Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap Flight Deals From Anchorage (ANC) to Chicago (CHI) Starting at $100

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This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $100 One Way, $260 Round Trip from Anchorage to Chicago

Prices starting at $260 for return flights and $100 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago economy flight packages

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Palmer House a Hilton Hotel
Residence Inn Chicago Downtown/Loop
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More About Flying To Chicago from Anchorage

Route Information for Flights from Anchorage to Chicago

Origin Airport IATA Code ANC
Destination Airport IATA Code CHI
Distance 2838 mi
Direct Flight Airlines American Airlines, Alaska Airlines, Air Canada, United Airlines, British Airways
Earliest Flight Arrival 5:36PM UTC
Latest Flight Arrival 4:18PM UTC

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.

Flights from Anchorage to Chicago - Frequently Asked Questions

Am I able to catch a flight from Anchorage to Chicago now?

If you're wondering about quarantine requirements and travel restrictions when flying from Anchorage to Chicago, check out the Covid-19 Travel Advisor.

Are there non-stop flights from Anchorage to Chicago?

There certainly are. As a matter of fact, there are 3 airlines that will take you directly from Anchorage, AK Airport (ANC-Ted Stevens Anchorage Intl.) to O'Hare Intl. Airport (ORD). Book a seat with one of these well-known carriers:

  • United Airlines
  • American Airlines
  • Alaska Airlines
What is the shortest flight from Anchorage to Chicago?

The quickest flight time from Anchorage to Chicago is 6 hours and 51 minutes. Order your favorite wine from the drink trolley, start your travel journal or finish that podcast — you'll have enough time on this medium-haul journey.

What airlines fly from Anchorage to Chicago most frequently?

United Airlines (UA) offers 34 flights every month between Ted Stevens Anchorage International Airport to ORD. Your next great adventure is just clicks away. Alternatively, secure a seat with American Airlines (AA). You'll have 30 monthly flights between Anchorage and Chicago to take your pick of with this company.

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.