Lowest Priced Flights to Chicago on Alaska Airlines starting at $84*
Most popular flights to Chicago on Alaska Airlines.*
Seattle (SEA)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)Portland (PDX)to
Chicago (ORD)Portland (PDX)to
Chicago (ORD)Anchorage (ANC)to
Chicago (ORD)Anchorage (ANC)to
Chicago (ORD)Anchorage (ANC)to
Chicago (ORD)Anchorage (ANC)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)Los Angeles (LAX)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 | |
|---|---|---|---|---|---|
| Los Angeles (LAX) | Chicago (ORD) | One-way | Saver | Depart: Jun 25, 2026 | From $84 Seen: 2 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: May 24, 2026 | From $95 Seen: 17 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: May 28, 2026 | From $95 Seen: 17 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: May 18, 2026 | From $95 Seen: 17 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: May 31, 2026 | From $95 Seen: 17 hours ago | |
| Dallas (DFW) | Chicago (ORD) | One-way | Saver | Depart: May 20, 2026 | From $95 Seen: 17 hours ago | |
| San Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: Jun 2, 2026 | From $119 Seen: 46 minutes ago | |
| San Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: May 26, 2026 | From $119 Seen: 9 hours ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: May 19, 2026 | From $128 Seen: 17 hours ago | |
| Seattle (SEA) | Chicago (ORD) | One-way | Saver | Depart: May 20, 2026 | From $128 Seen: 17 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Aug 11, 2026 | From $129 Seen: 17 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Aug 18, 2026 | From $129 Seen: 17 hours ago | |
| San Diego (SAN) | Chicago (ORD) | One-way | Saver | Depart: Jun 9, 2026 | From $129 Seen: 6 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Jun 2, 2026 | From $134 Seen: 17 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Jun 30, 2026 | From $134 Seen: 17 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: May 27, 2026 | From $134 Seen: 17 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Jun 23, 2026 | From $134 Seen: 17 hours ago | |
| San Luis Obispo (SBP) | Chicago (ORD) | One-way | Saver | Depart: Sep 22, 2026 | From $138 Seen: 17 hours ago | |
| San Luis Obispo (SBP) | Chicago (ORD) | One-way | Saver | Depart: Jun 6, 2026 | From $138 Seen: 17 hours ago | |
| San Luis Obispo (SBP) | Chicago (ORD) | One-way | Saver | Depart: May 30, 2026 | From $138 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)