Flights from Anchorage to Chicago

Selected fares from Anchorage to Chicago

Departure Arrival Travel dates Round-trip
ANC CHI Fri, Jun 12 - Sun, Jun 14 $509
ANC CHI Sun, May 24 - Fri, May 29 $546
ANC CHI Wed, May 27 - Tue, Jun 9 $616
ANC CHI Wed, May 20 - Fri, May 29 $622
ANC CHI Sun, May 24 - Thu, Jun 4 $654
ANC CHI Wed, May 27 - Tue, Jun 9 $714
ANC CHI Fri, Jun 5 - Wed, Jun 10 $1,019

Anchorage and Chicago airports and terminals

Airports in Anchorage AK, US

map of airports in Anchorage
  • 1

    Anchorage International Airport (ANC)

    Distance from City Center: 4 miles

    Terminals and carriers for flights from ANC to CHI

    Terminal Carriers
    Terminal S Alaska Airlines, United Airlines
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Airports in Chicago IL, US

map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from ANC to ORD

    Terminal Carriers
    Terminal 1 United Airlines
    Terminal 3 Alaska Airlines
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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $109

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 146 reviews

O'Hare International Airport Map

Rate Includes Breakfast

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $129

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 51 reviews

6500 South Cicero Avenue Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

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Hilton Garden Inn Chicago/Midway Airport

3 stars
3.7 / 5 15 reviews

6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hyatt Place Chicago Midway Airport

4 stars
Not yet reviewed

6550 S. Cicero Avenue Map

...Located just 1 mile south of Chicago International Airport, Hyatt offers a complementary 24 hour shuttle to and from the airport.... Midway Hotel Centers newest property is composed of 6 floors,... More

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Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 17 reviews

6540 S. Cicero Ave. Map

Free On The House hot breakfast, Wi-Fi

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

June

Cheapest weekend flights in June from Anchorage to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jun 12 Anchorage (ANC) Chicago (MDW) Sun Country Airlines $509
Earn $5.09
Return Sun, Jun 14 Chicago (MDW) Anchorage (ANC) Sun Country Airlines

Lowest roundtrip airfare in June from Anchorage to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jun 12 Anchorage (ANC) Chicago (MDW) Sun Country Airlines $509
Earn $5.09
Return Sun, Jun 14 Chicago (MDW) Anchorage (ANC) Sun Country Airlines
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July

Cheapest weekend flights in July from Anchorage to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jul 3 Anchorage (ANC) Chicago (MDW) Sun Country Airlines $687
Earn $6.87
Return Mon, Jul 6 Chicago (MDW) Anchorage (ANC) Sun Country Airlines

Lowest roundtrip airfare in July from Anchorage to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Jul 4 Anchorage (ANC) Chicago (ORD) Alaska Airlines $634
Earn $6.34
Return Fri, Jul 10 Chicago (ORD) Anchorage (ANC) Alaska Airlines

Best one-week trip in July from Anchorage to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jul 23 Anchorage (ANC) Chicago (ORD) Alaska Airlines $693
Earn $6.93
Return Thu, Jul 30 Chicago (ORD) Anchorage (ANC) Alaska Airlines
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August

Cheapest weekend flights in August from Anchorage to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Aug 21 Anchorage (ANC) Chicago (MDW) Sun Country Airlines $514
Earn $5.14
Return Sun, Aug 23 Chicago (MDW) Anchorage (ANC) Sun Country Airlines

Lowest roundtrip airfare in August from Anchorage to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Aug 21 Anchorage (ANC) Chicago (MDW) Sun Country Airlines $514
Earn $5.14
Return Sun, Aug 23 Chicago (MDW) Anchorage (ANC) Sun Country Airlines
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Cheap Flights from Anchorage to Chicago

Locate Bargain Flights from Anchorage

Finding low fare flights from Anchorage can be a difficult task since you have to compare the rates of airlines one-by-one, but Orbitz.com makes searching for flights from Anchorage easy. They compare the rates of available airlines at one time, allowing you to compare the rates all at once. Saving you time and money is what Orbitz.com does best.

Anchorage Airport Information

Anchorage's major airport is the Ted Stevens Anchorage International Airport, which is located on Airport Road and is about a 15 minute drive from downtown. Numerous airlines, both domestic and international, provide service for the airport. These airlines include Alaska, American, Delta, Frontier, JetBlue, and several more. At Orbitz.com, you can search the fares of these airlines and others, ensuring that you find the best rates and options that suit your needs and budget.

Airport Parking Information

Parking is available at one of several parking lots. The short-term lots have free parking for the first 30 minutes and then an additional $2.50 for each additional hour. Long-term parking is available at $2 an hour and $10 per day. The park, ride & fly lot offers a rate of $7 per day and provides free shuttle service to and from the airport terminals.

Transportation to the Airport

Taxis, shuttle buses, and rental cars are all available to get you to and from the airport on time. The cost of a taxi from downtown Anchorage averages between $17 and $22 and will take about 15 minutes. Car rentals can be booked on Orbitz.com, so you can book your air and ground transportation at the same time.

Restaurants Located at the Airport

For those needing a quick snack or a full meal, the airport has many options to choose from, including Alaska Gourmet Market, Café Del Mundo, Chili's, Cinnabon and Yogurtland, among many more.

When you are searching for deals on ground transportation and flights from Anchorage, check with Orbitz.com for the best rates and options.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Interesting facts about flights from Anchorage to Chicago

    • 2 direct flights are operating from Anchorage to Chicago today.
    • Today's average time for a direct flight is 6h 10m.
    • United Airlines flight 1269 (8:20 PM GMT, Boeing 737-800 Passenger) is today's earliest available flight from Anchorage to Chicago.
    • Alaska Airlines flight 138 (11:15 PM GMT, Boeing 737-900 (Winglets) Passenger) is today's latest available flight from Anchorage to Chicago.
    • Today's shortest direct flight from Anchorage to Chicago (United Airlines flight 1269, Boeing 737-800 Passenger) takes 6h 5m.
    • Today's longest direct flight from Anchorage to Chicago (Alaska Airlines flight 138, Boeing 737-900 (Winglets) Passenger) takes 6h 15m.
    • Flights from Anchorage International Airport (ANC) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.