Skip to content

United flights to Chicago from

Select journey type

Enter to select travel class and passengers

Book with confidence with United

Business class deals on flights to Chicago (ORD)

Fort Lauderdale(FLL)
toChicago(ORD)
Denver(DEN)
toChicago(ORD)
Houston(IAH)
toChicago(ORD)
Phoenix(PHX)
toChicago(ORD)
Los Angeles(LAX)
toChicago(ORD)
Boston(BOS)
toChicago(ORD)
San Francisco(SFO)
toChicago(ORD)
New York/Newark(EWR)
toChicago(ORD)

Press the Enter/Space key to load more items on the list or press the TAB key to continue

*Prices have been available for round trips within the last 48 hours and may not be currently available. For Economy class, 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.

Business class deals on flights to Chicago (ORD)

Boston(BOS)
toChicago(ORD)
Denver(DEN)
toChicago(ORD)
New York/Newark(EWR)
toChicago(ORD)
Fort Lauderdale(FLL)
toChicago(ORD)
Houston(IAH)
toChicago(ORD)
Los Angeles(LAX)
toChicago(ORD)
San Francisco(SFO)
toChicago(ORD)
Phoenix(PHX)
toChicago(ORD)

Press the Enter/Space key to load more items on the list or press the TAB key to continue

*Prices have been available for round trips within the last 48 hours and may not be currently available. For Economy class, 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 after your flight to Chicago (ORD)

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

Saturday broken clouds
44°F 10/24/20
Sunday overcast clouds
46°F 10/25/20
Monday light rain
41°F 10/26/20
Tuesday overcast clouds
42°F 10/27/20
Wednesday broken clouds
46°F 10/28/20
Thursday sky is clear
44°F 10/29/20
Friday broken clouds
44°F 10/30/20
Powered by: OpenWeatherMap.org

Find more flights to Chicago (ORD) with United

FromToDatesFare TypePrice

Los Angeles (LAX)

Chicago (ORD)

Depart: 12/02/20

Return: 12/16/20

Roundtrip
from
$79*
Viewed:4hoursago

Houston (IAH)

Chicago (ORD)

Depart: 12/24/20

Return: 01/07/21

Roundtrip
from
$75*
Viewed:5hoursago

Denver (DEN)

Chicago (ORD)

Depart: 11/23/20

Return: 12/07/20

Roundtrip
from
$71*
Viewed:8hoursago

San Francisco (SFO)

Chicago (ORD)

Depart: 11/26/20

Return: 12/10/20

Roundtrip
from
$129*
Viewed:17hoursago

Boston (BOS)

Chicago (ORD)

Depart: 11/06/20

Return: 11/13/20

Roundtrip
from
$93*
Viewed:11hoursago

New York/Newark (EWR)

Chicago (ORD)

Depart: 12/24/20

Return: 12/31/20

Roundtrip
from
$157*
Viewed:7hoursago

Phoenix (PHX)

Chicago (ORD)

Depart: 12/13/20

Return: 01/12/21

Roundtrip
from
$75*
Viewed:7hoursago

Fort Lauderdale (FLL)

Chicago (ORD)

Depart: 11/07/20

Return: 11/14/20

Roundtrip
from
$41*
Viewed:7hoursago

Orlando (MCO)

Chicago (ORD)

Depart: 12/03/20

Return: 12/03/20

Roundtrip
from
$103*
Viewed:13hoursago

Fort Myers (RSW)

Chicago (ORD)

Depart: 01/19/21

Return: 01/19/21

Roundtrip
from
$147*
Viewed:15hoursago

*Prices have been available for round trips within the last 48 hours and may not be currently available. For Economy class, 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.