Lowest Priced Flights to Chicago on Alaska Airlines starting at $77*
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 Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: Dec 17, 2025 | From $77 Seen: 1 hour ago | |
| San Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: Dec 25, 2025 | From $77 Seen: 16 hours ago | |
| San Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: Jan 20, 2026 | From $77 Seen: 12 hours ago | |
| San Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: Feb 17, 2026 | From $77 Seen: 12 hours ago | |
| San Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: Dec 16, 2025 | From $77 Seen: 5 hours ago | |
| San Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: Dec 24, 2025 | From $77 Seen: 16 hours ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Feb 20, 2026 | From $89 Seen: 17 hours ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Feb 26, 2026 | From $89 Seen: 17 hours ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Mar 2, 2026 | From $89 Seen: 17 hours ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Mar 5, 2026 | From $89 Seen: 17 hours ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Mar 9, 2026 | From $89 Seen: 17 hours ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: Mar 10, 2026 | From $89 Seen: 17 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: Dec 24, 2025 | From $95 Seen: 17 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: Dec 26, 2025 | From $95 Seen: 17 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: Dec 31, 2025 | From $95 Seen: 17 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: Jan 7, 2026 | From $95 Seen: 17 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: Jan 11, 2026 | From $95 Seen: 17 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: Jan 14, 2026 | From $95 Seen: 17 hours ago | |
| Spokane (GEG) | Chicago (ORD) | One-way | Saver | Depart: Feb 11, 2026 | From $107 Seen: 17 hours ago | |
| Spokane (GEG) | Chicago (ORD) | One-way | Saver | Depart: Feb 18, 2026 | From $107 Seen: 17 hours 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)