For Unpublished Cheap Flight Deals,
Call Us at 1-888-437-4930
  • Great
    Based on 1,694 reviews
  • Safe & Secure Booking
  • Low Fare Promise
  • Buy with Confidence
  • 10 Million+ Customers
    Per Year
  • Compare & Book Over
    650 Airlines Instantly!
  • Fast, Safe &
    Secure
  • Live 24/7
    Customer Support

* All fares below were last found on: May 24, 2018 and 8:12:23 AM. Fares are round trip, 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. See all booking terms and conditions

Download Our App

Find the deals you want & manage your trips ... all while on the go.

Download Now!
Apply for Our Credit Card

Earn rewards points & other travel perks when you spend.

Apply Now!
Check out our Blog

Get inspired, learn expert tips & add to your travel bucket list.

Read it Now!

Recent Chicago Posts


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 nightlife, skyscrapers, shopping and enjoying 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. Keep your mp3 players with you to keep yourself entertained during the flight.

  • When does the earliest flight depart NYC? 6:10AM United Airlines Flight #905
  • When does the latest flight depart CHI? 9:59PM United Airlines Flight #630
  • Which is the busiest month to travel from New York City to Chicago?January
  • Which is the least busy month to travel from NYC to CHI?February
  • What is the travel distance between New York City to Chicago?711 miles
  • What is the fare range for flights between NYC to CHI? $148 - $409
  • How many weekly flights are there are between NYC to CHI? There are 30 weekly flights between NYC and CHI.
  • How many daily flights fly between New York City to Chicago? There are 4 daily flights between NYC and CHI
  • Which is the busiest day in terms of passengers flying from NYC to CHI?Tuesday
  • In last 30 days, what is the %age of CHI visitors who spent less than 3 days in the city?50.00 %
  • Name the airport nearby CHI? Midway International Airport
  • Name the airports nearby NYC? Downtown Manhattan Heliport
  • What is the cheapest return flight price from NYC to CHI? $148