Cheap flights from Anchorage to Chicago from $179
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Anchorage to Chicago departing on 9/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Hawaiian Airlines flights from Anchorage to Chicago
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How to get the cheapest flight ticket from Anchorage to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Anchorage and Chicago?
What is the cheapest month to fly to Chicago?
The month of November is, on average, the cheapest month to fly to Chicago from Anchorage, with most prices found around $385. If you’re not able to fly to Chicago in November, then October is your next best option. Flight prices from Anchorage to Chicago during October average around $399.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $715. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Anchorage to Chicago for around $868.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Anchorage to Chicago during this time can be as low as $331. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $744.
What is the cheapest Anchorage to Chicago flight route?
Fly from Anchorage to Chicago O'Hare Intl for the best Anchorage - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Anchorage when booking 17 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $487 when searching 17 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Anchorage for as low as $377 on momondo.
What cabin class options are available on Anchorage to Chicago flights?
There are 4 cabin classes available to choose from on Anchorage to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Anchorage to Chicago flights?
You could potentially save up to 9% on your flight if you consider stops on a Anchorage to Chicago flight.
How have Anchorage to Chicago flight prices changed over time?
What is the cheapest airline that flies from Anchorage to Chicago?
American Airlines, Delta, and Hawaiian Airlines are the most popular carriers operating from Anchorage to Chicago
What airlines fly to Chicago?
Alaska Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago from Anchorage according to our data. Alaska Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Anchorage to Chicago on average per day?
11 flights are operational daily from Anchorage to Chicago as of June 2025. The most popular departure time for this route is 9:00PM, with 100% of flights per day taking off in the evening.
How many flights depart from Anchorage to Chicago on average per week?
The number of flights available between Anchorage and Chicago is 81 per week as of June 2025. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.
When to book flights from Anchorage to Chicago
Cheap Anchorage to Chicago (ANC to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Anchorage to Chicago
How far is Anchorage to Chicago by plane?
The straight-line distance from Anchorage to Chicago is 2848.0 mi. By plane, this route typically takes 6h 02m.
When did momondo last update prices for flights from Anchorage Airport to Chicago?
Prices for flights from Anchorage Airport to Chicago refresh daily.
How many operators does momondo search for flights from Anchorage Airport to Chicago?
The number of operators available for flights from Anchorage Airport to Chicago is 5 as of June 2025.
How old do you have to be to fly from Anchorage Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Anchorage Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Anchorage to Chicago?
Based on momondo bookings for flights between Anchorage and Chicago, the leading plane model is Boeing 737 MAX 9, making up 29.97% of the total bookings. Other popular models include Boeing 737 MAX 8 with 25.07%, Boeing 737-900 Passenger/BBJ3 (winglets) with 17.44%, and Boeing 737 with 11.44%.
What is the most popular airline from Anchorage to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Anchorage to Chicago is Alaska Airlines (40% of total bookings). The next most popular airlines are United Airlines (32%), Delta (23%), and American Airlines (5%).
Best airlines flying from Anchorage to Chicago
Compare and see reviews for airlines that fly from Anchorage to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $197 | Free Cancellation | Rating 7.8 2,501 reviews | |||
| PriceFrom $338 | Free Cancellation | Rating 8.0 7,963 reviews | |||
| PriceFrom $339 | Free Cancellation | Rating 8.0 10,000 reviews | |||
| PriceFrom $345 | Free Cancellation | Rating 7.4 8,801 reviews | |||
| PriceFrom $392 | Free Cancellation | Rating 7.2 10,000 reviews |
Alaska Airlines Flights From Anchorage to Chicago
Alaska Airlines is one of the most popular airlines flying from Anchorage to Chicago, operating 13 flights/week on average for this route. A good Alaska Airlines flight deal for Anchorage to Chicago starts from $339 round-trip, up to an average price of $504. Our users have rated Alaska Airlines at 8.0/10.
Hawaiian Airlines Flights From Anchorage to Chicago
$197 is the best Hawaiian Airlines flight deal from Anchorage to Chicago found on momondo over the last 72 hours. The average Hawaiian Airlines ticket price found was closer to $461, however, with flight time and availability significantly affecting the price. Hawaiian Airlines (7.8/10 from 2,501 user reviews) flies into Chicago from Anchorage 14 times in an average week so prices can vary.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Anchorage to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Anchorage.
Can I find flights from Anchorage to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Anchorage which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Anchorage to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Anchorage.
I’m not ready to book a flight from Anchorage to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Anchorage and alert you when they change.