Cheap flights to Chicago!

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Flights to Chicago

* All the fares are for round-trip travel and include all taxes, service fees, and surcharges. Fares mentioned on the site are according to the historical data and are subject to change without any prior intimation. Please go through terms and conditions for more info.

Tue, Jun 24Non-Stop

Orlando - Chicago 18:15 3h 8m

Tue, Jul 01Non-Stop

Chicago - Orlando 07:56 2h 44m

$188.98 Book Now

Wed, Jul 16Non-Stop

Boston - Chicago 07:00 2h 59m

Wed, Jul 23Non-Stop

Chicago - Boston 10:10 2h 30m

$191.96 Book Now

Thu, May 081 stops

Dallas - Chicago 05:45 2h 55m

Mon, May 12Non-Stop

Chicago - Dallas 20:15 2h 42m

$193.67 Book Now

Sun, May 11Non-Stop

New York - Chicago 05:55 2h 32m

Sun, May 18Non-Stop

Chicago - New York 05:51 2h 9m

$199.98 Book Now

Fri, Jun 13Non-Stop

Miami - Chicago 19:20 3h 36m

Fri, Jun 20Non-Stop

Chicago - Miami 13:43 3h 17m

$207.99 Book Now

Mon, Jun 02Non-Stop

Washington - Chicago 10:35 2h 15m

Mon, Jun 091 stops

Chicago - Washington 16:20 2h 40m

$256.66 Book Now

Thu, Aug 071 stops

Fort Lauderdale - Chicago 14:27 1h 58m

Thu, Aug 14Non-Stop

Chicago - Fort Lauderdale 05:05 3h 5m

$260.68 Book Now

Tue, May 201 stops

Philadelphia - Chicago 06:00 1h 43m

Tue, May 271 stops

Chicago - Philadelphia 17:40 1h 35m

$269.37 Book Now

Book Chicago Flight Tickets with Faretrolley

Is your next travel destination Chicago? If yes, then Faretrolley has exclusive offers that let you save on your airfares. When you book a flight to Chicago with Faretrolley, we ensure that every detail of your trip gets delivered to perfection. Our travel experts help you with the best possible offers and guide you for all your travel-related queries to Chicago.

Q. What's the best time to plan your travels to Chicago?

Experts at Faretrolley advise that you plan your trips to Chicago from April till May. It is the most populated city in the Illinois state and is an international hub for commerce, culture, finance, industry, technology, telecommunications, and transportation. Chicago is also famous for multiple art museums, science centers, historically significant political establishments, and much more, which attract millions of visitors yearly. If you plan to experience the city like a local, then you need to visit it in September and October as the tourist populations are at a halt during those months.

Q. When is a good time to book flight tickets to Chicago?

Faretrolley suggests that you can purchase your tickets to fly to Chicago three to four weeks before your scheduled departure date.

Q. Which airlines offer the cheapest airfares on flights to Chicago?

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

Q. What is the main airport in Chicago city?

The main airport of Chicago city is Chicago O'Hare International Airport.

Q. What is the nearby airport option to reach Chicago?

The nearby airport option to reach Chicago is Chicago Midway International Airport.

Q. What are the major attractions of Chicago that Faretrolley highly recommends?

  • Millennium Park
  • Navy pier
  • Buckingham fountain
  • Willis Tower Sky Deck
  • 360 Chicago
  • Chicago Riverwalk and Lakefront Trail
  • The Rookery Building

Q. What are the top airlines available on Faretrolley to fly to Chicago?

The major airlines that fly to Chicago are:

When you travel to Chicago with Faretrolley, you do not have to worry about anything. We ensure that you get the best travel experience you cherish for a lifetime.

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