
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $338 (KAYAK) |
One-way from | $180 (Delta) |
Popular in | December |
Cheapest in | April |
Average price | $452 |
Good round-trip deal | $396 or less |
Good one-way deal | $257 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Tue 4/7
7:00 am-2:14 pm
1 stop10h 14m
Anchorage
Mon 4/13
1:15 am-2:21 pm
1 stop10h 06m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Mon 2/16
7:30 am-8:30 pm
1 stop16h 00m
Anchorage
Fri 2/20
9:55 pm-8:47 am
1 stop7h 52m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sat 12/20
6:35 am-6:49 pm
1 stop15h 14m
Anchorage
Wed 12/24
9:15 pm-11:50 am
1 stop11h 35m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Fri 2/13
2:05 pm-8:45 pm
1 stop9h 40m
Anchorage
Sun 2/15
1:15 am-1:04 pm
1 stop8h 49m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Mon 12/22
5:30 am-6:57 pm
1 stop16h 27m
Anchorage
Thu 12/25
1:15 am-1:20 pm
1 stop9h 05m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 2/19
2:00 pm-12:12 am
1 stop13h 12m
Anchorage
Sat 2/21
5:00 pm-5:04 am
1 stop9h 04m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 1/15
6:12 am-6:58 pm
1 stop15h 46m
Anchorage
Mon 1/19
9:15 pm-8:40 am
1 stop8h 25m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Wed 12/3
5:40 pm-1:54 am
1 stop11h 14m
Anchorage
Sat 12/6
12:30 am-1:33 pm
1 stop10h 03m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 11/27
1:00 pm-6:46 pm
1 stop8h 46m
Anchorage
Thu 12/4
5:55 am-5:15 pm
1 stop8h 20m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Wed 12/3
5:40 pm-1:54 am
1 stop11h 14m
Anchorage
Sat 12/13
5:55 am-5:18 pm
1 stop8h 23m
Currently, November is the cheapest month in which you can book a flight from Chicago to Alaska (average of $168). Flying from Chicago to Alaska in July is currently the most expensive (average of $445). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 19% on flights from Chicago to Alaska by exploring options for tickets at noon.
Travelers seeking maximum savings on their Chicago to Alaska flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Anonymous,Sep 2025
BOS - HNL
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Anonymous,Sep 2025
BOS - HNL
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Anonymous,Sep 2025
BOS - HNL
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Anonymous,Sep 2025
BOS - HNL
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Anonymous,Sep 2025
BOS - HNL
Boarding
Food
Comfort
Overall
Crew
Entertainment
Reviews
Anonymous,Sep 2025
BOS - HNL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$198 | Average$556 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$227 | Average$526 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$318 | Average$727 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$665 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$372 | Average$690 | FlexibilityNo cancel fee | On-time75% |