Lowest Priced Flights to Chicago on Alaska Airlines starting at $26*
expand_more
1 Passenger
expand_moretoday
today
DPA Name: DPA QA Test - Details / example to Los Angeles/LAX
flight_takeoff
flight_land
$
Seattle (SEA)to
Los Angeles (LAX)Depart: Apr 5, 2026
From
$82
Seen: 2 hours ago
One-way
Economy
San Francisco (SFO)to
Los Angeles (LAX)Depart: Feb 24, 2026
From
$59
Seen: 12 hours ago
One-way
Economy
Portland (PDX)to
Los Angeles (LAX)Depart: Mar 24, 2026
From
$89
Seen: 5 hours ago
One-way
Economy
Honolulu (HNL)to
Los Angeles (LAX)Depart: Apr 28, 2026
From
$119
Seen: 3 hours ago
One-way
Economy
Newark (EWR)to
Los Angeles (LAX)Depart: Feb 4, 2026
From
$104
Seen: 13 hours ago
One-way
Economy
Washington, D.C. (DCA)to
Los Angeles (LAX)Depart: Sep 10, 2026
From
$31
Seen: 11 hours ago
One-way
Economy
Everett (PAE)to
Los Angeles (LAX)Depart: Feb 21, 2026
From
$89
Seen: 16 hours ago
One-way
Economy
Spokane (GEG)to
Los Angeles (LAX)Depart: Mar 7, 2026
From
$89
Seen: 14 hours ago
One-way
Economy
Anchorage (ANC)to
Los Angeles (LAX)Depart: Apr 1, 2026
From
$158
Seen: 14 hours ago
One-way
Economy
Boise (BOI)to
Los Angeles (LAX)Depart: Mar 18, 2026
From
$89
Seen: 12 hours ago
One-way
Economy
Fly one-way to Chicago for less.*
flight_takeoff
flight_land
$
Seattle (SEA)to
Chicago (ORD)Depart: Feb 6, 2026
From
$89
Seen: 10 hours ago
One-way
Economy
Portland (PDX)to
Chicago (ORD)Depart: Feb 10, 2026
From
$99
Seen: 14 hours ago
One-way
Economy
San Diego (SAN)to
Chicago (ORD)Depart: Feb 14, 2026
From
$79
Seen: 14 hours ago
One-way
Economy
Anchorage (ANC)to
Chicago (ORD)Depart: Feb 4, 2026
From
$179
Seen: 1 hour ago
One-way
Economy
Spokane (GEG)to
Chicago (ORD)Depart: Feb 4, 2026
From
$119
Seen: 7 hours ago
One-way
Economy
Santa Ana (SNA)to
Chicago (ORD)Depart: Jan 21, 2026
From
$183
Seen: 10 hours ago
One-way
Economy
Los Angeles (LAX)to
Chicago (ORD)Depart: Feb 12, 2026
From
$201
Seen: 13 hours ago
One-way
Economy
Honolulu (HNL)to
Chicago (ORD)Depart: Feb 13, 2026
From
$212
Seen: 1 hour ago
One-way
Economy
Boise (BOI)to
Chicago (ORD)Depart: Feb 14, 2026
From
$115
Seen: 17 hours ago
One-way
Economy
Fairbanks (FAI)to
Chicago (ORD)Depart: Feb 5, 2026
From
$221
Seen: 8 hours ago
One-way
Economy
San Jose (SJC)to
Chicago (ORD)Depart: Feb 4, 2026
From
$119
Seen: 14 hours ago
One-way
Economy
Redmond (RDM)to
Chicago (ORD)Depart: Jan 19, 2026
From
$524
Seen: 15 hours ago
One-way
Economy
Sacramento (SMF)to
Chicago (ORD)Depart: Feb 4, 2026
From
$119
Seen: 10 hours ago
One-way
Economy
Maui (OGG)to
Chicago (ORD)Depart: Feb 12, 2026
From
$202
Seen: 7 hours ago
One-way
Economy
Eugene (EUG)to
Chicago (ORD)Depart: Feb 7, 2026
From
$124
Seen: 13 hours ago
One-way
Economy
Phoenix (PHX)to
Chicago (ORD)Depart: Feb 2, 2026
From
$31
Seen: 11 hours ago
One-way
Economy
Oakland (OAK)to
Chicago (ORD)Depart: Feb 1, 2026
From
$194
Seen: 11 hours ago
One-way
Economy
San Luis Obispo (SBP)to
Chicago (ORD)Depart: Feb 9, 2026
From
$152
Seen: 7 hours ago
One-way
Economy
Burbank (BUR)to
Chicago (ORD)Depart: Jan 18, 2026
From
$210
Seen: 2 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.*
flight_takeoff
flight_land
$
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Seattle (SEA) | Chicago (ORD) | One-way | Economy | Depart: Feb 24, 2026 | From $89 Seen: 7 hours ago |
| Portland (PDX) | Chicago (ORD) | One-way | Economy | Depart: Feb 15, 2026 | From $26 Seen: 9 hours ago |
| San Diego (SAN) | Chicago (ORD) | One-way | Economy | Depart: Mar 9, 2026 | From $35 Seen: 6 hours ago |
| Anchorage (ANC) | Chicago (ORD) | One-way | Economy | Depart: Aug 5, 2026 | From $169 Seen: 11 hours ago |
| Santa Ana (SNA) | Chicago (ORD) | One-way | Economy | Depart: Mar 13, 2026 | From $145 Seen: 12 hours ago |
| Los Angeles (LAX) | Chicago (ORD) | One-way | Economy | Depart: Apr 27, 2026 | From $178 Seen: 9 hours ago |
| Honolulu (HNL) | Chicago (ORD) | One-way | Economy | Depart: May 7, 2026 | From $211 Seen: 10 hours ago |
| Boise (BOI) | Chicago (ORD) | One-way | Economy | Depart: Mar 5, 2026 | From $115 Seen: 15 hours ago |
| Fairbanks (FAI) | Chicago (ORD) | One-way | Economy | Depart: Sep 10, 2026 | From $255 Seen: 5 hours ago |
| San Jose (SJC) | Chicago (ORD) | One-way | Economy | Depart: Mar 3, 2026 | From $119 Seen: 13 hours ago |
| Redmond (RDM) | Chicago (ORD) | One-way | Economy | Depart: May 8, 2026 | From $133 Seen: 15 hours ago |
| Sacramento (SMF) | Chicago (ORD) | One-way | Economy | Depart: Feb 20, 2026 | From $152 Seen: 5 hours ago |
| Maui (OGG) | Chicago (ORD) | One-way | Economy | Depart: Feb 18, 2026 | From $202 Seen: 12 hours ago |
| Eugene (EUG) | Chicago (ORD) | One-way | Economy | Depart: Mar 10, 2026 | From $124 Seen: 7 hours ago |
| Phoenix (PHX) | Chicago (ORD) | One-way | Economy | Depart: Feb 26, 2026 | From $114 Seen: 1 hour ago |
| Oakland (OAK) | Chicago (ORD) | One-way | Economy | Depart: Mar 18, 2026 | From $119 Seen: 2 hours ago |
| Burbank (BUR) | Chicago (ORD) | One-way | Economy | Depart: Mar 11, 2026 | From $119 Seen: 5 hours ago |
| Fresno (FAT) | Chicago (ORD) | One-way | Economy | Depart: Mar 13, 2026 | From $145 Seen: 12 hours ago |
| Houston (IAH) | Chicago (ORD) | One-way | Economy | Depart: May 6, 2026 | From $237 Seen: 15 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: Apr 5, 2026
From
$82
Seen: 2 hours ago
One-way
Economy
San Francisco (SFO)to
Los Angeles (LAX)Depart: Feb 24, 2026
From
$59
Seen: 12 hours ago
One-way
Economy
Portland (PDX)to
Los Angeles (LAX)Depart: Mar 24, 2026
From
$89
Seen: 5 hours ago
One-way
Economy
Honolulu (HNL)to
Los Angeles (LAX)Depart: Apr 28, 2026
From
$119
Seen: 3 hours ago
One-way
Economy
Newark (EWR)to
Los Angeles (LAX)Depart: Feb 4, 2026
From
$104
Seen: 13 hours ago
One-way
Economy
Washington, D.C. (DCA)to
Los Angeles (LAX)Depart: Sep 10, 2026
From
$31
Seen: 11 hours ago
One-way
Economy
Everett (PAE)to
Los Angeles (LAX)Depart: Feb 21, 2026
From
$89
Seen: 16 hours ago
One-way
Economy
Spokane (GEG)to
Los Angeles (LAX)Depart: Mar 7, 2026
From
$89
Seen: 14 hours ago
One-way
Economy
Anchorage (ANC)to
Los Angeles (LAX)Depart: Apr 1, 2026
From
$158
Seen: 14 hours ago
One-way
Economy
Boise (BOI)to
Los Angeles (LAX)Depart: Mar 18, 2026
From
$89
Seen: 12 hours ago
One-way
Economy