
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $396 (United Airlines) |
One-way from | $210 (Delta) |
Popular in | July |
Cheapest in | October |
Average price | $565 |
Good round-trip deal | $444 or less |
Good one-way deal | $268 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 9/10
8:55 am-5:14 pm
2 stops11h 19m
Anchorage
Thu 9/17
1:32 am-6:19 pm
2 stops13h 47m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 8/20
8:28 am-8:12 pm
2 stops14h 44m
Anchorage
Fri 8/28
6:15 am-9:30 pm
2 stops12h 15m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Wed 8/12
2:00 pm-11:55 pm
2 stops12h 55m
Anchorage
Wed 8/19
1:32 am-6:19 pm
2 stops13h 47m
ChicagoAnchorage
MDW - ANC
MDWANC
Chicago Midway
Fri 10/9
9:30 am-9:03 pm
2 stops14h 33m
Anchorage
Mon 10/12
5:15 pm-8:49 am
2 stops12h 34m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Fri 8/21
2:00 pm-11:55 pm
2 stops12h 55m
Anchorage
Sun 8/30
10:10 pm-4:17 pm
2 stops15h 07m
ChicagoAnchorage
MDW - ANC
MDWANC
Chicago Midway
Thu 10/8
1:00 pm-1:45 am
2 stops15h 45m
Anchorage
Sun 10/11
5:15 pm-8:45 am
2 stops12h 30m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sat 8/8
11:22 am-9:20 pm
1 stop12h 58m
Anchorage
Fri 8/21
1:32 am-11:29 pm
1 stop18h 57m
ChicagoKetchikan
ORD - KTN
ORDKTN
Chicago O'Hare Intl
Tue 8/25
6:45 am-7:33 pm
1 stop15h 48m
Ketchikan
Thu 9/3
11:53 am-10:07 pm
1 stop7h 14m
ChicagoAnchorage
MDW - ANC
MDWANC
Chicago Midway
Wed 8/12
1:25 pm-12:59 am
2 stops14h 34m
Anchorage
Wed 8/19
12:39 am-6:01 pm
2 stops14h 22m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sat 7/4
1:00 pm-8:07 pm
1 stop10h 07m
Anchorage
Tue 7/14
6:00 am-11:38 pm
1 stop14h 38m
Currently, September is the cheapest month in which you can book a flight from Chicago to Alaska (average of $68). Flying from Chicago to Alaska in February is currently the most expensive (average of $352). 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 at noon, when flights are generally more expensive, you can save up to 40% on flights from Chicago to Alaska by exploring options for tickets in the evening.
The most flights from CHI to USAK are scheduled on a Tuesday (11 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (6 on average).
The price you pay for your flight from Chicago to Alaska may vary depending on when you book. For the best chance of a lower fare, look to book 86 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Entertainment
Crew
Boarding
Food
Comfort
Overall
Reviews
Anonymous,Jun 2026
SEA - RNO
Entertainment
Crew
Boarding
Food
Comfort
Overall
Reviews
Anonymous,Jun 2026
SEA - RNO
Entertainment
Crew
Boarding
Food
Comfort
Overall
Reviews
Anonymous,Jun 2026
SEA - RNO
Entertainment
Crew
Boarding
Food
Comfort
Overall
Reviews
Anonymous,Jun 2026
SEA - RNO
Entertainment
Crew
Boarding
Food
Comfort
Overall
Reviews
Anonymous,Jun 2026
SEA - RNO
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$160 | Average$387 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$209 | Average$473 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$318 | Average$663 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$543 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$337 | Average$592 | FlexibilityNo cancel fee | On-time75% |