For a quick departure, use the "L" train to avoid Chicago traffic when heading to ORD.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $338 (United Airlines) |
One-way from | $170 (United Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $398 |
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
Mon 11/24
1:55 pm-10:56 pm
1 stop12h 01m
Anchorage
Mon 12/1
9:07 pm-6:09 am
Nonstop6h 02m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Wed 11/19
7:20 am-10:49 pm
2 stops18h 29m
Anchorage
Thu 11/20
6:00 am-5:18 pm
1 stop8h 18m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Tue 12/16
5:51 pm-12:51 am
1 stop10h 00m
Anchorage
Wed 12/24
1:04 am-5:12 pm
1 stop13h 08m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sat 11/15
5:42 pm-12:56 am
1 stop10h 14m
Anchorage
Thu 11/20
6:00 am-5:18 pm
1 stop8h 18m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sat 11/15
10:00 am-4:35 pm
1 stop9h 35m
Anchorage
Tue 11/18
10:00 am-9:40 pm
1 stop8h 40m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Mon 11/17
5:42 pm-12:56 am
1 stop10h 14m
Anchorage
Tue 11/25
6:00 am-5:18 pm
1 stop8h 18m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 1/15
8:00 am-9:51 pm
1 stop16h 51m
Anchorage
Mon 1/19
12:15 pm-11:55 pm
1 stop8h 40m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sun 12/14
2:14 pm-10:42 pm
1 stop11h 28m
Anchorage
Mon 12/29
8:15 pm-3:13 pm
1 stop15h 58m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Mon 11/17
6:13 pm-1:57 am
1 stop10h 44m
Anchorage
Sat 11/22
12:30 am-1:34 pm
1 stop10h 04m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Wed 1/14
7:30 am-2:05 pm
1 stop9h 35m
Anchorage
Sun 1/18
5:55 am-11:53 pm
1 stop14h 58m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
Booking 48 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to Anchorage. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Anchorage (average of $168). Flying from Chicago O'Hare Intl Airport to Anchorage in July is currently the most expensive (average of $444). 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.
One of the essential ways to save on airfare from Chicago O'Hare Intl Airport to Anchorage is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 25% on airfare.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Anchorage 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.
Crew
Food
Overall
Boarding
Entertainment
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
Crew
Food
Overall
Boarding
Entertainment
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
Crew
Food
Overall
Boarding
Entertainment
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
Crew
Food
Overall
Boarding
Entertainment
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
Crew
Food
Overall
Boarding
Entertainment
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
Crew
Food
Overall
Boarding
Entertainment
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$198 | Average$489 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$227 | Average$526 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$318 | Average$589 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$594 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$372 | Average$555 | FlexibilityNo cancel fee | On-time75% |