Lowest Priced Flights to Chicago on Alaska Airlines starting at $26*
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DPA Name: DPA QA Test - Details / example to Los Angeles/LAX
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$
Seattle (SEA)to
Los Angeles (LAX)Depart: Jun 2, 2026
From
$129
Seen: 7 hours ago
One-way
Economy
San Francisco (SFO)to
Los Angeles (LAX)Depart: Jul 7, 2026
From
$59
Seen: 6 hours ago
One-way
Economy
Portland (PDX)to
Los Angeles (LAX)Depart: Jun 10, 2026
From
$135
Seen: 8 hours ago
One-way
Economy
Honolulu (HNL)to
Los Angeles (LAX)Depart: Aug 19, 2026
From
$163
Seen: 2 hours ago
One-way
Economy
Newark (EWR)to
Los Angeles (LAX)Depart: Jun 2, 2026
From
$154
Seen: 2 hours ago
One-way
Economy
Anchorage (ANC)to
Los Angeles (LAX)Depart: Jun 24, 2026
From
$186
Seen: 8 hours ago
One-way
Economy
Washington, D.C. (DCA)to
Los Angeles (LAX)Depart: Jun 5, 2026
From
$169
Seen: 2 hours ago
One-way
Economy
Guatemala City (GUA)to
Los Angeles (LAX)Depart: Sep 16, 2026
From
$215
Seen: 6 hours ago
One-way
Economy
Spokane (GEG)to
Los Angeles (LAX)Depart: Sep 6, 2026
From
$83
Seen: 10 hours ago
One-way
Economy
Boise (BOI)to
Los Angeles (LAX)Depart: May 22, 2026
From
$229
Seen: 4 hours ago
One-way
Economy
Fly one-way to Chicago for less.*
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$
Seattle (SEA)to
Chicago (ORD)Depart: May 25, 2026
From
$178
Seen: 9 hours ago
One-way
Economy
Portland (PDX)to
Chicago (ORD)Depart: May 29, 2026
From
$153
Seen: 8 hours ago
One-way
Economy
San Diego (SAN)to
Chicago (ORD)Depart: Jun 6, 2026
From
$129
Seen: 7 hours ago
One-way
Economy
Anchorage (ANC)to
Chicago (ORD)Depart: Jun 2, 2026
From
$219
Seen: 6 hours ago
One-way
Economy
Honolulu (HNL)to
Chicago (ORD)Depart: May 11, 2026
From
$342
Seen: 5 hours ago
One-way
Economy
San Jose (SJC)to
Chicago (ORD)Depart: May 25, 2026
From
$255
Seen: 5 hours ago
One-way
Economy
Santa Ana (SNA)to
Chicago (ORD)Depart: May 27, 2026
From
$156
Seen: 15 hours ago
One-way
Economy
Oakland (OAK)to
Chicago (ORD)Depart: Jun 5, 2026
From
$302
Seen: 16 hours ago
One-way
Economy
Sacramento (SMF)to
Chicago (ORD)Depart: May 26, 2026
From
$204
Seen: 5 hours ago
One-way
Economy
Fresno (FAT)to
Chicago (ORD)Depart: May 31, 2026
From
$73
Seen: 11 hours ago
One-way
Economy
*Prices have been available for one-way trips within the last 48 hours and may not be currently available. Fares listed may be Saver fares which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for optional products and services may apply. Other terms and conditions may apply.
Top offers for Chicago one-way flights.*
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$
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Seattle (SEA) | Chicago (ORD) | One-way | Economy | Depart: Sep 20, 2026 | From $178 Seen: 8 hours ago |
| Portland (PDX) | Chicago (ORD) | One-way | Economy | Depart: Sep 22, 2026 | From $26 Seen: 7 hours ago |
| San Diego (SAN) | Chicago (ORD) | One-way | Economy | Depart: Jun 9, 2026 | From $124 Seen: 16 hours ago |
| Anchorage (ANC) | Chicago (ORD) | One-way | Economy | Depart: Aug 19, 2026 | From $219 Seen: 16 hours ago |
| Honolulu (HNL) | Chicago (ORD) | One-way | Economy | Depart: Jul 15, 2026 | From $404 Seen: 10 hours ago |
| Los Angeles (LAX) | Chicago (ORD) | One-way | Economy | Depart: Mar 22, 2027 | From $219 Seen: 1 hour ago |
| San Jose (SJC) | Chicago (ORD) | One-way | Economy | Depart: Aug 10, 2026 | From $199 Seen: 2 hours ago |
| Santa Ana (SNA) | Chicago (ORD) | One-way | Economy | Depart: Mar 31, 2027 | From $160 Seen: 13 hours ago |
| Fairbanks (FAI) | Chicago (ORD) | One-way | Economy | Depart: Jan 9, 2027 | From $288 Seen: 10 hours ago |
| Oakland (OAK) | Chicago (ORD) | One-way | Economy | Depart: Jun 15, 2026 | From $178 Seen: 11 hours ago |
| Spokane (GEG) | Chicago (ORD) | One-way | Economy | Depart: Sep 26, 2026 | From $158 Seen: 11 hours ago |
| Maui (OGG) | Chicago (ORD) | One-way | Economy | Depart: Dec 20, 2026 | From $490 Seen: 12 hours ago |
| Sacramento (SMF) | Chicago (ORD) | One-way | Economy | Depart: Jul 21, 2026 | From $169 Seen: 9 hours ago |
| Burbank (BUR) | Chicago (ORD) | One-way | Economy | Depart: Aug 1, 2026 | From $169 Seen: 6 hours ago |
| Fresno (FAT) | Chicago (ORD) | One-way | Economy | Depart: Jul 1, 2026 | From $209 Seen: 10 hours ago |
| Santa Rosa (STS) | Chicago (ORD) | One-way | Economy | Depart: Jul 15, 2026 | From $212 Seen: 4 hours ago |
| Pasco (PSC) | Chicago (ORD) | One-way | Economy | Depart: Jul 28, 2026 | From $212 Seen: 13 hours ago |
| San Luis Obispo (SBP) | Chicago (ORD) | One-way | Economy | Depart: Nov 20, 2026 | From $376 Seen: 3 hours ago |
*Prices have been available for one-way trips within the last 48 hours and may not be currently available. Fares listed may be Saver fares which is our most restrictive fare option and subject to additional restrictions. 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)
Top Chicago routes with Alaska Airlines
DPA Name: DPA QA Test - Details / example to Los Angeles/LAX
flight_takeoff
flight_land
$
Seattle (SEA)to
Los Angeles (LAX)Depart: Jun 2, 2026
From
$129
Seen: 7 hours ago
One-way
Economy
San Francisco (SFO)to
Los Angeles (LAX)Depart: Jul 7, 2026
From
$59
Seen: 6 hours ago
One-way
Economy
Portland (PDX)to
Los Angeles (LAX)Depart: Jun 10, 2026
From
$135
Seen: 8 hours ago
One-way
Economy
Honolulu (HNL)to
Los Angeles (LAX)Depart: Aug 19, 2026
From
$163
Seen: 2 hours ago
One-way
Economy
Newark (EWR)to
Los Angeles (LAX)Depart: Jun 2, 2026
From
$154
Seen: 2 hours ago
One-way
Economy
Anchorage (ANC)to
Los Angeles (LAX)Depart: Jun 24, 2026
From
$186
Seen: 8 hours ago
One-way
Economy
Washington, D.C. (DCA)to
Los Angeles (LAX)Depart: Jun 5, 2026
From
$169
Seen: 2 hours ago
One-way
Economy
Guatemala City (GUA)to
Los Angeles (LAX)Depart: Sep 16, 2026
From
$215
Seen: 6 hours ago
One-way
Economy
Spokane (GEG)to
Los Angeles (LAX)Depart: Sep 6, 2026
From
$83
Seen: 10 hours ago
One-way
Economy
Boise (BOI)to
Los Angeles (LAX)Depart: May 22, 2026
From
$229
Seen: 4 hours ago
One-way
Economy