To save on the cost of your flight from Alaska to Chicago, book at least 44 days before your planned departure. Booking around this time can save you about 73% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $290 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $290.
Due to multiple factors, expect to potentially pay more when booking in May. For low rates, October can be a great choice for travel to Chicago. Flights to Chicago from Alaska in October are about $502 on average during October, but can be found for as low as $167.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Alaska to Chicago as you normally would.
Fly from
Fly to
Budget
$315 - $498
Route
Depart
Return
Price
AnchorageChicago O'Hare Intl
ANC - ORD
ANCORD
Anchorage
Thu 5/23
Nonstop6h 35m
Chicago O'Hare Intl
Wed 5/29
Nonstop6h 27m
AnchorageChicago O'Hare Intl
ANC - ORD
ANCORD
Anchorage
Thu 5/23
Nonstop6h 36m
Chicago O'Hare Intl
Sun 6/2
Nonstop6h 27m
AnchorageChicago O'Hare Intl
ANC - ORD
ANCORD
Anchorage
Tue 7/9
1 stop16h 11m
Chicago O'Hare Intl
Mon 7/15
1 stop18h 18m
AnchorageChicago O'Hare Intl
ANC - ORD
ANCORD
Anchorage
Tue 7/9
1 stop16h 11m
Chicago O'Hare Intl
Thu 7/11
1 stop19h 22m
AnchorageChicago O'Hare Intl
ANC - ORD
ANCORD
Anchorage
Wed 7/10
Nonstop6h 07m
Chicago O'Hare Intl
Mon 7/15
1 stop18h 18m
SitkaChicago O'Hare Intl
SIT - ORD
SITORD
Sitka
Tue 7/2
1 stop7h 20m
Chicago O'Hare Intl
Tue 7/9
1 stop8h 16m
AnchorageChicago O'Hare Intl
ANC - ORD
ANCORD
Anchorage
Thu 5/23
Nonstop6h 35m
Chicago O'Hare Intl
Sun 6/2
1 stop17h 41m
AnchorageChicago O'Hare Intl
ANC - ORD
ANCORD
Anchorage
Thu 8/29
Nonstop6h 10m
Chicago O'Hare Intl
Mon 9/2
Nonstop6h 33m
AnchorageChicago O'Hare Intl
ANC - ORD
ANCORD
Anchorage
Thu 9/19
Nonstop6h 09m
Chicago O'Hare Intl
Mon 9/23
Nonstop6h 45m
No data available for this route at this time. Please check back soon.
Entertainment
Overall
Boarding
Crew
Food
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Overall
Boarding
Crew
Food
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Overall
Boarding
Crew
Food
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Overall
Boarding
Crew
Food
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Overall
Boarding
Crew
Food
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Overall
Boarding
Crew
Food
Comfort
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
0%of flight departures | Early morningMidnight to 6 am |
---|---|
0%of flight departures | Morning6 am to noon |
0%of flight departures | AfternoonNoon to 6 pm |
100%of flight departures | Evening6 pm to midnight |
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