Alaska Airlines Flights from Oakland to Chicago
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1 Passenger
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Lowest fares from Oakland to Chicago
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One-way low-fare flights Oakland to Chicago.*
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From | To | Fare Type | Dates | Price | |
|---|---|---|---|---|---|
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Feb 14, 2026 | From $118 Seen: 22 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Feb 18, 2026 | From $124 Seen: 22 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Jan 20, 2026 | From $124 Seen: 22 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Feb 21, 2026 | From $137 Seen: 22 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Feb 25, 2026 | From $137 Seen: 22 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Feb 28, 2026 | From $137 Seen: 22 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Mar 4, 2026 | From $137 Seen: 22 hours ago | |
| Oakland (OAK) | Chicago (ORD) | One-way | Saver | Depart: Jan 27, 2026 | From $137 Seen: 22 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.