Book Cheap Flights from Chicago with Alaska Airlines
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Find round-trip flight deals from Chicago.*
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Chicago (ORD)to
Seattle (SEA)Oct 16, 2026 - Oct 19, 2026
From
$197
Seen: 12 hours ago
Round-trip
Saver
Chicago (ORD)to
San Diego (SAN)Dec 19, 2026 - Dec 31, 2026
From
$277
Seen: 2 hours ago
Round-trip
Saver
Chicago (ORD)to
Portland (PDX)Nov 20, 2026 - Nov 26, 2026
From
$415
Seen: 13 hours ago
Round-trip
Saver
Chicago (ORD)to
Anchorage (ANC)Oct 25, 2026 - Oct 31, 2026
From
$440
Seen: 11 hours ago
Round-trip
Saver
Chicago (ORD)to
Honolulu (HNL)Jan 5, 2027 - Jan 15, 2027
From
$487
Seen: 4 hours ago
Round-trip
Saver
Chicago (ORD)to
Maui (OGG)Jan 1, 2027 - Jan 16, 2027
From
$579
Seen: 4 hours ago
Round-trip
Saver
Chicago (ORD)to
Los Angeles (LAX)Oct 10, 2026 - Oct 17, 2026
From
$237
Seen: 1 hour ago
Round-trip
Saver
Chicago (ORD)to
Las Vegas (LAS)Sep 11, 2026 - Sep 14, 2026
From
$469
Seen: 6 hours ago
Round-trip
Saver
Chicago (ORD)to
Vancouver (YVR)Oct 27, 2026 - Oct 31, 2026
From
$457
Seen: 8 hours ago
Round-trip
Saver
Chicago (ORD)to
Kona (KOA)Nov 14, 2026 - Nov 25, 2026
From
$542
Seen: 14 hours ago
Round-trip
Saver
Chicago (ORD)to
Fairbanks (FAI)Oct 3, 2026 - Oct 11, 2026
From
$541
Seen: 5 hours ago
Round-trip
Saver
Chicago (ORD)to
Spokane (GEG)Sep 17, 2026 - Sep 30, 2026
From
$536
Seen: 9 hours ago
Round-trip
Saver
*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.