Book United Flights to Chicago (ORD) from $89

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Find flights to Chicago (ORD)

San Francisco (SFO) to Chicago (ORD)

Depart Tue 15 Jan 2019,
Return Wed 30 Jan 2019
from$ 237*Viewed: 16 minutes ago

Boston (BOS) to Chicago (ORD)

Depart Wed 31 Oct 2018,
Return Thu 15 Nov 2018
from$ 113*Viewed: 2 hours ago

New York/Newark (EWR) to Chicago (ORD)

Depart Wed 16 Jan 2019,
Return Thu 31 Jan 2019
from$ 175*Viewed: 1 hour ago

Los Angeles (LAX) to Chicago (ORD)

Depart Tue 15 Jan 2019,
Return Wed 30 Jan 2019
from$ 167*Viewed: 1 hour ago

Denver (DEN) to Chicago (ORD)

Depart Sat 3 Nov 2018,
Return Sun 18 Nov 2018
from$ 132*Viewed: 1 hour ago

Houston (IAH) to Chicago (ORD)

Depart Tue 4 Dec 2018,
Return Wed 19 Dec 2018
from$ 154*Viewed: 1 hour ago
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.
Cruise ships and tour boats docked by a ferris wheel and urban buildings at Navy Pier in Chicago

Book early and get the lowest airfares to Chicago

from
to
Type
Dates
Price*
Jacksonville (JAX)
to Chicago (ORD)
Roundtrip
Depart Tue 15 Jan 2019
Return Wed 30 Jan 2019
from$ 89*Viewed: 1 hour ago
Baltimore (BWI)
to Chicago (ORD)
Roundtrip
Depart Wed 14 Nov 2018
Return Thu 29 Nov 2018
from$ 101*Viewed: 1 hour ago
Tampa (TPA)
to Chicago (ORD)
Roundtrip
Depart Sat 17 Nov 2018
Return Sun 2 Dec 2018
from$ 101*Viewed: 6 minutes ago
Boston (BOS)
to Chicago (ORD)
Roundtrip
Depart Wed 31 Oct 2018
Return Thu 15 Nov 2018
from$ 113*Viewed: 2 hours ago
Atlanta (ATL)
to Chicago (ORD)
Roundtrip
Depart Tue 27 Nov 2018
Return Wed 12 Dec 2018
from$ 115*Viewed: 2 hours ago
New Orleans (MSY)
to Chicago (ORD)
Roundtrip
Depart Tue 27 Nov 2018
Return Wed 12 Dec 2018
from$ 119*Viewed: 55 minutes ago
New York (NYC)
to Chicago (ORD)
Roundtrip
Depart Thu 17 Jan 2019
Return Fri 1 Feb 2019
from$ 121*Viewed: 52 minutes ago
Denver (DEN)
to Chicago (ORD)
Roundtrip
Depart Sat 3 Nov 2018
Return Sun 18 Nov 2018
from$ 132*Viewed: 1 hour ago
Cincinnati (CVG)
to Chicago (ORD)
Roundtrip
Depart Fri 18 Jan 2019
Return Sat 2 Feb 2019
from$ 133*Viewed: 1 hour ago
Fort Lauderdale (FLL)
to Chicago (ORD)
Roundtrip
Depart Fri 16 Nov 2018
Return Sat 1 Dec 2018
from$ 144*Viewed: 1 hour ago
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.

Things to do in Chicago

In Chicago, you can have it all

Chicago is the perfect urban getaway. “The Second City” is home to stunning architecture, endless shopping on the Magnificent Mile, one of the world’s most dynamic dining scenes, and a collection of critically acclaimed museums, all nestled on a lakefront lined with running trails and natural sand beaches.

Chicago’s top attractions

  • Stroll through Millennium Park and take in the art and architecture, including Cloud Gate, which is also known as “The Bean,” Crown Fountain and Lurie Garden.
  • Go shopping along the Magnificent Mile on Michigan Avenue.
  • Discover the fun attractions at Navy Pier, including a large Ferris wheel, theater and carousel.
  • Enjoy a day with the kids at the Shedd Aquarium and Lincoln Park Zoo.
  • Tour Wrigley Field, home of the Chicago Cubs and one of the oldest baseball parks in the U.S.
  • Take in city views from the Willis Tower’s Skydeck.
  • Enjoy Chicago's family atractions.

Chicago is a popular place to visit all year round, though visitors will find that spring and fall have the most pleasant weather. Summertime activities include Lollapalooza music festival, Taste of Chicago, Chicago Jazz Festival and the Chicago Gay Pride Parade. Other major events throughout the year include the Chicago Underground Film Festival in the spring, the Chicago International Film Festival in the fall and the Magnificent Mile Lights Festival in the winter.

Find the best things to do in Chicago.

Weather in Chicago

45 °FSunday10/21/2018
53 °FMonday10/22/2018
49 °FTuesday10/23/2018
49 °FWednesday10/24/2018
52 °FThursday10/25/2018
47 °FFriday10/26/2018
47 °FSaturday10/27/2018
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