What is the cheapest airline that flies from Alaska to Chicago Midway?

Delta is the most popular carrier operating from Alaska to Chicago Midway

How long does it take to fly to Chicago Midway Airport?

On average, it takes 6h 12m to fly from Alaska to Chicago Midway Airport if you fly out of Anchorage (the most popular airport in Alaska) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Fairbanks and into Chicago O'Hare Intl Airport, then the flight time is around 9h 59m.

When did momondo last update prices for flights from Alaska to Chicago Midway Airport?

Prices for flights from Alaska to Chicago Midway Airport refresh daily.

How old do you have to be to fly from Alaska to Chicago Midway Airport?

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 Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$187 Discover Cheap Flights from Alaska to Chicago Midway Airport in 2025

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0 bags

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Find the cheapest flights from Alaska to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

These are some of the best round-trip flight deals from Alaska to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

1:05 am - 6:18 pmANC-MDW

14h 13m2 stops

1:16 pm - 7:06 pmMDW-ANC

8h 50m1 stop

$381Delta

Find Deal

Tue, Apr 8 - Wed, Apr 16

1:05 am - 6:18 pmANC-MDW

14h 13m2 stops

9:20 am - 7:06 pmMDW-ANC

12h 46m2 stops

$386Delta

Find Deal

Tue, Apr 8 - Wed, Apr 16

9:20 pm - 9:45 amANC-MDW

9h 25m1 stop

1:16 pm - 7:06 pmMDW-ANC

8h 50m1 stop

$409Delta

Find Deal

Tue, Apr 1 - Wed, Apr 16

9:20 pm - 9:45 amANC-MDW

9h 25m1 stop

9:20 am - 7:06 pmMDW-ANC

12h 46m2 stops

$414Delta

Find Deal

Tue, Apr 1 - Wed, Apr 16

9:20 pm - 12:35 pmANC-MDW

12h 15m2 stops

9:20 am - 7:06 pmMDW-ANC

12h 46m2 stops

$419Delta

Find Deal

Wed, Apr 9 - Wed, Apr 16

9:20 pm - 9:45 amANC-MDW

9h 25m1 stop

1:16 pm - 7:04 pmMDW-ANC

8h 48m1 stop

$437Delta

Find Deal

Mon, Mar 17 - Thu, Mar 27

9:20 pm - 12:36 pmANC-MDW

12h 16m2 stops

1:16 pm - 7:04 pmMDW-ANC

8h 48m1 stop

$442Delta

Find Deal

Mon, Mar 17 - Thu, Mar 27

9:20 pm - 12:36 pmANC-MDW

12h 16m2 stops

9:20 am - 7:06 pmMDW-ANC

12h 46m2 stops

$447Delta

Find Deal

Tue, Apr 1 - Wed, Apr 16

1:05 am - 2:15 pmANC-MDW

10h 10m2 stops

1:16 pm - 7:04 pmMDW-ANC

8h 48m1 stop

$475Delta

Find Deal

Tue, Mar 25 - Sun, Mar 30

1:26 am - 5:19 pmANC-MDW

12h 53m2 stops

10:20 am - 7:06 pmMDW-ANC

11h 46m1 stop

$496Delta

Find Deal

Thu, Apr 24 - Mon, Apr 28

Delta flights from Alaska to Chicago Midway Airport

Our best Delta deals on Alaska to Chicago Midway Airport flight tickets

Delta

Apr 8

ANC1:05 amAnchorage

14h 13m

2 stops

MDW6:18 pmChicago Midway

Apr 16

MDW1:16 pmChicago Midway

8h 50m

1 stop

ANC7:06 pmAnchorage

$381

Find similar

Delta

Apr 8

ANC1:05 amAnchorage

14h 13m

2 stops

MDW6:18 pmChicago Midway

Apr 16

MDW9:20 amChicago Midway

12h 46m

2 stops

ANC7:06 pmAnchorage

$386

Find similar

Delta

Apr 1

ANC9:20 pmAnchorage

9h 25m

1 stop

MDW9:45 amChicago Midway

Apr 16

MDW1:16 pmChicago Midway

8h 50m

1 stop

ANC7:06 pmAnchorage

$409

Find similar

How to get the cheapest flight ticket from Alaska to Chicago Midway Airport

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

Prices

Airlines

Other information

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Alaska in the evening is the least expensive time of day to depart. momondo users have found prices as low as $817 when looking at flights departing in the evening. Try not to purchase tickets in the evening because they tend to be around $817. Of course, these prices can vary depending on the time of year and what airport you fly to.

Cheap Alaska to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Alaska to Chicago Midway Airport

Best Price Found	$187
Fastest flight time	7h 31m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Alaska in the past 72 hours is $187. The best round-trip flight deal from Alaska to Chicago Midway Airport found on momondo in the last 72 hours is $381.

The fastest flight from Alaska to Chicago Midway Airport takes 7h 31m

There are no direct flights from Alaska to Chicago Midway Airport. Popular non-direct routes for this connection are Fairbanks Airport - Chicago Midway Airport and Anchorage Airport - Chicago Midway Airport.

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When did momondo last update prices for flights from Alaska to Chicago Midway Airport?
Prices for flights from Alaska to Chicago Midway Airport refresh daily.
How old do you have to be to fly from Alaska to Chicago Midway Airport?
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 Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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Why use momondo?

Why should I use momondo to find a flight deal from Alaska to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Alaska to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Alaska to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Alaska which offer a flexible booking policy as well as other useful filters and features.

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?

Yes momondo offers price alerts on flights to Chicago from Alaska. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.