Cheap flights from Chicago to Alaska from $180
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Alaska departing on 9/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
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 Chicago to Alaska
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Alaska Airlines flights from Chicago to Alaska
Our best Alaska Airlines deals on Chicago to Alaska flight tickets
Delta flights from Chicago to Alaska
Our best Delta deals on Chicago to Alaska flight tickets
See travel insights to Alaska from
How to get the cheapest flight ticket from Chicago to Alaska
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 Alaska?
If you don’t want to visit Alaska in April, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of $396.
What is the cheapest day to depart on your flight to Alaska?
The cheapest day to depart from Chicago to Alaska is on a Wednesday. Travelers who choose to depart for Alaska on a Wednesday will often find tickets for as low as $491. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Alaska for around $569.
What is the cheapest time of day to depart on your flight to Alaska?
Our data shows that the cheapest Chicago to Alaska flights are usually those with departure times at noon. Our users have found flights to Alaska at noon for as low as $436. In the morning is when there is more demand to fly to Alaska, so prices are often more expensive at around $571 per ticket.
What is the cheapest Chicago to Alaska flight route?
Fly from Chicago O'Hare Intl to Anchorage for the best Chicago - Alaska flight prices
How far in advance should I book a flight to Alaska?
You are more likely to see cheaper flights to Alaska from Chicago when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to Alaska for around $508 when searching 6 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Alaska from Chicago for as low as $423 on momondo.
What cabin class options are available on Chicago to Alaska flights?
There are 4 cabin classes available to choose from on Chicago to Alaska 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 Chicago to Alaska?
Hawaiian Airlines, Alaska Airlines, and Delta are the most popular carriers operating from Chicago to Alaska
What airlines fly to Alaska?
Alaska Airlines, United Airlines and Delta are the top three most popular airlines that fly to Alaska from Chicago according to our data. Alaska Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Alaska. Keep in mind that there are 5 different airlines that fly to Alaska on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Alaska on average per day?
As of June 2025, 8 flights take off from Chicago and land in Alaska each day. The most common flight departure time for this route is 3:00PM, with 73% of daily flights taking off in the afternoon.
How many flights depart from Chicago to Alaska on average per week?
As of June 2025, there are 56 flights per week flying from Chicago to Alaska. The most common day of the week flights depart is Thu, with 18% of flights taking off on this day.
Cheap Chicago to Alaska flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Alaska
When did momondo last update prices for flights from Chicago to Alaska?
Prices for flights from Chicago to Alaska were last updated today.
How many operators does momondo search for flights from Chicago to Alaska?
The number of operators available for flights from Chicago to Alaska is 5 as of June 2025.
How old do you have to be to fly from Chicago to Alaska?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Alaska.
What documentation or ID do you need to fly to Alaska?
The travel and health documents required for your trip to Alaska can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Alaska. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Alaska?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Alaska is Boeing 737 MAX 9 (39.42% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (30.93%), Boeing 737-900 Passenger/BBJ3 (winglets) (18.27%), and Boeing 737 (6.04%).
Best airlines flying from Chicago to Alaska
Compare and see reviews for airlines that fly from Chicago to Alaska with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $198 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $237 | Free Cancellation | Rating 7.8 2,494 reviews | |||
| PriceFrom $318 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $345 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $372 | Free Cancellation | Rating 8.0 10,000 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Alaska?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Alaska. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Chicago to Alaska with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Chicago to Alaska flights to just show those with flexible booking policies.
How can momondo help me find flights from Chicago to Alaska?
Once you have performed a search for Chicago to Alaska flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Chicago to Alaska right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Chicago to Alaska now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Alaska and let you know when they change.