Find Cheap Flights from Anchorage to Chicago (ANC - CHI)

Flights overview

Useful information for finding cheap flights from Anchorage to Chicago and booking your next trip

Cheapest round-trip flights	$399	American Nonstop 7 hr Thu, Jun 4 — Sat, Jun 13	The cheapest round-trip flight from Anchorage to Chicago is currently $399
Cheapest one-way flight	$199	American Nonstop 7 hr Thu, May 21	The cheapest one-way flight from Anchorage to Chicago is currently $199
Last-minute weekend getaway	$677	United 2 stops 18 hr Fri, May 1 — Mon, May 4	The cheapest last-minute weekend getaway from Anchorage to Chicago is currently $677
Cheapest business class flights	$1,294	Alaska Nonstop 7 hr Sun, Jun 14 — Sat, Jun 20	The cheapest business class round-trip flight from Anchorage to Chicago is currently $1,294

Fastest flight	6 hr 14 min	The fastest nonstop flight from Anchorage to Chicago takes 6 hr 14 min
Nonstop flights	Every day	There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Anchorage to Chicago is typically September. The most expensive month to fly is typically July.

September Cheapest	Typical prices: $315–630
July Most expensive	Typical prices: $470–650

Popular airlines from Anchorage to Chicago

United

Nonstop

from $409

Typical price: $355–690

14 weekly nonstop flights

ANC - ORD Every day

100 weekly connecting flights

ANC - ORD Every day
Delta

from $419

Typical price: $355–720

448 weekly connecting flights

ANC - MDW, ORD Every day
Alaska

from $409

Typical price: $355–720

233 weekly connecting flights

ANC - ORD Every day
American

from $399

Typical price: $435–850

43 weekly connecting flights

ANC - ORD Every day

Popular airports near Anchorage

Ted Stevens Anchorage International Airport (ANC)

Anchorage United States 16 min 4 mi
Kenai Municipal Airport (ENA)

Kenai United States 2 hr 59 min 63 mi
Homer Airport (HOM)

Homer United States 4 hr 15 min 121 mi
Seldovia Airport (SOV)

Seldovia United States 5 hr 56 min 137 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Anchorage to Chicago

The cheapest flights from Anchorage to Chicago are usually in September. Typical ticket prices in September range from $315 to $630.

The cheapest round-trip flight from Anchorage to Chicago recently found on Google Flights was with American from $399. The cheapest one-way flight was with American from $199.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Anchorage to Chicago is $409, flying from May 21 to May 27.
The cheapest Delta flight from Anchorage to Chicago is $419, flying from Jun 25 to Jul 2.
The cheapest Alaska flight from Anchorage to Chicago is $409, flying from May 28 to Jun 3.
The cheapest American flight from Anchorage to Chicago is $399, flying from Jun 4 to Jun 13.

The cheapest round-trip flight from Anchorage to Chicago starts at $399 from Thu, Jun 4 to Sat, Jun 13. The cheapest one-way flight starts at $199 and departs on Thu, May 21.

6 hr 14 min is the shortest flight time from Anchorage to Chicago.

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

It's easy to use Google Flights to find the cheapest days to fly from Anchorage to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from Anchorage to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Anchorage to Chicago.

In terms of nonstop flights, United is the most popular. United offers 14 nonstop flights and 100 connecting flights per week. United flies from Ted Stevens Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Delta is the most popular. Delta offers 448 connecting flights per week. Delta flies from Ted Stevens Anchorage International Airport (ANC) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Anchorage to Chicago are:

Alaska offers 233 connecting flights per week. Alaska flies from Ted Stevens Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD) .
American offers 43 connecting flights per week. American flies from Ted Stevens Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD) .

The number of connecting flights refers to distinct flights with at least one stop between Anchorage and Chicago.

The cheapest round-trip flight from Anchorage to Chicago recently found on Google Flights was with American from $399. The cheapest one-way flight was with American from $199.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Anchorage to Chicago is $409, flying from May 21 to May 27.
The cheapest Delta flight from Anchorage to Chicago is $419, flying from Jun 25 to Jul 2.
The cheapest Alaska flight from Anchorage to Chicago is $409, flying from May 28 to Jun 3.
The cheapest American flight from Anchorage to Chicago is $399, flying from Jun 4 to Jun 13.

United flies direct from Anchorage to Chicago.

There are 14 United direct flights from Anchorage to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between Anchorage and Chicago at price $677 is offered by United from Fri, May 1 to Mon, May 4.

United flies direct from Anchorage to Chicago.

There are 14 United direct flights from Anchorage to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are direct flights from Anchorage to Chicago on a daily basis.

The cheapest direct (nonstop) round-trip flights between Anchorage and Chicago start at $399 from Thu, Jun 4 to Sat, Jun 13 with American.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Anchorage to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between Anchorage and Chicago start at $1,294 from Sun, Jun 14 to Sat, Jun 20 with Alaska.

The cheapest economy class round-trip flights between Anchorage and Chicago start at $399 from Thu, Jun 4 to Sat, Jun 13.

To book business class trips from Anchorage to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between Anchorage and Chicago starts at $677 from Fri, May 1 to Mon, May 4 with United.

The cheapest last-minute deal between Anchorage and Chicago at price $677 is offered by United from Fri, May 1 to Mon, May 4.

To find last-minute flight deals from Anchorage to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.