MDW - DSM

$119 Find Cheap Flights from Chicago Midway Airport to Des Moines - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Des Moines departing on 9/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$237
Southwest
Tue 9/1Thu 9/3
MDW - DSM • Non-stop
Cheapest one-way
$119
Southwest
Mon 9/21
MDW - DSM • Non-stop
Top airlines
Southwest
Cheapest • from $237 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 1h 21m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
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Booking Insights
Flight Deals

Cheap Flights from Midway to Des Moines (MDW-DSM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Des Moines that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Des Moines

Tue, Sep 1 - Thu, Sep 3
Southwest Logo
10:30 am - 11:50 am
MDW
-
DSM
1h 20mnonstop
Southwest Logo
3:50 pm - 5:10 pm
DSM
-
MDW
1h 20mnonstop
$237Southwest
Wed, Sep 23 - Thu, Sep 24
Southwest Logo
8:35 pm - 10:00 pm
MDW
-
DSM
1h 25mnonstop
Southwest Logo
3:50 pm - 5:10 pm
DSM
-
MDW
1h 20mnonstop
$237Southwest
Tue, Oct 20 - Sat, Oct 24
Southwest Logo
8:35 pm - 9:55 pm
MDW
-
DSM
1h 20mnonstop
Southwest Logo
5:50 am - 7:10 am
DSM
-
MDW
1h 20mnonstop
$237Southwest
Thu, Sep 3 - Thu, Sep 10
Southwest Logo
10:05 am - 11:25 am
MDW
-
DSM
1h 20mnonstop
Southwest Logo
5:40 am - 7:00 am
DSM
-
MDW
1h 20mnonstop
$237Southwest
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
8:35 pm - 10:00 pm
MDW
-
DSM
1h 25mnonstop
Southwest Logo
6:10 am - 7:30 am
DSM
-
MDW
1h 20mnonstop
$237Southwest
Wed, Sep 30 - Tue, Oct 6
Southwest Logo
8:35 pm - 10:00 pm
MDW
-
DSM
1h 25mnonstop
Southwest Logo
3:00 pm - 4:20 pm
DSM
-
MDW
1h 20mnonstop
$237Southwest
Mon, Oct 5 - Mon, Oct 5
Southwest Logo
9:45 am - 11:10 am
MDW
-
DSM
1h 25mnonstop
Southwest Logo
4:30 pm - 5:50 pm
DSM
-
MDW
1h 20mnonstop
$237Southwest
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
8:35 pm - 10:00 pm
MDW
-
DSM
1h 25mnonstop
Southwest Logo
2:40 pm - 4:05 pm
DSM
-
MDW
1h 25mnonstop
$237Southwest
Sat, Aug 22 - Sat, Aug 29
Delta Logo
1:25 pm - 5:18 pm
MDW
-
DSM
3h 53m
1 stop
Delta Logo
12:30 pm - 6:33 pm
DSM
-
MDW
6h 03m
1 stop
$257Delta
Wed, Sep 30 - Tue, Oct 6
Delta Logo
9:59 am - 2:06 pm
MDW
-
DSM
4h 07m
1 stop
Delta Logo
6:00 am - 12:47 pm
DSM
-
MDW
6h 47m
1 stop
$257Delta
Booking Insights

KAYAK's insights & trends for Midway to Des Moines flights

Get data-powered insights and trends into flights from Midway to Des Moines to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Des Moines?

The average price of all round-trip flights from Chicago Midway Airport to Des Moines clicked on KAYAK for each day over the last 12 months.

For Chicago Midway Airport to Des Moines, Wednesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Des Moines back to Chicago Midway Airport, the best deals are generally found on Wednesday, with Saturday being the most expensive.

Can I save money by flying with a layover from Chicago Midway Airport to Des Moines?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $253 on average.

Find deals

Good to know

Cheapest flight

$119
Flight from Chicago Midway Airport to Des Moines

When to book flights from Midway to Des Moines

Are your dates flexible? Find out the best times to travel from Midway to Des Moines based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Des Moines flights

  • What is the cheapest flight from Chicago Midway Airport to Des Moines?

    In the last 5 days, the lowest price for a flight from Chicago Midway Airport to Des Moines was $119 for a one-way ticket and $237 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Des Moines?

    No, a passport isn't needed to fly from Chicago Midway Airport to Des Moines. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago Midway Airport to Des Moines?

    On your way to Des Moines, you’ll fly out from Chicago Midway. You’ll be landing at Des Moines.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Des Moines?

    Only American Airlines offers inflight Wi-Fi service on the Chicago Midway Airport to Des Moines flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Des Moines?

    The Embraer 175 is the aircraft model that flies most regularly on the Chicago Midway Airport to Des Moines flight route.

  • On which days can I fly direct from Chicago Midway Airport to Des Moines?

    There are nonstop flights from Chicago Midway Airport to Des Moines on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Des Moines?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Des Moines.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Des Moines?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Des Moines from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Des Moines?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Des Moines with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and DSM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Des Moines?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Des Moines from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Des Moines

  • Looking for a cheap flight? 25% of our users found flights on this route for $135 or less one-way and $273 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Des Moines?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Des Moines.
Find which airlines fly direct from Chicago Midway Airport to Des Moines Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Des Moines

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Des Moines to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Midway to Des Moines

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Des Moines. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Des Moines? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4228 reviews
8.0Comfort
7.5Entertainment
8.1Boarding
7.0Food
8.6Crew
Airline reviews

Overall good, just screaming kids in the area the whole flight.

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Love Southwest! Always a good trip with a happy crew who goes out of their way to be kind and fun.

Everything you need to know for your flight from Midway to Des Moines

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Des Moines (DSM)