United flights to Chicago from US *
United's most popular flights to Chicago (ORD)
Mexico City (MEX)to
Chicago (ORD)Cancun (CUN)to
Chicago (ORD)Monterrey (MTY)to
Chicago (ORD)Cabo San Lucas (SJD)to
Chicago (ORD)Puerto Vallarta (PVR)to
Chicago (ORD)Tulum (TQO)to
Chicago (ORD)Queretaro (QRO)to
Chicago (ORD)San Luis Potosi (SLP)to
Chicago (ORD)Mérida (MID)to
Chicago (ORD)Guadalajara (GDL)to
Chicago (ORD)Veracruz (VER)to
Chicago (ORD)Leon (BJX)to
Chicago (ORD)Cozumel (CZM)to
Chicago (ORD)Aguascalientes (AGU)to
Chicago (ORD)Morelia (MLM)to
Chicago (ORD)Ixtapa-Zihuatanejo (ZIH)to
Chicago (ORD)Manzanillo (ZLO)to
Chicago (ORD)Acapulco (ACA)to
Chicago (ORD)*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)
Mexico City (MEX)to
Roundtrip
Business
Cancun (CUN)to
Roundtrip
Business
Monterrey (MTY)to
Roundtrip
Business
Cabo San Lucas (SJD)to
Roundtrip
Business
Puerto Vallarta (PVR)to
Roundtrip
Business
Queretaro (QRO)to
Roundtrip
Business
San Luis Potosi (SLP)to
Roundtrip
Business
Mérida (MID)to
Roundtrip
Business
Leon (BJX)to
Roundtrip
Business
*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
From | To | Fare Type | Dates | Price |
---|---|---|---|---|
FromMexico City (MEX) | ToChicago (ORD) | Roundtrip | Economy | 01/02/2025 - 15/02/2025 | from US $ 287* Viewed: 9 hours ago |
FromCancun (CUN) | ToChicago (ORD) | Roundtrip | Economy | 28/12/2024 - 07/01/2025 | from US $ 254* Viewed: 13 hours ago |
FromMonterrey (MTY) | ToChicago (ORD) | Roundtrip | Economy | 19/02/2025 - 23/02/2025 | from US $ 228* Viewed: 9 hours ago |
FromCabo San Lucas (SJD) | ToChicago (ORD) | Roundtrip | Economy | 19/02/2025 - 23/02/2025 | from US $ 488* Viewed: 7 hours ago |
FromPuerto Vallarta (PVR) | ToChicago (ORD) | Roundtrip | Economy | 19/02/2025 - 23/02/2025 | from US $ 538* Viewed: 8 hours ago |
FromTulum (TQO) | ToChicago (ORD) | Roundtrip | Economy | 25/12/2024 - 01/01/2025 | from US $ 270* Viewed: 1 day ago |
FromQueretaro (QRO) | ToChicago (ORD) | Roundtrip | Economy | 16/01/2025 - 23/01/2025 | from US $ 515* Viewed: 8 hours ago |
FromSan Luis Potosi (SLP) | ToChicago (ORD) | Roundtrip | Economy | 21/01/2025 - 28/01/2025 | from US $ 534* Viewed: 7 hours ago |
FromMérida (MID) | ToChicago (ORD) | Roundtrip | Economy | 15/01/2025 - 29/01/2025 | from US $ 490* Viewed: 9 hours ago |
FromGuadalajara (GDL) | ToChicago (ORD) | Roundtrip | Economy | 03/02/2025 - 07/03/2025 | from US $ 491* Viewed: 8 hours ago |
FromVeracruz (VER) | ToChicago (ORD) | Roundtrip | Economy | 18/02/2025 - 25/02/2025 | from US $ 471* Viewed: 1 day ago |
FromLeon (BJX) | ToChicago (ORD) | Roundtrip | Economy | 04/02/2025 - 11/02/2025 | from US $ 525* Viewed: 12 hours ago |
FromCozumel (CZM) | ToChicago (ORD) | Roundtrip | Economy | 19/02/2025 - 05/03/2025 | from US $ 515* Viewed: 11 hours ago |
FromAguascalientes (AGU) | ToChicago (ORD) | Roundtrip | Economy | 14/01/2025 - 21/01/2025 | from US $ 517* Viewed: 3 hours ago |
FromMorelia (MLM) | ToChicago (ORD) | Roundtrip | Economy | 12/02/2025 - 26/02/2025 | from US $ 498* Viewed: 9 hours ago |
FromIxtapa-Zihuatanejo (ZIH) | ToChicago (ORD) | Roundtrip | Economy | 19/02/2025 - 26/02/2025 | from US $ 582* Viewed: 6 hours ago |
FromManzanillo (ZLO) | ToChicago (ORD) | Roundtrip | Economy | 28/12/2024 - 11/01/2025 | from US $ 668* Viewed: 6 hours ago |
FromAcapulco (ACA) | ToChicago (ORD) | Roundtrip | Economy | 18/01/2025 - 01/02/2025 | from US $ 614* Viewed: 13 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.