Travelers have found it’s best to book a flight 45 days in advance to save up to 62% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 45 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Alaska 1-2 weeks in advance for as low as $322, or $640 for flights within the next 24 hours.
Our data shows that April tends to be the cheapest month to fly to Alaska from Chicago. Users have commonly found prices around $454 for the month, but tickets can be as low as $158. Due to multiple factors, prepare for potentially higher prices in July.
When flying from Chicago to Alaska, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$359 - $510
Route
Depart
Return
Price
Chicago O'Hare IntlAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Wed 4/17
Nonstop6h 40m
Anchorage
Wed 4/24
Nonstop6h 25m
Chicago O'Hare IntlAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Tue 4/23
Nonstop6h 40m
Anchorage
Fri 4/26
1 stop13h 40m
Chicago O'Hare IntlAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Wed 4/17
1 stop9h 26m
Anchorage
Tue 4/23
1 stop8h 54m
Chicago O'Hare IntlAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sat 5/4
Nonstop6h 40m
Anchorage
Sat 5/11
1 stop19h 08m
Chicago O'Hare IntlAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Wed 5/1
Nonstop6h 29m
Anchorage
Tue 5/21
Nonstop6h 17m
Chicago MidwayAnchorage
MDW - ANC
MDWANC
Chicago Midway
Wed 4/17
1 stop11h 12m
Anchorage
Wed 4/24
2 stops14h 20m
Chicago O'Hare IntlAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Fri 5/17
1 stop17h 41m
Anchorage
Sat 5/25
1 stop28h 18m
Chicago O'Hare IntlAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sun 6/9
1 stop18h 58m
Anchorage
Wed 6/19
Nonstop6h 10m
Chicago O'Hare IntlAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sun 8/25
Nonstop6h 33m
Anchorage
Sat 8/31
1 stop22h 14m
Overall
Boarding
Crew
Food
Entertainment
Comfort
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Overall
Boarding
Crew
Food
Entertainment
Comfort
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Overall
Boarding
Crew
Food
Entertainment
Comfort
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Overall
Boarding
Crew
Food
Entertainment
Comfort
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Overall
Boarding
Crew
Food
Entertainment
Comfort
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Overall
Boarding
Crew
Food
Entertainment
Comfort
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
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