Flights from New York City to Chicago


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  • Cheap Flight Tickets from New York City to Chicago

Sample Roundtrip1 fares starting at:  $236
¹ All fares below were last found on:Apr 15, 2014 and 11:37:14 PM
FromToTravel DatesSample Fares1
FromToTravel DatesSample Fares1
New York CityChicagoApr 30 - May 07$236
New York CityChicagoJun 14 - Jun 21$241
New York CityChicagoMay 17 - May 24$256
New York CityChicagoJun 16 - Jun 23$261
New York CityChicagoMay 30 - Jun 06$276
New York CityChicagoMay 02 - May 09$296
New York CityChicagoJun 01 - Jun 08$296
New York CityChicagoMay 15 - May 22$314
Hurry! Flight tickets on sale. Special discounts on airfares for a limited time only! Book now and save big with OneTravel.
1Fares are Roundtrip. Fares incl. all fuel surcharges, our service fees and taxes. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking.
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Chicago Reviews

UA is pretty good  5

No delay. UA is much better than AA.

- Apr 01, 2014
Write a review for Chicago »

New York City Reviews

First time using OneTravel  5

This was my first time hearing about and purchasing form OneTravel. I have always purchased directly from the airlines; however, I was able to get a low price with OneTravel and in addition all my flight went perfectly on my trip

- Apr 08, 2014
Write a review for New York City »

New York City to Chicago Flight Route Facts

In the Last 12 Months:
  • 74% of visitors spent less than 3 days in the city.

Sky High Flight Facts for Your Trip:
New York City to Chicago

Book your flights from New York City to Chicago and save big on airfares. Chicago is a vibrant city and is home of the blues and the truth of jazz. Spend a day in Chicago exploring the nightlife, skyscrapers, shopping and watching the amazing views of the city. Hyde Park is the most entertaining place and offers unlimited fun.

Traveling from New York City to Chicago is easy as you can choose from top airlines such as JetBlue Airways, American Airlines and Spirit Airlines. Take advantage of exclusive deals on flights to Chicago and save more to splurge on a vacation. Your flight from New York City to Chicago takes around two hours nineteen minutes to cover a distance of about 726 miles excluding the layover time. Keep your mp3 players with you to keep yourself entertained during the flight.

  • When does the earliest flight depart Chicago?

  • 1:45PM  United Airlines  Flight #918
  • When does the latest flight depart Chicago?

  • 9:50PM  Spirit Airlines   Flight #915
  • What is the busiest month to travel from New York City to Chicago?

  • May
  • What is the least busy month to travel from New York City to Chicago?

  • September

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¹ Terms and Conditions

Fares include all fuel surcharges, our service fees and taxes. Tickets are nonrefundable, nontransferable, non-assignable. Name changes are not permitted. Fares are subject to change without notice. Fares subject to availability. There is a higher probability of seats being available at this fare on Tuesday, Wednesday and Thursday, and may require a Saturday night stay at your destination. Lowest fares may require an advance purchase of up to 21 days. Certain blackout dates may apply. Holidays and weekend travel may have a surcharge. Other restrictions may apply. Additional terms and conditions of purchase.

* Instant Discount

This $10 off sale applies to our transaction service fees only. All fares displayed above are after the 10 USD instant discount applied. Maximum discount amount is the amount of the transaction service fees for that transaction or 10 USD, whichever is less. Some discounted and other special sale fare offers may not be eligible for this instant discount promotion. This offer may be revised or discontinued without notice.

** Promo Code Offer

Enter Promo at time of check out. Promo code provides $15 or the amount of the promo code, discount for stated routes against our service fees. Use of Promo code is in addition to any applicable instant savings offers. Actual amount of discount varies based on the service fees charged. Service fee discount will be up to the amount of the service fees charged less any applicable instant savings for that transaction or the value of the promo code, whichever is less. Promo code expires on date stated and can be withdrawn without notice.