Round-trip flight from Chicago
CHI to ANC
Wyndham Garden Anchorage Airport
Anchorage, 4411 Spenard Rd
6.1881 Reviews2.5-Star Hotel
6% Package Savings
$948/person
$2,024 $1,896 total
Incl. Flight + Hotel
Flight Deals from Chicago to Anchorage from $476
Bundle + Save
Top flight deals from leading airlines:
+100s more
+100s moreIncredible Deals
Save up to 50% on select flights with Priceline
Bundle & Save
Save an average of $240 per person when bundling your flight and hotel together with Priceline
Best Price Guarantee
If a VIP member finds a better price elsewhere, we’ll refund up to 200% of the difference
Help 24/7
We’re always here for you — reach us 24 hours a day, 7 days a week
Good to Know
Essential information to help you plan your flight from Chicago to Anchorage.
Cheapest Flight Round-trip
$499
Lowest round-trip price available on Priceline for this route right now.
This fare recently dropped from $555.
Nonstop · economyCheapest Flight One-way
$476
Lowest one-way price found on Priceline for this route in the last 16 days. Found 10 days ago.
The typical one-way fare on this route is $664.
Outbound · Nov 1
6:00 amORDChicago O Hare Airport
7:09 pmANCTed Stevens Anchorage International Airport
16h 9m · 1 stop via Dallas (DFW)
Good deal price
$640
A round-trip at or under $640 is a good deal on this route right now.
75% of the fares we found on this route cost more; only a quarter cost less.
Timing Your Trip
The best day, time of day, season and booking window for this route.
Best day to fly
Wednesdays
Wednesday departures average $620 on this route, the lowest of any weekday.
$48 less than the average weekday, which is $668.
Best time to fly
Mornings
Morning departures average $602 on this route, the lowest of any time of day.
$76 less than the average departure, which is $678.
Low season
January
Fares average $610 in January, the cheapest month to fly this route, bottoming out near $595 in late January.
$80 below the yearly average of $690.
When to book
8 weeks ahead
Fares on this route are lowest when booked about 8 weeks before departure.
Booking then averages $517, versus $731 in the final days before the flight.
American Airlinesfound Oct 1511/18/26
9:59 am
ORDChicago O Hare Airport
11/18/26
7:09 pm
ANCTed Stevens Anchorage International Airport
11/25/26
8:14 pm
ANCTed Stevens Anchorage International Airport
11/26/26
9:35 am
ORDChicago O Hare Airport
$517
American Airlinesfound Oct 1511/18/26
9:59 am
ORDChicago O Hare Airport
11/18/26
7:09 pm
ANCTed Stevens Anchorage International Airport
11/25/26
8:14 pm
ANCTed Stevens Anchorage International Airport
11/26/26
11:02 am
ORDChicago O Hare Airport
$517
Alaska Airlinesfound Oct 1511/18/26
7:00 am
ORDChicago O Hare Airport
11/18/26
2:48 pm
ANCTed Stevens Anchorage International Airport
11/25/26
4:32 pm
ANCTed Stevens Anchorage International Airport
11/26/26
5:56 pm
ORDChicago O Hare Airport
$562
American Airlinesfound Oct 1511/18/26
8:30 am
ORDChicago O Hare Airport
11/18/26
7:09 pm
ANCTed Stevens Anchorage International Airport
11/25/26
8:14 pm
ANCTed Stevens Anchorage International Airport
11/26/26
9:35 am
ORDChicago O Hare Airport
$517
BUNDLE + SAVE
Book a flight & hotel together for extra savings.
On average save $240 per traveler
American Airlinesfound Oct 1511/18/26
9:59 am
ORDChicago O Hare Airport
11/18/26
7:09 pm
ANCTed Stevens Anchorage International Airport
11/25/26
8:14 pm
ANCTed Stevens Anchorage International Airport
11/26/26
12:23 pm
ORDChicago O Hare Airport
$517
American Airlinesfound Oct 1511/18/26
8:30 am
ORDChicago O Hare Airport
11/18/26
7:09 pm
ANCTed Stevens Anchorage International Airport
11/25/26
8:14 pm
ANCTed Stevens Anchorage International Airport
11/26/26
11:02 am
ORDChicago O Hare Airport
$517
Alaska Airlinesfound Oct 1511/18/26
3:59 pm
ORDChicago O Hare Airport
11/18/26
10:46 pm
ANCTed Stevens Anchorage International Airport
11/25/26
4:32 pm
ANCTed Stevens Anchorage International Airport
11/26/26
5:56 pm
ORDChicago O Hare Airport
$600
American Airlinesfound Oct 1511/18/26
6:59 am
ORDChicago O Hare Airport
11/18/26
7:09 pm
ANCTed Stevens Anchorage International Airport
11/25/26
8:14 pm
ANCTed Stevens Anchorage International Airport
11/26/26
9:35 am
ORDChicago O Hare Airport
$517
Alaska Airlinesfound Oct 1511/18/26
2:07 pm
ORDChicago O Hare Airport
11/18/26
8:55 pm
ANCTed Stevens Anchorage International Airport
11/25/26
4:32 pm
ANCTed Stevens Anchorage International Airport
11/26/26
5:56 pm
ORDChicago O Hare Airport
$600
United Airlinesfound Oct 1511/18/26
3:35 pm
ORDChicago O Hare Airport
11/18/26
7:39 pm
ANCTed Stevens Anchorage International Airport
11/25/26
8:43 pm
ANCTed Stevens Anchorage International Airport
11/26/26
5:59 am
ORDChicago O Hare Airport
$689
No flights match these filters.
Top Deals on flights from Chicago to Anchorage
Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 1
6:00 am
ORDChicago O Hare Airport
Nov 1
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$476Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 1
5:00 am
ORDChicago O Hare Airport
Nov 1
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$476Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 18
9:59 am
ORDChicago O Hare Airport
Nov 18
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$517Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 18
9:59 am
ORDChicago O Hare Airport
Nov 18
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$517Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 18
8:30 am
ORDChicago O Hare Airport
Nov 18
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$517Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 18
9:59 am
ORDChicago O Hare Airport
Nov 18
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$517Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 18
8:30 am
ORDChicago O Hare Airport
Nov 18
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$517Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 18
6:59 am
ORDChicago O Hare Airport
Nov 18
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$517Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 18
6:00 am
ORDChicago O Hare Airport
Nov 18
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$517Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 18
8:30 am
ORDChicago O Hare Airport
Nov 18
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$517Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 18
6:59 am
ORDChicago O Hare Airport
Nov 18
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$517Chicago, US (CHI) - Anchorage, US (ANC)
American AirlinesNov 18
9:59 am
ORDChicago O Hare Airport
Nov 18
7:09 pm
ANCTed Stevens Anchorage International Airport
Search More
as low as
$517Best Anchorage Hotel + Flight Packages
Chicago - Anchorage packages
Round-trip flight from Chicago
CHI to ANC
Wingate by Wyndham Anchorage Downtown - Ship Creek
Anchorage, 111 West Ship Creek Avenue
6.11,089 Reviews2.5-Star Hotel
6% Package Savings
$920/person
$1,955 $1,839 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to ANC
The Lakefront Anchorage
Anchorage, 4800 Spenard Rd
7.81,164 Reviews3.5-Star Hotel
13% Package Savings
$1,089/person
$2,492 $2,178 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to ANC
Ramada by Wyndham Anchorage
Anchorage, 115 E 3rd Ave
5.11,169 Reviews2.5-Star Hotel
6% Package Savings
$897/person
$1,900 $1,794 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to ANC
Baymont Inn & Suites by Wyndham Anchorage Airport
Anchorage, 5205 Northwood Drive
6.5904 Reviews2.5-Star Hotel
3% Package Savings
$901/person
$1,854 $1,802 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to ANC
Crowne Plaza Anchorage-Midtown By IHG
Anchorage, 109 W. International Airport Road
8.4372 Reviews4-Star Hotel
10% Package Savings
$1,118/person
$2,472 $2,236 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to ANC
Americas Best Value Inn & Suites Anchorage Airport
Anchorage, 4360 Spenard Road
4.2873 Reviews2-Star Hotel
7% Package Savings
$920/person
$1,979 $1,839 total
Incl. Flight + Hotel
Round-trip flight from Chicago
CHI to ANC
The Wildbirch Hotel - JdV by Hyatt
Anchorage, 239 West 4th Avenue
8.3693 Reviews4-Star Hotel
5% Package Savings
$1,211/person
$2,544 $2,422 total
Incl. Flight + Hotel
Best Anchorage Hotel + Flight + Car Packages
Chicago - Anchorage packages
Round-trip flight from Chicago
CHI to ANC
Ramada by Wyndham Anchorage
Anchorage, 115 E 3rd Ave
5.11,169 Reviews2.5-Star Hotel
Rental car included
Pick-up in ANC
7% Package Savings
$1,056/person
$2,260 $2,112 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to ANC
Baymont Inn & Suites by Wyndham Anchorage Airport
Anchorage, 5205 Northwood Drive
6.5904 Reviews2.5-Star Hotel
Rental car included
Pick-up in ANC
4% Package Savings
$1,060/person
$2,214 $2,120 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to ANC
Crowne Plaza Anchorage-Midtown By IHG
Anchorage, 109 W. International Airport Road
8.4372 Reviews4-Star Hotel
Rental car included
Pick-up in ANC
10% Package Savings
$1,277/person
$2,832 $2,554 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to ANC
Americas Best Value Inn & Suites Anchorage Airport
Anchorage, 4360 Spenard Road
4.2873 Reviews2-Star Hotel
Rental car included
Pick-up in ANC
8% Package Savings
$1,079/person
$2,339 $2,157 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to ANC
The Wildbirch Hotel - JdV by Hyatt
Anchorage, 239 West 4th Avenue
8.3693 Reviews4-Star Hotel
Rental car included
Pick-up in ANC
6% Package Savings
$1,370/person
$2,904 $2,740 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to ANC
Wyndham Garden Anchorage Airport
Anchorage, 4411 Spenard Rd
6.1881 Reviews2.5-Star Hotel
Rental car included
Pick-up in ANC
7% Package Savings
$1,107/person
$2,384 $2,214 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to ANC
Wingate by Wyndham Anchorage Downtown - Ship Creek
Anchorage, 111 West Ship Creek Avenue
6.11,089 Reviews2.5-Star Hotel
Rental car included
Pick-up in ANC
7% Package Savings
$1,079/person
$2,315 $2,157 total
Incl. Flight + Hotel + Car
Round-trip flight from Chicago
CHI to ANC
The Lakefront Anchorage
Anchorage, 4800 Spenard Rd
7.81,164 Reviews3.5-Star Hotel
Rental car included
Pick-up in ANC
12% Package Savings
$1,248/person
$2,851 $2,495 total
Incl. Flight + Hotel + Car
When is the cheapest time to fly?
Cheapest in late January at about $595
Fares from Chicago to Anchorage are lowest in late January, around $595, and January is the cheapest month overall, averaging $610. They peak in late June at about $793, $198 more than the low. The yearly average is $690.
Show the data
| Month | Average fare | Early month | Late month |
|---|---|---|---|
| January | $610 | $625 | $595 |
| February | $625 | $613 | $640 |
| March | $703 | $686 | $720 |
| April | $666 | $679 | $653 |
| May | $701 | $678 | $723 |
| June | $773 | $752 | $793 |
| July | $781 | $779 | $783 |
| August | $710 | $736 | $685 |
| September | $663 | $668 | $659 |
| October | $640 | $656 | $625 |
| November | $666 | $643 | $689 |
| December | $743 | $698 | $786 |
How far in advance should I book?
Cheapest about 8 weeks out at $517
Book about 8 weeks before departure for the best fares from Chicago to Anchorage, around $517. Booking in the final days before the flight costs about $731, $214 more. Booking six months ahead runs about $728.
Show the data
| Days before departure | Average fare |
|---|---|
| 180 days | $728 |
| 174 days | $733 |
| 172 days | $733 |
| 164 days | $731 |
| 156 days | $726 |
| 148 days | $717 |
| 140 days | $691 |
| 132 days | $654 |
| 124 days | $627 |
| 116 days | $614 |
| 108 days | $602 |
| 100 days | $586 |
| 92 days | $574 |
| 84 days | $571 |
| 76 days | $558 |
| 68 days | $542 |
| 2mo | $524 |
| 54 days | $517 |
| 52 days | $517 |
| 44 days | $524 |
| 36 days | $522 |
| 28 days | $527 |
| 20 days | $577 |
| 12 days | $647 |
| 4 days | $708 |
| 0 days | $731 |
What's the cheapest day of the week to fly?
Wednesday is the cheapest day of the week to fly from Chicago to Anchorage. At $620 it is 7% cheaper than the average day. Monday is the most expensive day, 5% above average.
Show the data
| Day | Average fare |
|---|---|
| Sun | $664 |
| Mon | $699 |
| Tue | $670 |
| Wed | $620 |
| Thu | $673 |
| Fri | $685 |
| Sat | $665 |
When is the best time of day to fly?
Morning (5am - 12pm) is the cheapest time of day to fly from Chicago to Anchorage. At $602 it is 11% cheaper than the average time. Late night (9pm - 12am) is the most expensive time, 11% above average.
Show the data
| Time of day | Average fare |
|---|---|
| Morning | $602 |
| Midday | $639 |
| Afternoon | $693 |
| Evening | $705 |
| Late Night | $751 |
What do round-trip flights from Chicago to Anchorage cost?
Share of fares in each price range, adjusted to current prices.
Show the data
| Price range | Share of fares |
|---|---|
| $250 to $500 | 9% |
| $500 to $750 | 35% |
| $750 to $1,000 | 28% |
| $1,000 to $1,250 | 17% |
| $1,250 to $1,500 | 5% |
| $1,500 to $1,750 | 3% |
| $1,750 and up | 2% |
Methodology: learn how we calculate these charts
The charts “When is the cheapest time to fly?”, “How far in advance should I book?”, “What's the cheapest day of the week to fly?” and “What do round-trip flights from Chicago to Anchorage cost?” are built from the prices Priceline customers actually paid for flights on this route over the past 12 months or more.
Where a route has too few bookings to fill every point in a chart, we borrow the shape of the curve from a group of routes with similar price behavior and fit it to the fares booked on this route.
Because past fares don’t reflect today’s market, we then adjust the historical prices for current conditions such as inflation and fuel costs, using the round-trip fares found in recent searches on this route.
The chart “When is the best time of day to fly?” is calculated directly from the fares found in recent searches, not from historical bookings.