United flights to Chicago from $ 127*
United's most popular flights to Chicago (ORD)
San Francisco (SFO)to
Chicago (ORD)New York/Newark (EWR)to
Chicago (ORD)Fort Myers (RSW)to
Chicago (ORD)Houston (IAH)to
Chicago (ORD)Los Angeles (LAX)to
Chicago (ORD)Denver (DEN)to
Chicago (ORD)Phoenix (PHX)to
Chicago (ORD)Boston (BOS)to
Chicago (ORD)New York/Newark (LGA)to
Chicago (ORD)Orlando (MCO)to
Chicago (ORD)San Diego (SAN)to
Chicago (ORD)Fort Lauderdale (FLL)to
Chicago (ORD)Tampa (TPA)to
Chicago (ORD)Washington, D.C. (IAD)to
Chicago (ORD)Washington, D.C. (DCA)to
Chicago (ORD)Las Vegas (LAS)to
Chicago (ORD)Atlanta (ATL)to
Chicago (ORD)Orange County (SNA)to
Chicago (ORD)Philadelphia (PHL)to
Chicago (ORD)Miami (MIA)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.
Members who purchase a travel package from United Packages and provide a valid MileagePlus account number at the time of booking are eligible to earn miles. For full terms and conditions, visit packages.united.com.
Business class deals on flights to Chicago (ORD)
San Francisco (SFO)to
Roundtrip
Business
New York/Newark (EWR)to
Roundtrip
Business
Fort Myers (RSW)to
Roundtrip
Business
Houston (IAH)to
Roundtrip
Business
Los Angeles (LAX)to
Roundtrip
Business
Denver (DEN)to
Roundtrip
Business
Orlando (MCO)to
Roundtrip
Business
Las Vegas (LAS)to
Roundtrip
Business
Phoenix (PHX)to
Roundtrip
Business
Fort Lauderdale (FLL)to
Roundtrip
Business
Boston (BOS)to
Roundtrip
Business
New York/Newark (LGA)to
Roundtrip
Business
San Diego (SAN)to
Roundtrip
Business
Tampa (TPA)to
Roundtrip
Business
Washington, D.C. (IAD)to
Roundtrip
Business
Washington, D.C. (DCA)to
Roundtrip
Business
Atlanta (ATL)to
Roundtrip
Business
Orange County (SNA)to
Roundtrip
Business
Miami (MIA)to
Roundtrip
Business
Philadelphia (PHL)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 |
|---|---|---|---|---|
| FromSan Francisco (SFO) | ToChicago (ORD) | Roundtrip | Economy | 02/26/25 - 03/05/25 | from $ 197* Viewed: 1 day ago |
| FromNew York/Newark (EWR) | ToChicago (ORD) | Roundtrip | Economy | 04/23/25 - 04/30/25 | from $ 139* Viewed: 1 day ago |
| FromFort Myers (RSW) | ToChicago (ORD) | Roundtrip | Economy | 02/28/25 - 03/04/25 | from $ 168* Viewed: 1 day ago |
| FromHouston (IAH) | ToChicago (ORD) | Roundtrip | Economy | 04/09/25 - 04/15/25 | from $ 141* Viewed: 33 minutes ago |
| FromDenver (DEN) | ToChicago (ORD) | Roundtrip | Economy | 02/26/25 - 03/05/25 | from $ 139* Viewed: 16 hours ago |
| FromLos Angeles (LAX) | ToChicago (ORD) | Roundtrip | Economy | 02/25/25 - 03/01/25 | from $ 179* Viewed: 1 day ago |
| FromPhoenix (PHX) | ToChicago (ORD) | Roundtrip | Economy | 03/01/25 - 03/04/25 | from $ 177* Viewed: 1 day ago |
| FromBoston (BOS) | ToChicago (ORD) | Roundtrip | Economy | 02/28/25 - 02/28/25 | from $ 157* Viewed: 20 hours ago |
| FromNew York/Newark (LGA) | ToChicago (ORD) | Roundtrip | Economy | 03/06/25 - 03/09/25 | from $ 147* Viewed: 8 hours ago |
| FromOrlando (MCO) | ToChicago (ORD) | Roundtrip | Economy | 02/26/25 - 03/05/25 | from $ 157* Viewed: 1 day ago |
| FromSan Diego (SAN) | ToChicago (ORD) | Roundtrip | Economy | 02/25/25 - 03/04/25 | from $ 341* Viewed: 1 day ago |
| FromFort Lauderdale (FLL) | ToChicago (ORD) | Roundtrip | Economy | 02/25/25 - 03/04/25 | from $ 171* Viewed: 4 hours ago |
| FromTampa (TPA) | ToChicago (ORD) | Roundtrip | Economy | 03/01/25 - 03/05/25 | from $ 157* Viewed: 1 day ago |
| FromWashington, D.C. (IAD) | ToChicago (ORD) | Roundtrip | Economy | 02/25/25 - 03/04/25 | from $ 177* Viewed: 1 day ago |
| FromWashington, D.C. (DCA) | ToChicago (ORD) | Roundtrip | Economy | 03/31/25 - 04/03/25 | from $ 177* Viewed: 8 hours ago |
| FromLas Vegas (LAS) | ToChicago (ORD) | Roundtrip | Economy | 03/01/25 - 03/04/25 | from $ 139* Viewed: 1 day ago |
| FromAtlanta (ATL) | ToChicago (ORD) | Roundtrip | Economy | 03/01/25 - 03/06/25 | from $ 157* Viewed: 1 day ago |
| FromOrange County (SNA) | ToChicago (ORD) | Roundtrip | Economy | 04/15/25 - 04/22/25 | from $ 237* Viewed: 1 day ago |
| FromPhiladelphia (PHL) | ToChicago (ORD) | Roundtrip | Economy | 04/01/25 - 04/08/25 | from $ 177* Viewed: 1 day ago |
| FromMiami (MIA) | ToChicago (ORD) | Roundtrip | Economy | 02/25/25 - 03/04/25 | from $ 157* Viewed: 1 day 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.
