Skip to content

Get United's best fares today on flights to Chicago from

Select journey type

Enter to select travel class and passengers

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.

Weather in Chicago

Wednesday overcast clouds
43°F 11/20/19
Thursday moderate rain
50°F 11/21/19
Friday sky is clear
33°F 11/22/19
Saturday snow
35°F 11/23/19
Sunday scattered clouds
36°F 11/24/19
Monday overcast clouds
41°F 11/25/19
Tuesday heavy intensity rain
44°F 11/26/19
Powered by: OpenWeatherMap.org

Search for more flights to Chicago (ORD)

FromToDatesFare TypePrice

Newark (EWR)

Chicago (ORD)

Depart: 12/30/19

Return date 01/13/20

Roundtrip
from
$177*
Viewed:3hoursago

San Francisco (SFO)

Chicago (ORD)

Depart: 12/10/19

Return date 12/11/19

Roundtrip
from
$211*

Los Angeles (LAX)

Chicago (ORD)

Depart: 12/05/19

Return date 12/07/19

Roundtrip
from
$113*

Denver (DEN)

Chicago (ORD)

Depart: 02/26/20

Return date 03/11/20

Roundtrip
from
$97*
Viewed:3hoursago

Boston (BOS)

Chicago (ORD)

Depart: 12/11/19

Return date 12/18/19

Roundtrip
from
$153*
Viewed:5hoursago

Houston (IAH)

Chicago (ORD)

Depart: 12/06/19

Return date 12/10/19

Roundtrip
from
$97*
Viewed:2hoursago

Phoenix (PHX)

Chicago (ORD)

Depart: 12/07/19

Return date 12/09/19

Roundtrip
from
$113*

Orlando (MCO)

Chicago (ORD)

Depart: 02/04/20

Return date 02/11/20

Roundtrip
from
$97*

Las Vegas (LAS)

Chicago (ORD)

Depart: 12/25/19

Return date 01/08/20

Roundtrip
from
$97*
Viewed:48minutesago

Fort Lauderdale (FLL)

Chicago (ORD)

Depart: 12/24/19

Return date 01/07/20

Roundtrip
from
$105*
Viewed:2hoursago

*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.