Menu

Cheap flights from Alaska (AK) to Chicago (CHI)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

Cheap flights from Alaska to Chicago in September 2019

The best prices found for Alaska to ORD flights for September
24 Sep - 6 Oct
$523pp
FAI
Fairbanks
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
   
2 STOPS
FAI
Fairbanks
27 Sep - 30 Sep
$727pp
ANC
Anchorage
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
   
2 STOPS
ANC
Anchorage
28 Sep - 13 Oct
$801pp
ANC
Anchorage
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
ANC
Anchorage

Alaska to Chicago 2019 flight deals

Cheap flights to Chicago from Alaska found for this year
2 Nov - 6 Nov
$357pp
ANC
Anchorage
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
ANC
Anchorage
15 Oct - 18 Oct
$368pp
ANC
Anchorage
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
ANC
Anchorage
30 Oct - 3 Nov
$369pp
ANC
Anchorage
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
ANC
Anchorage

Non-stop flights to Chicago from Alaska

Save time with Alaska to Chicago direct flight deals
12 Oct - 19 Oct
$356pp
ANC
Anchorage
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
ANC
Anchorage
15 Oct - 18 Oct
$368pp
ANC
Anchorage
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
ANC
Anchorage

Last minute flights from Alaska to Chicago

Late deals on round-trip flights to Chicago from Alaska, departing today and this week
14 Sep - 21 Sep
$959pp
ANC
Anchorage
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
ANC
Anchorage
14 Sep - 21 Sep
$1108pp
ANC
Anchorage
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
   
2 STOPS
ANC
Anchorage
20 Sep - 22 Sep
$1150pp
ANC
Anchorage
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
ANC
Anchorage

Destination information for Chicago

Things to know before you go. Useful info for your trip from Alaska to Chicago
Flight duration
6h 31m
Average temperature for September in Chicago
25.0 °C
Avg rainfall for September in Chicago
60.0 mm

Airports servicing

Buckland (BKC)
Barrow (BRW)
Barter Island (BTI)
Bettles (BTT)
Cold Bay (CDB)

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Related info for your journey

Useful info, stats and facts about Alaska to Chicago flights.
Flight FAQs
From Alaska to Chicago
What are the most popular airlines that fly from Alaska to Chicago?
Consider American Airlines, Alaska Airlines or Delta when booking your flight. These represent the most popular airlines when flying from Alaska to Chicago.
What are the most popular routes from Alaska to Chicago?
The most popular flight routes from Alaska to Chicago are Anchorage - Chicago O'Hare Intl, Sitka - Chicago O'Hare Intl and Fairbanks - Chicago O'Hare Intl.
What are the cheapest Flights from Alaska to Chicago?
While on average a flight from Alaska to Chicago is generally $474, our data shows the cheapest flight currently is $60. When looking at the most popular route, (Anchorage - Chicago O'Hare Intl), you can expect to pay $356 for that flight.
What are the most reliable airlines from Alaska to Chicago?
No one likes to see their flight delayed. When booking a flight from Alaska to Chicago consider choosing Alaska Airlines (97%), Asiana Airlines (88%) or Cathay Pacific (56%) as they are the most reliable in getting you off to your destination on time.
Related searches
Flights to Chicago from Alaska