>>>>
Worldwide Coverage
Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Secure Payment
Convenient & reliable booking and payment system

Cheap Flights from Anchorage to Chicago starting at S$ 222

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Cheapest time to fly from Anchorage to Chicago

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest Airlines flying from Anchorage to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Alaska Airlines
From S$ 222
Delta Air Lines
From S$ 233
American Airlines
From S$ 247
Sun Country Airlines
From S$ 268
United Airlines
From S$ 278
ANA airlines

Find more flights and airlines

Alternative Routes from Anchorage to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Anchorage to Chicago.

  • Cheapest
    Alaska Airlines
    ANC
    21:44
    6h 36m
    Direct
    ORD
    07:20
    Ted Stevens Anchorage International Airport - O'Hare International Airport
    Mon, May 20Alaska Airlines
    S$ 222
  • Delta Air Lines
    ANC
    21:00
    10h 37m
    1 transfer
    MDW
    10:37
    Ted Stevens Anchorage International Airport - Midway International Airport
    Wed, May 1Delta Air Lines
    S$ 252
  • Delta Air Lines
    ANC
    21:00
    10h 37m
    1 transfer
    MDW
    10:37
    Ted Stevens Anchorage International Airport - Midway International Airport
    Wed, May 1Delta Air Lines
    S$ 252
    Find More Flights

Frequently Asked Questions

  • When to buy flight tickets from Anchorage (ANC) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Anchorage to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much is a flight from Anchorage (ANC) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around S$ 598.
  • How long is a flight from Anchorage (ANC) to Chicago (CHI)?

    It takes about 6 hours 17 minutes to fly from Anchorage (ANC) to Chicago (CHI).
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • What are the most popular airlines that fly from Anchorage (ANC) to Chicago (CHI)?

    Airlines with flights from Anchorage (ANC) to Chicago (CHI): Alaska Airlines.
  • What's the most popular airline for direct flights from Anchorage (ANC) to Chicago (CHI)?

    American Airlines operates 1 direct flights from Anchorage (ANC) to Chicago (CHI).
  • How many airports in Chicago?

Find cheapest flight ticket from Anchorage to Chicago

Cheapest direct flight price

S$ 222

Cheapest return ticket price

S$ 454

Cheapest month

January

Peak season for travel

June