago with no change fee on selected flights.The fastest way to get from Chicago to Ithaca, NY is to fly and bus which takes 6h 18m and costs $95 - $550. ... Flights from Chicago O'Hare to Syracuse via New York La Guardia Ave. Duration 4h 33m When Monday, Tuesday, Wednesday, Thursday, Friday and Sunday Estimated price $120 - $360 ...Cheap Flights from Chicago to Albany (ORD-ALB) Prices were available within the past 7 days and start at $80 for one-way flights and $159 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 Albany with no change fee on selected flights.Chicago - New York/Newark. Located just 14 miles from Manhattan, Newark Liberty International Airport offers the fastest surface transfer journeys to many parts of the city, …Direct. from $59. Chicago.$60 per passenger.Departing Tue, Jun 4, returning Wed, Jun 12.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from New York LaGuardia on Tue, Jun 4, arriving in Chicago O'Hare International.Inbound direct flight with Spirit Airlines departing from Chicago O'Hare ...Compare flight deals to Chicago from New York from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flight tickets to Chicago start from $62 one-way. Flex your dates to find the best JFK-ORD ticket prices.Prices were available within the past 7 days and start at $59 for one-way flights and $111 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. One way. Roundtrip. Wed, May 8 - Wed, May 8. ORD. Chicago.Compare flight deals to New York from Chicago O'Hare International from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the …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.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 ...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 ...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 ...Find the lowest prices on one-way and round-trip tickets right here. New York.$91 per passenger.Departing Wed, May 8, returning Wed, May 22.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Wed, May 8, arriving in New York LaGuardia.Inbound indirect flight with Frontier ...Chicago (O'Hare), IL to New York (LaGuardia), NY. departing on 9/14. one-way starting at*. $94. Book now. * Restrictions and exclusions apply. Seats and dates are limited. Select markets. 16 travel days available. Cheap Flights from Chicago to New York (CHI-JFK) Prices were available within the past 7 days and start at $64 for one-way flights and $127 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. Salt Lake City (SLC) to New York (JFK) From. $134. one-way. Restrictions Apply. Seattle (SEA) to New York (JFK) From. $149. one-way.Flights from Chicago (CHI) to New York (NYC), low-cost direct flights and cheap flight offers on the route Chicago (CHI) New York (NYC) from $53 (price correct on 02/24/24). Book cheap tickets for direct flights online.There are 5 airlines that fly nonstop from New York LaGuardia Airport to Chicago. They are: American Airlines, Delta, Southwest, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $54 for a one-way flight. On average, the best prices for this route can be found at Spirit ... There are 5 airlines that fly nonstop from Chicago O'Hare Intl Airport to New York. They are: American Airlines, Delta, JetBlue, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $52 for a one-way flight. On average, the best prices for this route can be found at Spirit ... Use Google Flights to plan your next trip and find cheap one way or round trip flights from New York to Chicago. Find the best flights fast, track prices, and book with confidence. Our data shows that the cheapest route for a one-way flight from Chicago O'Hare Intl Airport to New York cost £45 and was between Chicago O'Hare Intl Airport and New York LaGuardia Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is £57.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.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.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 ...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. Flights from Chicago O'Hare to Syracuse via New York La Guardia Ave. Duration 4h 33m When Monday, Tuesday, Wednesday, Thursday, Friday and Sunday Estimated price $120 - $360 Flights from Chicago Midway to Rochester via Detroit Ave. Duration 3h 55m When Every day Estimated price $140 - $480 Flights between Chicago, IL and New York, NY starting at $32. Choose between United Airlines, Spirit Airlines, or JetBlue Airways to find the best price. Search, compare, and book flights, trains, and buses.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. Flights to Buffalo, New York State. $529. Flights to Ithaca, New York State. $517. Flights to New Windsor, New York State. Find flights to New York State from $54. Fly from Chicago Midway Airport on Frontier, Delta and more. Search for New York State flights on KAYAK now to find the best deal. 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 …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 ...Use our Low Fare Calendar to find the lowest fares on flights to New York (LaGuardia) available inside your travel window. Find flights. Central Park. The High Line. Washington Square Park. Ellis Island. One World Trade Center. The Metropolitan Museum of Arts. Rockefeller Center.Looking for a cheap Chicago - New York flight? Compare prices from major travel agents and airlines to get the best flight deals.2:06 pm: wheels up! take-off from ORD. fly for about 1 hour in the air. 4:14 pm (local time): Greater Rochester International (ROC) Rochester (New York) is 1 hour ahead of Chicago. so the time in Chicago is actually 3:14 pm. taxi on the runway for an average of 6 minutes to the gate. 4:20 pm (local time): arrive at the gate at ROC.New York State ». New Windsor. $287. Flights to New Windsor, New Windsor. Fly from Chicago to Stewart Intl. on Allegiant Air from $112... Search for Stewart Intl. flights on KAYAK now to find the best deal.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. 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... After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to New York on Tuesday, 7 May 2024. Can I get a direct flight from …The Boeing 737-800 is the aircraft model that flies most regularly on the New York to Chicago flight route. Which airline alliances offer flights from New York to Chicago? oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between New York and Chicago, with SkyTeam being the most commonly used for this route.Cheapest flight. $43. Best time to beat the crowds with an average 6% drop in price. Most popular time to fly with an average 11% increase in price. Flight from New York LaGuardia Airport to Chicago Midway Airport. The best way to get from New York to Chicago is to fly which takes 4h 40m and costs $100 - $700. Alternatively, you can bus via Columbus, which costs $110 - $170 and takes 15h 10m, you could also train, which costs $40 - $290 and takes 19h 32m. 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 …When officers arrived, they found one of their own — Luis M. Huesca, 30 — with several gunshot wounds, police and the mayor's office said. 3. Chicago police officer Luis Hesuca was shot and ...My dates are flexible. SHOW FARES. Include Nearby Airports. Search for a Delta flight round-trip, multi-city or more. You choose from over 300 destinations worldwide to find a flight that fits your schedule.Chicago (O'Hare), IL to New York (LaGuardia), NY. departing on 9/14. one-way starting at*. $94. Book now. * Restrictions and exclusions apply. Seats and dates are limited. Select markets. 16 travel days available.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.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?Cheapest flight. $43. Best time to beat the crowds with an average 6% drop in price. Most popular time to fly with an average 11% increase in price. Flight from New York LaGuardia Airport to Chicago Midway Airport.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.Priority boarding A1-A15. Premium drink10. (on flights 176 miles or more) Free Inflight Internet12. Earn 12X fare more Rapid Rewards points on qualifying flights11. AND. all of the benefits of. Anytime.Find the lowest prices on one-way and return tickets right here. Chicago.$91 per passenger.Departing Tue, 4 Jun, returning Wed, 5 Jun.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from New York LaGuardia on Tue, 4 Jun, arriving in Chicago O'Hare International.Inbound direct flight with Spirit Airlines ...Wed, 25 Sep JFK - ORD with American Airlines. Direct. from £134. New York. £140 per passenger.Departing Thu, 30 May, returning Mon, 3 Jun.Return flight with jetBlue.Outbound direct flight with jetBlue departs from Chicago O'Hare International on Thu, 30 May, arriving in New York John F. Kennedy.Inbound direct flight with jetBlue … Best time to travel to New York. New York thrives no matter the season or weather. Check the city’s parks schedules, where more than 100 free performances take place year-round. In the spring, take part in the Tribeca Film Festival. Central Park SummerStage offers family-friendly concerts featuring international music and dance performances. Cheap Flights from New York to Chicago (NYC-CHI) Prices were available within the past 7 days and start at $31 for one-way flights and $57 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from New York to Chicago with no change fee on selected flights. New York State ». New Windsor. $287. Flights to New Windsor, New Windsor. Fly from Chicago to Stewart Intl. on Allegiant Air from $112... Search for Stewart Intl. flights on KAYAK now to find the best deal. There are 3 airlines that fly nonstop from Chicago O'Hare Intl Airport to New York John F Kennedy Intl Airport. They are: American Airlines, Delta and JetBlue. The cheapest price of all airlines flying this route was found with JetBlue at $77 for a one-way flight.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.Wed, May 15 ORD – EWR with Spirit Airlines. 1 stop. from $113. Chicago.$138 per passenger.Departing Sat, Aug 24, returning Sat, Aug 24.Round-trip flight with United.Outbound direct flight with United departing from New York Newark on Sat, Aug 24, arriving in Chicago O'Hare International.Inbound direct flight with United …Prices were available within the past 7 days and start at $59 for one-way flights and $118 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. One way. Roundtrip. Tue, May 7 - Tue, May 14. ORD. Chicago.Wed, 15 May ORD - LGA with Spirit Airlines. Direct. from £47. Chicago. £48 per passenger.Departing Tue, 4 Jun, returning Wed, 12 Jun.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from New York LaGuardia on Tue, 4 Jun, arriving in Chicago O'Hare International.Inbound direct flight with Spirit Airlines ...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.New York State ». New Windsor. $287. Flights to New Windsor, New Windsor. Fly from Chicago to Stewart Intl. on Allegiant Air from $112... Search for Stewart Intl. flights on KAYAK now to find the best deal.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!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! ... May 28 from New York to Chicago, returning Wed, Jun 19, priced at $122 found 19 hours ago. Wed, Jul 17 - Tue, Jul 23. JFK. New York. ORD ...Tue, May 21 EWR - BOS with Delta. Direct. from $98. New York.$117 per passenger.Departing Tue, Jun 4, returning Thu, Jun 6.Round-trip flight with Delta.Outbound direct flight with Delta departing from Boston Logan International on Tue, Jun 4, arriving in New York Newark.Inbound direct flight with Delta departing from New York John F. Kennedy ...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.Tue, Jun 4 LGA - ORD with Spirit Airlines. Direct. from C$81. New York.C$81 per passenger.Departing Tue, May 7, returning Wed, May 15.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from Chicago O'Hare International on Tue, May 7, arriving in New York LaGuardia.Inbound direct flight with Spirit ...Enjoy all the in-flight perks on your Chicago flight, including speed Wi-Fi. Book cheap flights to Chicago (ORD) with United Airlines. Enjoy all the in-flight perks on your Chicago flight, including speed Wi-Fi. ... From New York/Newark (EWR) To Chicago (ORD) Roundtrip | Economy: 06/12/24 - 06/15/24: from. $ 139* Viewed: 6 hours ago. From Los ...The best way to get from New York to Chicago is to fly which takes 4h 40m and costs $100 - $700. Alternatively, you can bus via Columbus, which costs $110 - $170 and takes 15h 10m, you could also train, which costs $40 - $290 and takes 19h 32m.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.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...Book one-way or return flights from New York to Chicago with no change fee on selected flights. Earn double rewards with airline miles + Expedia points. Find 2024 flight deals now! ... departing Wed., May 8 from New York to Chicago, returning Tue., May 14, priced at CA $101 found 2 days ago. Tue., Jun. 11 - Mon., Jun. 17. LGA. New York. ORD ...Direct. from $56. New York.$57 per passenger.Departing Wed, May 8, returning Tue, Jun 4.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from Chicago O'Hare International on Wed, May 8, arriving in New York LaGuardia.Inbound direct flight with Spirit Airlines departing from New York LaGuardia on Tue ...
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.. Ai
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.Fly Chicago Midway to New York La Guardia, train, subway • 4h 49m. Fly from Chicago Midway (MDW) to New York La Guardia (LGA) MDW - LGA. Take the train from Woodside to New York Penn Station. Take the subway from 34 St-Herald Sq to 86 St. $104 - $676.The two airlines most popular with KAYAK users for flights from Chicago to Syracuse are Delta and United Airlines. With an average price for the route of $266 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $303 and an overall rating of 7.4.Tue, 21 May EWR - ORD with Spirit Airlines. 1 stop. from £95. New York. £111 per passenger.Departing Sat, 10 Aug, returning Sat, 17 Aug.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 10 Aug, arriving in New York Newark.Inbound direct flight with United departs from New York ...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: Chicago (O'Hare), IL to New York (LaGuardia), NY. departing on 9/14. one-way starting at*. $94. Book now. * Restrictions and exclusions apply. Seats and dates are limited. Select markets. 16 travel days available. Find the cheapest month - or even day - to fly to New York Newark. Apr. from $129. May. from $40. Jun. from $58. Jul. from $98.The two airlines most popular with KAYAK users for flights from Chicago to Syracuse are Delta and United Airlines. With an average price for the route of $266 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $303 and an overall rating of 7.4.Fly from New York John F Kennedy Airport on Delta, Frontier and more. Search for Chicago Midway Airport flights on KAYAK now to find the best deal. ... Below are some of the best one-way flight deals from New York to Chicago found on KAYAK in the last 72 hours. 5/14 Tue. 1 stop Delta. 10h 46m JFK-MDW. $127. Search. 5/3 Fri. 2 stops Frontier ...Southwest Airlines and Delta fly from New York, NY to Chicago every 4 hours. Alternatively, you can take a bus from New York, NY to Chicago via New York, NY, Columbus, OH, and Columbus, OH in around 15h 12m. Airlines.Tue, Jun 11 LGA – CLE with Frontier Airlines. Direct. from $39. New York.$40 per passenger.Departing Wed, Jun 5, returning Wed, Jun 12.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from Charleston on Wed, Jun 5, arriving in New York Newark.Inbound direct flight with Spirit Airlines departing from ...The cheapest month for flights from New York LaGuardia Airport to Chicago Midway Airport is April, where tickets cost $205 on average. On the other hand, the most expensive months are May and July, where the average cost of tickets is $488 and $438 respectively.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..