Cheap flights from Alaska 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 Alaska 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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How to get the cheapest flight ticket from Alaska 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 Alaska, 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 Alaska 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 Alaska 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 Alaska 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 Alaska to Chicago flight route?
Fly from Anchorage to Chicago O'Hare Intl for the best Alaska - 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 Alaska 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 Alaska for as low as $377 on momondo.
What cabin class options are available on Alaska to Chicago flights?
There are 4 cabin classes available to choose from on Alaska 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 Alaska to Chicago?
American Airlines, Delta, and Hawaiian Airlines are the most popular carriers operating from Alaska 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 Alaska according to our data. Alaska Airlines is the first choice among our users, with 42% 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 Alaska to Chicago on average per day?
As of June 2025, there are 12 flights per day flying from Alaska to Chicago. The most common time of day flights depart is 9:00PM, with 100% of flights taking off in the evening.
How many flights depart from Alaska to Chicago on average per week?
As of June 2025, 88 flights take off from Alaska and land in Chicago each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.
Cheap Alaska to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Alaska to Chicago
When did momondo last update prices for flights from Alaska to Chicago?
Prices for flights from Alaska to Chicago were last updated today.
How many operators does momondo search for flights from Alaska to Chicago?
There are 5 operators available for flights from Alaska to Chicago as of June 2025.
How old do you have to be to fly from Alaska 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 Alaska to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Alaska to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Alaska to Chicago is Boeing 737 MAX 9, representing 29.61% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 28.77%, Boeing 737-900 Passenger/BBJ3 (winglets) at 16.20%, and Boeing 737 at 10.89%.
Best airlines flying from Alaska to Chicago
Compare and see reviews for airlines that fly from Alaska 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 |
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 Alaska to Chicago?
Finding the right flight to Chicago from Alaska is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Alaska to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Alaska to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Alaska to Chicago?
Once all potential Alaska to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Alaska to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Alaska are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.