Cheap flights from Anchorage to Chicago from $168
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 5/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Deals available from 900+ travel sites.
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Anchorage to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
United Airlines flights from Anchorage to Chicago
Our best United Airlines deals on Anchorage to Chicago flight tickets
Delta flights from Anchorage to Chicago
Our best Delta deals on Anchorage to Chicago flight tickets
See travel insights to Chicago from
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 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 $374. If you’re not able to fly to Chicago in November, then May is your next best option. Flight prices from Anchorage to Chicago during May average around $394.
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 Tuesday when prices can be found for as low as $731. 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 $816.
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 $754.
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 8 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $494 when searching 8 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 $392 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.
What is the cheapest airline that flies from Anchorage to Chicago?
American Airlines, Delta, and Alaska Airlines are the most popular carriers operating from Anchorage to Chicago
What airlines fly to Chicago?
Alaska Airlines, Delta and United Airlines 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 45% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
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 14m.
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 4 as of March 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 8, making up 35.06% of the total bookings. Other popular models include Boeing 737-900 Passenger/BBJ3 (winglets) with 19.48%, Boeing 737 MAX 9 with 15.58%, and Airbus A321neo with 9.09%.
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 (48% of total bookings). The next most popular airlines are United Airlines (29%) and Delta (23%).
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 $293 | Free Cancellation | Rating 8.0 8,036 reviews | |||
| PriceFrom $335 | Free Cancellation | Rating 7.4 8,653 reviews | |||
| PriceFrom $338 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $339 | Free Cancellation | Rating 8.0 9,708 reviews |
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.