Lowest Priced Flights to Chicago on Alaska Airlines starting at $86*
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 25, 2026
From
$79
Seen: 6 hours ago
One-way
Economy
Portland (PDX)to
Los Angeles (LAX)Depart: Apr 14, 2026
From
$89
Seen: 6 hours ago
One-way
Economy
San Francisco (SFO)to
Los Angeles (LAX)Depart: Apr 7, 2026
From
$59
Seen: 6 hours ago
One-way
Economy
Honolulu (HNL)to
Los Angeles (LAX)Depart: May 14, 2026
From
$119
Seen: 6 hours ago
One-way
Economy
Newark (EWR)to
Los Angeles (LAX)Depart: Apr 18, 2026
From
$119
Seen: 6 hours ago
One-way
Economy
Anchorage (ANC)to
Los Angeles (LAX)Depart: Apr 20, 2026
From
$148
Seen: 6 hours ago
One-way
Economy
Washington, D.C. (DCA)to
Los Angeles (LAX)Depart: Aug 18, 2026
From
$139
Seen: 6 hours ago
One-way
Economy
Santa Rosa (STS)to
Los Angeles (LAX)Depart: Apr 23, 2026
From
$79
Seen: 6 hours ago
One-way
Economy
Spokane (GEG)to
Los Angeles (LAX)Depart: Apr 21, 2026
From
$89
Seen: 6 hours ago
One-way
Economy
Everett (PAE)to
Los Angeles (LAX)Depart: May 6, 2026
From
$79
Seen: 6 hours ago
One-way
Economy
Fly one-way to Chicago for less.*
flight_takeoff
flight_land
$
Seattle (SEA)to
Chicago (ORD)Depart: Mar 31, 2026
From
$109
Seen: 6 hours ago
One-way
Economy
Portland (PDX)to
Chicago (ORD)Depart: Mar 31, 2026
From
$144
Seen: 6 hours ago
One-way
Economy
San Diego (SAN)to
Chicago (ORD)Depart: Mar 31, 2026
From
$169
Seen: 15 hours ago
One-way
Economy
Anchorage (ANC)to
Chicago (ORD)Depart: Mar 31, 2026
From
$188
Seen: 6 hours ago
One-way
Economy
San Jose (SJC)to
Chicago (ORD)Depart: Mar 30, 2026
From
$208
Seen: 5 hours ago
One-way
Economy
Honolulu (HNL)to
Chicago (ORD)Depart: Mar 11, 2026
From
$299
Seen: 6 hours ago
One-way
Economy
Spokane (GEG)to
Chicago (ORD)Depart: Mar 23, 2026
From
$170
Seen: 6 hours ago
One-way
Economy
Los Angeles (LAX)to
Chicago (ORD)Depart: Mar 23, 2026
From
$219
Seen: 6 hours ago
One-way
Economy
Sacramento (SMF)to
Chicago (ORD)Depart: Mar 22, 2026
From
$316
Seen: 16 hours ago
One-way
Economy
Redmond (RDM)to
Chicago (ORD)Depart: Mar 27, 2026
From
$257
Seen: 17 hours ago
One-way
Economy
Santa Ana (SNA)to
Chicago (ORD)Depart: Mar 15, 2026
From
$299
Seen: 14 hours ago
One-way
Economy
Boise (BOI)to
Chicago (ORD)Depart: Mar 31, 2026
From
$125
Seen: 6 hours ago
One-way
Economy
Maui (OGG)to
Chicago (ORD)Depart: Mar 29, 2026
From
$309
Seen: 6 hours ago
One-way
Economy
Fairbanks (FAI)to
Chicago (ORD)Depart: Apr 6, 2026
From
$281
Seen: 6 hours ago
One-way
Economy
Fresno (FAT)to
Chicago (ORD)Depart: Mar 19, 2026
From
$250
Seen: 17 hours ago
One-way
Economy
Eugene (EUG)to
Chicago (ORD)Depart: Mar 13, 2026
From
$240
Seen: 37 minutes ago
One-way
Economy
Oakland (OAK)to
Chicago (ORD)Depart: Mar 31, 2026
From
$217
Seen: 6 hours ago
One-way
Economy
San Luis Obispo (SBP)to
Chicago (ORD)Depart: Mar 30, 2026
From
$165
Seen: 6 hours ago
One-way
Economy
Burbank (BUR)to
Chicago (ORD)Depart: Mar 18, 2026
From
$185
Seen: 13 hours ago
One-way
Economy
Dallas (DFW)to
Chicago (ORD)Depart: Mar 19, 2026
From
$95
Seen: 6 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: Apr 21, 2026 | From $109 Seen: 6 hours ago |
| Portland (PDX) | Chicago (ORD) | One-way | Economy | Depart: May 12, 2026 | From $126 Seen: 6 hours ago |
| San Diego (SAN) | Chicago (ORD) | One-way | Economy | Depart: Apr 22, 2026 | From $99 Seen: 2 hours ago |
| Anchorage (ANC) | Chicago (ORD) | One-way | Economy | Depart: May 19, 2026 | From $178 Seen: 6 hours ago |
| San Jose (SJC) | Chicago (ORD) | One-way | Economy | Depart: Jun 3, 2026 | From $86 Seen: 9 hours ago |
| Honolulu (HNL) | Chicago (ORD) | One-way | Economy | Depart: May 12, 2026 | From $181 Seen: 6 hours ago |
| Spokane (GEG) | Chicago (ORD) | One-way | Economy | Depart: Jul 4, 2026 | From $128 Seen: 6 hours ago |
| Los Angeles (LAX) | Chicago (ORD) | One-way | Economy | Depart: Apr 28, 2026 | From $119 Seen: 6 hours ago |
| Sacramento (SMF) | Chicago (ORD) | One-way | Economy | Depart: May 4, 2026 | From $86 Seen: 10 hours ago |
| Santa Ana (SNA) | Chicago (ORD) | One-way | Economy | Depart: Jul 3, 2026 | From $294 Seen: 9 hours ago |
| Boise (BOI) | Chicago (ORD) | One-way | Economy | Depart: Apr 18, 2026 | From $125 Seen: 6 hours ago |
| Maui (OGG) | Chicago (ORD) | One-way | Economy | Depart: May 5, 2026 | From $211 Seen: 6 hours ago |
| Fairbanks (FAI) | Chicago (ORD) | One-way | Economy | Depart: May 13, 2026 | From $179 Seen: 6 hours ago |
| Oakland (OAK) | Chicago (ORD) | One-way | Economy | Depart: Apr 29, 2026 | From $133 Seen: 6 hours ago |
| San Luis Obispo (SBP) | Chicago (ORD) | One-way | Economy | Depart: Apr 14, 2026 | From $133 Seen: 6 hours ago |
| Phoenix (PHX) | Chicago (ORD) | One-way | Economy | Depart: May 3, 2026 | From $178 Seen: 15 hours ago |
| Pasco (PSC) | Chicago (ORD) | One-way | Economy | Depart: Apr 24, 2026 | From $217 Seen: 15 hours ago |
| Burbank (BUR) | Chicago (ORD) | One-way | Economy | Depart: Apr 25, 2026 | From $129 Seen: 13 hours ago |
| Santa Rosa (STS) | Chicago (ORD) | One-way | Economy | Depart: Jun 3, 2026 | From $201 Seen: 15 hours ago |
| Kona (KOA) | Chicago (ORD) | One-way | Economy | Depart: May 13, 2026 | From $845 Seen: 7 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 25, 2026
From
$79
Seen: 6 hours ago
One-way
Economy
Portland (PDX)to
Los Angeles (LAX)Depart: Apr 14, 2026
From
$89
Seen: 6 hours ago
One-way
Economy
San Francisco (SFO)to
Los Angeles (LAX)Depart: Apr 7, 2026
From
$59
Seen: 6 hours ago
One-way
Economy
Honolulu (HNL)to
Los Angeles (LAX)Depart: May 14, 2026
From
$119
Seen: 6 hours ago
One-way
Economy
Newark (EWR)to
Los Angeles (LAX)Depart: Apr 18, 2026
From
$119
Seen: 6 hours ago
One-way
Economy
Anchorage (ANC)to
Los Angeles (LAX)Depart: Apr 20, 2026
From
$148
Seen: 6 hours ago
One-way
Economy
Washington, D.C. (DCA)to
Los Angeles (LAX)Depart: Aug 18, 2026
From
$139
Seen: 6 hours ago
One-way
Economy
Santa Rosa (STS)to
Los Angeles (LAX)Depart: Apr 23, 2026
From
$79
Seen: 6 hours ago
One-way
Economy
Spokane (GEG)to
Los Angeles (LAX)Depart: Apr 21, 2026
From
$89
Seen: 6 hours ago
One-way
Economy
Everett (PAE)to
Los Angeles (LAX)Depart: May 6, 2026
From
$79
Seen: 6 hours ago
One-way
Economy