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 | $337 (Kiwi.com) |
One-way from | $178 (Cheapflightsfares) |
Popular in | December |
Cheapest in | November |
Average price | $357 |
Good round-trip deal | $398 or less |
Good one-way deal | $237 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 4/9
7:00 am-6:20 pm
1 stop14h 20m
Anchorage
Mon 4/13
12:00 pm-11:58 pm
1 stop8h 58m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Fri 12/26
10:05 am-6:49 pm
1 stop11h 44m
Anchorage
Tue 1/6
9:15 pm-8:40 am
1 stop8h 25m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sat 12/13
8:00 am-12:51 am
1 stop19h 51m
Anchorage
Thu 3/12
7:00 am-11:56 pm
1 stop13h 56m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Sat 12/13
11:22 am-7:32 pm
1 stop11h 10m
Anchorage
Mon 3/9
1:30 am-11:44 pm
1 stop19h 14m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Fri 2/13
6:12 am-6:58 pm
1 stop15h 46m
Anchorage
Mon 2/16
5:45 am-11:55 pm
1 stop15h 10m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 12/25
8:00 am-5:03 pm
1 stop12h 03m
Anchorage
Mon 12/29
1:59 am-11:59 pm
1 stop19h 00m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Thu 12/25
12:30 pm-6:49 pm
1 stop9h 19m
Anchorage
Tue 12/30
8:15 pm-9:36 am
1 stop10h 21m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Mon 12/29
6:35 am-6:49 pm
1 stop15h 14m
Anchorage
Tue 1/6
5:55 am-11:53 pm
1 stop14h 58m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Wed 12/17
11:00 am-12:57 am
1 stop16h 57m
Anchorage
Mon 3/9
1:30 am-11:44 pm
1 stop19h 14m
ChicagoAnchorage
ORD - ANC
ORDANC
Chicago O'Hare Intl
Tue 12/30
6:35 am-6:49 pm
1 stop15h 14m
Anchorage
Sat 1/3
6:00 am-9:34 pm
1 stop12h 34m
| 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, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Anchorage (average of $198). Flying from Chicago O'Hare Intl Airport to Anchorage in July is currently the most expensive (average of $449). 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.
Comfort
Entertainment
Crew
Overall
Food
Boarding
Reviews
Anonymous,Sep 2025
BOS - HNL
Comfort
Entertainment
Crew
Overall
Food
Boarding
Reviews
Anonymous,Sep 2025
BOS - HNL
Comfort
Entertainment
Crew
Overall
Food
Boarding
Reviews
Anonymous,Sep 2025
BOS - HNL
Comfort
Entertainment
Crew
Overall
Food
Boarding
Reviews
Anonymous,Sep 2025
BOS - HNL
Comfort
Entertainment
Crew
Overall
Food
Boarding
Reviews
Anonymous,Sep 2025
BOS - HNL
Comfort
Entertainment
Crew
Overall
Food
Boarding
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$585 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$596 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$370 | Average$555 | FlexibilityNo cancel fee | On-time75% |