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)
Dec 10, 2025 - Dec 24, 2025
From
$184
Seen: 5 hours ago
Round-trip
Saver

Chicago (ORD)to

Portland (PDX)
Oct 31, 2025 - Nov 1, 2025
From
$203
Seen: 5 hours ago
Round-trip
Saver

Chicago (ORD)to

Anchorage (ANC)
Oct 18, 2025 - Oct 25, 2025
From
$318
Seen: 5 hours ago
Round-trip
Saver

Chicago (ORD)to

San Diego (SAN)
Dec 3, 2025 - Dec 6, 2025
From
$140
Seen: 13 hours ago
Round-trip
Saver

Chicago (ORD)to

San Francisco (SFO)
Oct 28, 2025 - Nov 4, 2025
From
$210
Seen: 5 hours ago
Round-trip
Saver

Chicago (ORD)to

Honolulu (HNL)
Dec 9, 2025 - Dec 10, 2025
From
$460
Seen: 5 hours ago
Round-trip
Saver

Chicago (ORD)to

Maui (OGG)
Oct 28, 2025 - Nov 4, 2025
From
$367
Seen: 5 hours ago
Round-trip
Saver

Chicago (ORD)to

Fairbanks (FAI)
Oct 7, 2025 - Oct 14, 2025
From
$468
Seen: 5 hours ago
Round-trip
Saver

Chicago (ORD)to

Vancouver (YVR)
Sep 27, 2025 - Sep 30, 2025
From
$271
Seen: 5 hours ago
Round-trip
Saver

Chicago (ORD)to

Spokane (GEG)
Oct 8, 2025 - Oct 22, 2025
From
$194
Seen: 5 hours ago
Round-trip
Saver

Chicago (ORD)to

Los Angeles (LAX)
Dec 3, 2025 - Dec 10, 2025
From
$216
Seen: 5 hours ago
Round-trip
Saver

Chicago (ORD)to

Boise (BOI)
Sep 17, 2025 - Sep 20, 2025
From
$214
Seen: 5 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.

One-way flight deals from Chicago.*

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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.