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DSM - MDW

$138 Find cheap flights from Des Moines to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Des Moines to Midway departing on 6/11. 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
0 bags
Sat 6/15
Sat 6/22

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Des Moines to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Des Moines to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 42,211,976 times on KAYAK, and here is why:

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Cheap flight deals from Des Moines to Midway (DSM-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Des Moines to Midway 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 and deals for you by selecting your travel dates.
Choose your dates
9:32 pm - 11:52 amDSM-MDW
14h 20m1 stop
6:00 am - 8:15 pmMDW-DSM
14h 15m1 stop
$242Frontier
Find Deal
Mon, Oct 7 - Wed, Oct 9
3:27 pm - 11:47 amDSM-MDW
20h 20m1 stop
5:55 am - 2:24 pmMDW-DSM
8h 29m1 stop
$259Frontier
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Fri, Jun 14 - Fri, Jun 21
3:27 pm - 11:47 amDSM-MDW
20h 20m1 stop
5:55 am - 8:14 pmMDW-DSM
14h 19m1 stop
$262Frontier
Find Deal
Fri, Jun 7 - Mon, Jun 10
2:24 pm - 9:45 pmDSM-MDW
7h 21m1 stop
10:41 pm - 2:24 pmMDW-DSM
15h 43m1 stop
$267Frontier
Find Deal
Thu, Jun 13 - Thu, Jun 20
2:24 pm - 9:45 pmDSM-MDW
7h 21m1 stop
2:06 pm - 8:19 amMDW-DSM
18h 13m1 stop
$268Frontier
Find Deal
Thu, Jun 6 - Tue, Jun 11
5:30 pm - 3:05 pmDSM-MDW
21h 35m1 stop
1:25 pm - 11:00 pmMDW-DSM
9h 35m1 stop
$319Southwest
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Mon, Jun 3 - Wed, Jun 5
7:00 am - 10:31 amDSM-MDW
3h 31m1 stop
1:10 pm - 4:47 pmMDW-DSM
3h 37m1 stop
$327Delta
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Sat, Sep 28 - Wed, Oct 2
5:30 pm - 6:55 amDSM-MDW
13h 25m1 stop
5:35 pm - 12:15 amMDW-DSM
6h 40m2 stops
$340Southwest
Find Deal
Mon, Jun 3 - Wed, Jun 5
4:00 pm - 12:31 pmDSM-MDW
20h 31m2 stops
1:10 pm - 4:47 pmMDW-DSM
3h 37m1 stop
$408Delta
Find Deal
Sat, Sep 28 - Wed, Oct 2
7:20 am - 8:18 pmDSM-MDW
12h 58m2 stops
10:12 am - 10:29 pmMDW-DSM
12h 17m1 stop
$520Allegiant Air
Find Deal
Fri, Jun 14 - Sun, Jun 16

Flights from Des Moines to Midway - Travel Insights & Trends

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

Which airlines provide the cheapest flights from Des Moines to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Des Moines to Chicago Midway Airport found on KAYAK was with Delta for $138. Frontier proposed a round-trip connection from $242 and Southwest from $319.

Good to know

Cheapest flight

$138
Flight from Des Moines to Chicago Midway Airport

When to book flights from Des Moines to Midway

Are your dates flexible? Find out the best times to travel from Des Moines to Midway 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 Des Moines to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Des Moines to Chicago Midway Airport was $138 for a one-way ticket and $242 for a round-trip.

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

    A passport is not required to fly from Des Moines to Chicago Midway Airport.

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

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

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

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Des Moines to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Des Moines and Chicago Midway Airport.

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

    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 Des Moines to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Des Moines 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 Des Moines to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Des Moines with another airline. Booking your flights between Des Moines and MDW 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 Des Moines to Chicago Midway Airport?

    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 Chicago Midway Airport from Des Moines up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Des Moines to Midway

 
See real verified KAYAK customer reviews for airlines flying from Des Moines to Chicago. 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 Des Moines to Midway? 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
DeltaOverall score based on 10673 reviews
7.4Food
8.2Boarding
7.9Comfort
8.0Entertainment
8.6Crew
Airline reviews

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

4.0 OkayReginald, May 2024MCI - LGA
Read more about Delta reviews

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Book cheap flights from Des Moines to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Des Moines to Chicago found on KAYAK in the last 72 hours.
6/11Tue
1 stopDelta
6h 11mDSM-MDW
$138
6/7Fri
1 stopFrontier
20h 20mDSM-MDW
$139
6/14Fri
1 stopFrontier
20h 20mDSM-MDW
$141
5/25Sat
1 stopFrontier
13h 21mDSM-MDW
$180
5/27Mon
1 stopFrontier
16h 07mDSM-MDW
$183
5/22Wed
1 stopDelta
5h 02mDSM-MDW
$258
6/14Fri
2 stopsAllegiant Air
12h 58mDSM-MDW
$270
5/31Fri
2 stopsAllegiant Air
12h 13mDSM-MDW
$365
5/22Wed
3 stopsWestJet
24h 58mDSM-MDW
$559
5/21Tue
3 stopsWestJet
20h 26mDSM-MDW
$700

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Last minute flights from Des Moines to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Des Moines to Chicago that are departing in the next 10 days.
5/20Mon
multi-stopDelta
6h 10mDSM-MDW
5/31Fri
multi-stopDelta
3h 39mMDW-DSM
$648
5/17Fri
multi-stopDelta
6h 10mDSM-MDW
5/19Sun
multi-stopDelta
6h 38mMDW-DSM
$768
5/17Fri
multi-stopDelta
5h 02mDSM-MDW
5/20Mon
multi-stopDelta
3h 39mMDW-DSM
$858
5/18Sat
multi-stopDelta
3h 53mDSM-MDW
5/21Tue
multi-stopDelta
3h 39mMDW-DSM
$888
5/17Fri
multi-stopDelta
6h 10mDSM-MDW
5/19Sun
multi-stopDelta
6h 38mMDW-DSM
$978
5/20Mon
multi-stopDelta
6h 10mDSM-MDW
5/20Mon
multi-stopDelta
3h 39mMDW-DSM
$1,018
5/17Fri
multi-stopWestJet
22h 58mDSM-MDW
5/20Mon
multi-stopWestJet
23h 46mMDW-DSM
$1,957

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Des Moines - Chicago Midway Airport Flights

Departure:

Des Moines (undefined)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Des Moines

Cabin classes: