Book Cheap Flights from Chicago with Alaska Airlines
Find round-trip flight deals from Chicago.*

Chicago (ORD)to
Seattle (SEA)
Chicago (ORD)to
Portland (PDX)
Chicago (ORD)to
Anchorage (ANC)
Chicago (ORD)to
San Diego (SAN)
Chicago (ORD)to
San Francisco (SFO)
Chicago (ORD)to
Honolulu (HNL)
Chicago (ORD)to
Maui (OGG)
Chicago (ORD)to
Fairbanks (FAI)
Chicago (ORD)to
Vancouver (YVR)
Chicago (ORD)to
Spokane (GEG)
Chicago (ORD)to
Los Angeles (LAX)
Chicago (ORD)to
Boise (BOI)*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.
One-way flight deals from Chicago.*
From | To | Fare Type | Dates | Price | |
---|---|---|---|---|---|
Chicago (ORD) | San Diego (SAN) | One-way | Saver | Depart: Oct 14, 2025 | From $70 Seen: 8 hours ago | |
Chicago (ORD) | San Diego (SAN) | One-way | Saver | Depart: Nov 1, 2025 | From $70 Seen: 16 hours ago | |
Chicago (ORD) | San Diego (SAN) | One-way | Saver | Depart: Dec 3, 2025 | From $70 Seen: 14 hours ago | |
Chicago (ORD) | San Diego (SAN) | One-way | Saver | Depart: Oct 18, 2025 | From $70 Seen: 10 hours ago | |
Chicago (ORD) | San Diego (SAN) | One-way | Saver | Depart: Oct 8, 2025 | From $70 Seen: 10 minutes ago | |
Chicago (ORD) | Seattle (SEA) | One-way | Saver | Depart: Nov 24, 2025 | From $90 Seen: 5 hours ago | |
Chicago (ORD) | Seattle (SEA) | One-way | Saver | Depart: Oct 31, 2025 | From $90 Seen: 5 hours ago | |
Chicago (ORD) | Portland (PDX) | One-way | Saver | Depart: Oct 31, 2025 | From $90 Seen: 5 hours ago | |
Chicago (ORD) | Seattle (SEA) | One-way | Saver | Depart: Dec 10, 2025 | From $95 Seen: 5 hours ago | |
Chicago (ORD) | Seattle (SEA) | One-way | Saver | Depart: Jan 10, 2026 | From $95 Seen: 5 hours ago | |
Chicago (ORD) | Seattle (SEA) | One-way | Saver | Depart: Jan 6, 2026 | From $95 Seen: 5 hours ago | |
Chicago (ORD) | Seattle (SEA) | One-way | Saver | Depart: Jan 7, 2026 | From $95 Seen: 5 hours ago | |
Chicago (ORD) | San Diego (SAN) | One-way | Saver | Depart: Oct 11, 2025 | From $96 Seen: 10 hours ago | |
Chicago (ORD) | Spokane (GEG) | One-way | Saver | Depart: Sep 30, 2025 | From $97 Seen: 5 hours ago | |
Chicago (ORD) | Spokane (GEG) | One-way | Saver | Depart: Oct 4, 2025 | From $97 Seen: 5 hours ago | |
Chicago (ORD) | Spokane (GEG) | One-way | Saver | Depart: Oct 25, 2025 | From $97 Seen: 5 hours ago | |
Chicago (ORD) | Spokane (GEG) | One-way | Saver | Depart: Jan 10, 2026 | From $97 Seen: 5 hours ago | |
Chicago (ORD) | Spokane (GEG) | One-way | Saver | Depart: Jan 14, 2026 | From $97 Seen: 5 hours ago | |
Chicago (ORD) | Spokane (GEG) | One-way | Saver | Depart: Jan 20, 2026 | From $97 Seen: 5 hours ago | |
Chicago (ORD) | San Francisco (SFO) | One-way | Saver | Depart: Nov 18, 2025 | From $102 Seen: 5 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.
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