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Cheap Flight Tickets to Chicago

* Fares shown are round trip. Fares include fuel surcharges and FareObuddy Taxes and Fees. The fares on the website are subject to change with respect to any change in the itinerary or guidelines of the airlines without any notice. Please read all our booking Terms & Conditions before booking completion.

  • From
  • To
  • Depart
  • Return
  • *Fares Starting From
  • Orlando
  • Chicago
  • Oct 18, 2023
  • Oct 23, 2023
  • $94.96
  • Miami
  • Chicago
  • Oct 16, 2023
  • Oct 23, 2023
  • $116.97
  • Washington
  • Chicago
  • Oct 20, 2023
  • Oct 24, 2023
  • $152.38
  • Dallas
  • Chicago
  • Oct 10, 2023
  • Oct 10, 2023
  • $311.40
  • Oklahoma City
  • Chicago
  • Mar 15, 2024
  • Mar 18, 2024
  • $341.96
  • Hartford
  • Chicago
  • Oct 13, 2023
  • Oct 15, 2023
  • $442.98
  • Santo Domingo
  • Chicago
  • Oct 10, 2023
  • Oct 24, 2023
  • $581.60
  • Lincoln
  • Chicago
  • Oct 05, 2023
  • Oct 07, 2023
  • $705.60
  • Veracruz
  • Chicago
  • Oct 07, 2023
  • Oct 17, 2023
  • $1009.85

Book Cheap Flight Tickets to Chicago with FareObuddy

Are you planning to travel to Chicago soon? If yes, then FareObuddy allows you to save on your Chicago flight tickets. Get in touch with our travel experts for the best-offered prices on airline tickets to your dream destination and enjoy the best booking experience.

Frequently Asked Questions about Flights to Chicago

Q. When should I fly to Chicago?

As recommended by FareObuddy, the perfect time to have your trips to Chicago is from April till May. These months of the spring season are best to enjoy outdoors, as in summers, the average temperature is 75.9 °F with afternoon temperatures peaking as high as 85.0 °F. On an average summer day, the temperatures reach at least 90 °F; but the Lakefront locations are comparatively more relaxed. In winters, it snows in Chicago, although generally, the city sees less snow. You can also plan your trip to Chicago in a lesser busy season, starting from September till October.

Q. What day is the cheapest to get tickets to fly to Chicago?

Travel experts at FareObuddy observed that booking tickets to Chicago are cheaper on Tuesdays and Thursdays.

Q. What time of day is the cheapest to buy a flight ticket to Chicago?

FareObuddy travel experts suggest that the best time to buy an online ticket to Chicago is 3 pm EST.

Q. What are the options of the cheapest Airlines that fly to Chicago?

The cheapest airline option to fly to Chicago is JetBlue Airlines.

Q. How long before should I be at the airport for my flight to Chicago?

For your flight to Chicago, you must reach the baggage desk at least 3 hours before the flight departure.

Q. What is the name of Chicago's main airport and subsidiary airports?

The major international airport to fly to Chicago is the Chicago O'Hare International Airport.

Q. How long is the flight to Chicago from New York?

Direct flights from New York to Chicago that are available on FareObuddy take approximately 2 hours 29 minutes.

Q. What are the top attractions in Chicago that I must visit?

  • The top attractions to visit during your stay in Chicago are:
  • Millennium Park
  • Navy pier
  • Buckingham fountain
  • Willis Tower SkyDeck
  • 360 Chicago
  • Chicago Riverwalk and Lakefront Trail
  • The Rookery Building

Q. Which airlines fly to Chicago from New York?

The major airlines that fly to Chicago are:

Why book flight tickets to Chicago with FareObuddy?

FareObuddy is your go-to option to get cheap flight tickets to Chicago. We offer various booking options as we have an inventory of over 500+ airlines. You may book your flight to Chicago conveniently with our well-trained and experienced travel experts. For more details on our special offers, reach out to our travel experts on 1-631-309-0576!


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