United flights to Chicago from US *

United's most popular flights to Chicago (ORD)

US $
Select travel class

Cancun (CUN)to

Chicago (ORD)
06/02/2025 - 10/02/2025
from
US $ 249*
Viewed: 15 hours ago
Roundtrip
|
Economy

Mexico City (MEX)to

Chicago (ORD)
26/02/2025 - 05/03/2025
from
US $ 297*
Viewed: 13 hours ago
Roundtrip
|
Economy

Cabo San Lucas (SJD)to

Chicago (ORD)
28/02/2025 - 04/03/2025
from
US $ 487*
Viewed: 12 hours ago
Roundtrip
|
Economy

Puerto Vallarta (PVR)to

Chicago (ORD)
27/02/2025 - 03/03/2025
from
US $ 571*
Viewed: 13 hours ago
Roundtrip
|
Economy

Monterrey (MTY)to

Chicago (ORD)
02/03/2025 - 16/03/2025
from
US $ 237*
Viewed: 12 hours ago
Roundtrip
|
Economy

Tulum (TQO)to

Chicago (ORD)
13/02/2025 - 16/02/2025
from
US $ 247*
Viewed: 1 day ago
Roundtrip
|
Economy

Guadalajara (GDL)to

Chicago (ORD)
21/02/2025 - 25/02/2025
from
US $ 320*
Viewed: 14 hours ago
Roundtrip
|
Economy

Queretaro (QRO)to

Chicago (ORD)
25/02/2025 - 04/03/2025
from
US $ 316*
Viewed: 12 hours ago
Roundtrip
|
Economy

San Luis Potosi (SLP)to

Chicago (ORD)
25/02/2025 - 04/03/2025
from
US $ 336*
Viewed: 11 hours ago
Roundtrip
|
Economy

Leon (BJX)to

Chicago (ORD)
27/02/2025 - 03/03/2025
from
US $ 326*
Viewed: 16 hours ago
Roundtrip
|
Economy

Aguascalientes (AGU)to

Chicago (ORD)
24/02/2025 - 03/03/2025
from
US $ 485*
Viewed: 7 hours ago
Roundtrip
|
Economy

Ixtapa-Zihuatanejo (ZIH)to

Chicago (ORD)
27/02/2025 - 03/03/2025
from
US $ 579*
Viewed: 10 hours ago
Roundtrip
|
Economy

Oaxaca (OAX)to

Chicago (ORD)
20/02/2025 - 06/03/2025
from
US $ 574*
Viewed: 3 hours ago
Roundtrip
|
Economy

Veracruz (VER)to

Chicago (ORD)
03/03/2025 - 10/03/2025
from
US $ 508*
Viewed: 1 day ago
Roundtrip
|
Economy

Cozumel (CZM)to

Chicago (ORD)
28/02/2025 - 04/03/2025
from
US $ 514*
Viewed: 15 hours ago
Roundtrip
|
Economy

Acapulco (ACA)to

Chicago (ORD)
01/03/2025 - 15/03/2025
from
US $ 625*
Viewed: 16 hours ago
Roundtrip
|
Economy

Mérida (MID)to

Chicago (ORD)
01/03/2025 - 10/03/2025
from
US $ 524*
Viewed: 6 hours ago
Roundtrip
|
Economy

Morelia (MLM)to

Chicago (ORD)
21/02/2025 - 25/02/2025
from
US $ 367*
Viewed: 13 hours ago
Roundtrip
|
Economy

Manzanillo (ZLO)to

Chicago (ORD)
22/02/2025 - 08/03/2025
from
US $ 637*
Viewed: 10 hours ago
Roundtrip
|
Economy

*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)

US $

Cancun (CUN)to

Chicago (ORD)
20/02/2025 - 24/02/2025

Roundtrip

|

Business

from
US $ 722*
Viewed: 1 day ago

Mexico City (MEX)to

Chicago (ORD)
01/03/2025 - 04/03/2025

Roundtrip

|

Business

from
US $ 1,004*
Viewed: 10 hours ago

Puerto Vallarta (PVR)to

Chicago (ORD)
23/02/2025 - 26/02/2025

Roundtrip

|

Business

from
US $ 1,499*
Viewed: 9 hours ago

Cabo San Lucas (SJD)to

Chicago (ORD)
18/02/2025 - 21/02/2025

Roundtrip

|

Business

from
US $ 2,881*
Viewed: 1 day ago

Monterrey (MTY)to

Chicago (ORD)
01/03/2025 - 03/03/2025

Roundtrip

|

Business

from
US $ 991*
Viewed: 1 hour ago

Tulum (TQO)to

Chicago (ORD)
01/02/2025 - 04/02/2025

Roundtrip

|

Business

from
US $ 1,342*
Viewed: 7 hours ago

Guadalajara (GDL)to

Chicago (ORD)
07/02/2025 - 14/02/2025

Roundtrip

|

Business

from
US $ 868*
Viewed: 52 minutes ago

Queretaro (QRO)to

Chicago (ORD)
17/02/2025 - 07/03/2025

Roundtrip

|

Business

from
US $ 1,916*
Viewed: 4 hours ago

San Luis Potosi (SLP)to

Chicago (ORD)
25/02/2025 - 15/06/2025

Roundtrip

|

Business

from
US $ 803*
Viewed: 3 hours ago

Mérida (MID)to

Chicago (ORD)
26/02/2025 - 10/03/2025

Roundtrip

|

Business

from
US $ 1,262*
Viewed: 6 hours ago

*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.

Find your vacation package to Chicago with United Packages.

Find more flights to Chicago (ORD) with United

US $
Select travel class
Find more flights to Chicago (ORD) with United
From
To
Fare Type
Dates
Price
FromCancun (CUN)ToChicago (ORD)Roundtrip
|
Economy
02/05/2025 - 07/05/2025

from

US $ 331*

Viewed: 7 hours ago

FromMexico City (MEX)ToChicago (ORD)Roundtrip
|
Economy
11/03/2025 - 25/03/2025

from

US $ 297*

Viewed: 13 hours ago

FromCabo San Lucas (SJD)ToChicago (ORD)Roundtrip
|
Economy
01/05/2025 - 05/05/2025

from

US $ 520*

Viewed: 12 hours ago

FromPuerto Vallarta (PVR)ToChicago (ORD)Roundtrip
|
Economy
06/03/2025 - 10/03/2025

from

US $ 555*

Viewed: 13 hours ago

FromMonterrey (MTY)ToChicago (ORD)Roundtrip
|
Economy
04/04/2025 - 08/04/2025

from

US $ 237*

Viewed: 12 hours ago

FromTulum (TQO)ToChicago (ORD)Roundtrip
|
Economy
06/03/2025 - 09/03/2025

from

US $ 315*

Viewed: 1 day ago

FromGuadalajara (GDL)ToChicago (ORD)Roundtrip
|
Economy
25/03/2025 - 08/04/2025

from

US $ 328*

Viewed: 14 hours ago

FromQueretaro (QRO)ToChicago (ORD)Roundtrip
|
Economy
04/03/2025 - 18/03/2025

from

US $ 439*

Viewed: 12 hours ago

FromSan Luis Potosi (SLP)ToChicago (ORD)Roundtrip
|
Economy
04/03/2025 - 11/03/2025

from

US $ 473*

Viewed: 11 hours ago

FromLeon (BJX)ToChicago (ORD)Roundtrip
|
Economy
04/04/2025 - 06/04/2025

from

US $ 516*

Viewed: 10 hours ago

FromAguascalientes (AGU)ToChicago (ORD)Roundtrip
|
Economy
06/03/2025 - 13/03/2025

from

US $ 517*

Viewed: 7 hours ago

FromIxtapa-Zihuatanejo (ZIH)ToChicago (ORD)Roundtrip
|
Economy
19/03/2025 - 23/03/2025

from

US $ 579*

Viewed: 10 hours ago

FromOaxaca (OAX)ToChicago (ORD)Roundtrip
|
Economy
01/05/2025 - 05/05/2025

from

US $ 509*

Viewed: 3 hours ago

FromVeracruz (VER)ToChicago (ORD)Roundtrip
|
Economy
30/04/2025 - 04/05/2025

from

US $ 508*

Viewed: 1 day ago

FromCozumel (CZM)ToChicago (ORD)Roundtrip
|
Economy
16/04/2025 - 23/04/2025

from

US $ 503*

Viewed: 15 hours ago

FromAcapulco (ACA)ToChicago (ORD)Roundtrip
|
Economy
22/03/2025 - 05/04/2025

from

US $ 625*

Viewed: 16 hours ago

FromMérida (MID)ToChicago (ORD)Roundtrip
|
Economy
01/05/2025 - 05/05/2025

from

US $ 499*

Viewed: 13 hours ago

FromMorelia (MLM)ToChicago (ORD)Roundtrip
|
Economy
16/04/2025 - 30/04/2025

from

US $ 529*

Viewed: 13 hours ago

FromManzanillo (ZLO)ToChicago (ORD)Roundtrip
|
Economy
12/03/2025 - 26/03/2025

from

US $ 553*

Viewed: 10 hours ago

*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.

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