Lowest Priced Flights to Chicago on Alaska Airlines starting at $86*
Most popular flights to Chicago on Alaska Airlines.*
Seattle (SEA)to
Chicago (ORD)Seattle (SEA)to
Chicago (ORD)Seattle (SEA)to
Chicago (ORD)Seattle (SEA)to
Chicago (ORD)Seattle (SEA)to
Chicago (ORD)Portland (PDX)to
Chicago (ORD)Portland (PDX)to
Chicago (ORD)Portland (PDX)to
Chicago (ORD)Portland (PDX)to
Chicago (ORD)Portland (PDX)to
Chicago (ORD)San Diego (SAN)to
Chicago (ORD)San Diego (SAN)to
Chicago (ORD)San Diego (SAN)to
Chicago (ORD)San Diego (SAN)to
Chicago (ORD)San Diego (SAN)to
Chicago (ORD)Anchorage (ANC)to
Chicago (ORD)Anchorage (ANC)to
Chicago (ORD)Anchorage (ANC)to
Chicago (ORD)Anchorage (ANC)to
Chicago (ORD)Anchorage (ANC)to
Chicago (ORD)*Displayed prices have been available within the past 24 hours and may not be available at the time of booking. Fares listed may be Saver fares, which is our most restrictive fare option and subject to additional restrictions. For roundtrip journeys, the price displayed—available within the past 24 hours—is the aggregate of the lowest available fare each way. Additional baggage charges and fees for optional products and services may apply. Other terms and conditions may apply.
Top offers for Chicago one-way flights.*
From | To | Fare Type | Dates | Price | |
|---|---|---|---|---|---|
| San Jose (SJC) | Chicago (ORD) | One-way | Saver | Depart: May 7, 2026 | From $86 Seen: 4 hours ago | |
| Sacramento (SMF) | Chicago (ORD) | One-way | Saver | Depart: Apr 18, 2026 | From $86 Seen: 12 hours ago | |
| San Jose (SJC) | Chicago (ORD) | One-way | Saver | Depart: Apr 20, 2026 | From $96 Seen: 14 hours ago | |
| San Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: Apr 21, 2026 | From $99 Seen: 4 hours ago | |
| San Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: Apr 22, 2026 | From $99 Seen: 7 hours ago | |
| San Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: Apr 25, 2026 | From $99 Seen: 8 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: Jun 10, 2026 | From $105 Seen: 52 minutes ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: May 29, 2026 | From $105 Seen: 52 minutes ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: Jun 1, 2026 | From $105 Seen: 52 minutes ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: Apr 20, 2026 | From $105 Seen: 52 minutes ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: Apr 22, 2026 | From $105 Seen: 52 minutes ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: Apr 30, 2026 | From $105 Seen: 52 minutes ago | |
| San Jose (SJC) | Chicago (ORD) | One-way | Saver | Depart: Jun 3, 2026 | From $113 Seen: 7 hours ago | |
| San Jose (SJC) | Chicago (ORD) | One-way | Saver | Depart: Sep 30, 2026 | From $115 Seen: 6 hours ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Apr 17, 2026 | From $119 Seen: 1 hour ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Apr 20, 2026 | From $119 Seen: 1 hour ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Apr 22, 2026 | From $119 Seen: 1 hour ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Apr 24, 2026 | From $119 Seen: 1 hour ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Apr 28, 2026 | From $119 Seen: 1 hour ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Apr 29, 2026 | From $119 Seen: 1 hour ago |
*Displayed prices have been available within the past 24 hours and may not be available at the time of booking. Fares listed may be Saver fares, which is our most restrictive fare option and subject to additional restrictions. For roundtrip journeys, the price displayed—available within the past 24 hours—is the aggregate of the lowest available fare each way. Additional baggage charges and fees for optional products and services may apply. Other terms and conditions may apply.
Plan a trip to Chicago
Along the shores of Lake Michigan sits Chicago, a city famous for deep dish pizzas, Oprah, and a huge round metal sculpture called "The Bean" that reflects the Chicago skyline. Chicago was incorporated in 1837 and grew to become the third largest US city. In 1871, the Great Fire destroyed a large section of town; in gutsy Chicago fashion, the city responded by building the first skyscraper in 1884. Glide along the Chicago River on an architecture boat cruise and discover which city buildings are topped with gold. Watch an aardvark nose around for food or see a white cheeked gibbon swing through the trees at the admission-free Lincoln Park Zoo. Come face to face with larger-than-life images of Chicago residents at the interactive Crown Fountain in Millennium Park.
View airport information for Chicago (ORD)