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Cheap flights from Des Moines (DSM) to Midway (MDW) from $90

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/20. 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.
DSM — MDW
May 7 — May 141
From?
To?
Tue 5/7
Tue 5/14
1 adult, Economy
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What is the cheapest day to fly round-trip from Des Moines to Chicago Midway Airport?

Departing on a Thursday is a good option for securing a great price. You can expect to save up to 15% when planning your travel around this day of the week.

How far in advance should I book a flight from Des Moines to Chicago Midway Airport?

To save up to 113% on this flight, we recommend booking at least 59 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Des Moines to Chicago Midway Airport from $223 1-2 weeks out and tickets from $344 for flights departing within the next 72 hours.

What is the cheapest month to fly from Des Moines to Chicago Midway Airport?

August can be a great time to fly to Chicago Midway Airport from Des Moines with a flight ticket averaging about $244. Cheapflights users have found deals in the month of August for as cheap as $148. The most expensive prices can be found in the month of June.

When is the cheapest time to fly from Des Moines to Chicago Midway Airport (DSM - MDW)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Des Moines to Chicago Midway Airport as you normally would.

Cheap Frontier flights from Des Moines to Midway

Explore cheap flight options specifically provided by Frontier for the route between Des Moines and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,899,487 searches. Data last updated May 2, 2024.
Peruse some of the lowest-priced Frontier flights we've found from Des Moines to Chicago. Deals update often to give you more flight options matching your criteria
Wed 5/153:25 pmDSM - MDW
1 stop19h 44mFrontier
Sat 5/185:05 amMDW - DSM
1 stop15h 28mFrontier
Deal found 4/30$207
Wed 8/149:15 pmDSM - MDW
1 stop14h 37mFrontier
Wed 8/216:00 amMDW - DSM
1 stop14h 15mFrontier
Deal found 5/1$212
Mon 5/209:42 pmDSM - MDW
1 stop16h 07mFrontier
Fri 5/315:01 amMDW - DSM
1 stop15h 33mFrontier
Deal found 5/1$258
Sun 9/229:15 pmDSM - MDW
1 stop14h 37mFrontier
Sat 9/286:00 amMDW - DSM
1 stop14h 15mFrontier
Deal found 5/1$269
Thu 9/199:15 pmDSM - MDW
1 stop14h 37mFrontier
Sun 9/226:00 amMDW - DSM
1 stop14h 15mFrontier
Deal found 4/30$271
Mon 5/209:42 pmDSM - MDW
1 stop19h 30mFrontier
Fri 5/315:01 amMDW - DSM
1 stop15h 33mFrontier
Deal found 4/30$278
Fri 5/179:34 pmDSM - MDW
1 stop23h 32mFrontier
Sun 5/1910:49 pmMDW - DSM
1 stop21h 53mFrontier
Deal found 4/30$299
Fri 5/319:34 pmDSM - MDW
1 stop23h 32mFrontier
Mon 6/35:01 amMDW - DSM
1 stop15h 41mFrontier
Deal found 5/1$301
Sat 6/159:21 pmDSM - MDW
1 stop13h 52mFrontier
Tue 6/182:06 pmMDW - DSM
1 stop25h 16mFrontier
Deal found 4/30$331

Cheap Southwest flights from Des Moines to Midway

Explore cheap flight options specifically provided by Southwest for the route between Des Moines and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,899,487 searches. Data last updated May 2, 2024.
Browse through some of the cheapest Southwest flights traveling from Des Moines to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.
Sun 6/26:10 amDSM - MDW
1 stop4h 55mSouthwest
Wed 6/57:00 pmMDW - DSM
1 stop5h 15mSouthwest
Deal found 5/1$296
Thu 6/204:10 pmDSM - MDW
1 stop7h 40mSouthwest
Fri 6/286:00 pmMDW - DSM
1 stop5h 50mSouthwest
Deal found 4/30$318
Sun 6/26:10 amDSM - MDW
1 stop4h 55mSouthwest
Wed 6/58:45 amMDW - DSM
3 stops14h 15mSouthwest
Deal found 5/1$367
Thu 6/205:45 amDSM - MDW
1 stop7h 15mSouthwest
Fri 6/286:00 amMDW - DSM
2 stops9h 25mSouthwest
Deal found 5/1$371

Cheap Des Moines to Midway flights in May & June 2024

Find cheap flight options from Des Moines to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,899,487 searches. Prices were last updated on May 2, 2024.
Scroll through some of the best deals on flights from Des Moines to Chicago in 2024. Check back in a little while for more flight options.
Mon 5/209:42 pmDSM - MDW
1 stop16h 07mFrontier
Fri 5/315:01 amMDW - DSM
1 stop15h 33mFrontier
Deal found 5/1$258
Wed 5/224:15 pmDSM - MDW
1 stop18h 54mFrontier
Fri 5/245:01 amMDW - DSM
1 stop15h 33mFrontier
Deal found 5/1$270
Fri 5/179:34 pmDSM - MDW
1 stop13h 39mFrontier
Sun 5/1910:49 pmMDW - DSM
1 stop21h 53mFrontier
Deal found 5/1$277
Fri 5/179:34 pmDSM - MDW
1 stop23h 32mFrontier
Sun 5/1910:49 pmMDW - DSM
1 stop21h 53mFrontier
Deal found 4/30$299
Fri 5/319:34 pmDSM - MDW
1 stop23h 32mFrontier
Mon 6/35:01 amMDW - DSM
1 stop15h 41mFrontier
Deal found 5/1$301
Fri 5/319:34 pmDSM - MDW
1 stop13h 39mFrontier
Sun 6/210:49 pmMDW - DSM
1 stop21h 53mFrontier
Deal found 5/1$341
Sat 5/117:05 amDSM - MDW
1 stop3h 57mDelta
Wed 5/151:21 pmMDW - DSM
1 stop3h 39mDelta
Deal found 5/1$349
Sat 5/43:13 pmDSM - MDW
1 stop17h 18mFrontier
Sun 5/510:27 pmMDW - DSM
1 stop16h 49mFrontier
Deal found 5/1$352
Fri 5/249:34 pmDSM - MDW
1 stop13h 39mFrontier
Tue 5/282:45 pmMDW - DSM
1 stop24h 30mFrontier
Deal found 5/1$373

Des Moines to Midway 2024 flight deals

Discover exclusive flight deals for travel between Des Moines and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,899,487 searches. Data last updated May 2, 2024.
Scroll through some of the best deals on flights from Des Moines to Chicago in 2024. Check back in a little while for more flight options.
Thu 9/129:15 pmDSM - MDW
1 stop14h 37mFrontier
Sun 9/156:00 amMDW - DSM
1 stop14h 15mFrontier
Deal found 5/2$206
Wed 8/149:15 pmDSM - MDW
1 stop14h 37mFrontier
Wed 8/216:00 amMDW - DSM
1 stop14h 15mFrontier
Deal found 5/1$212
Mon 5/209:42 pmDSM - MDW
1 stop16h 07mFrontier
Fri 5/315:01 amMDW - DSM
1 stop15h 33mFrontier
Deal found 5/1$258
Sat 6/19:48 pmDSM - MDW
1 stop13h 21mFrontier
Tue 6/42:45 pmMDW - DSM
1 stop17h 34mFrontier
Deal found 5/1$266
Sun 9/229:15 pmDSM - MDW
1 stop14h 37mFrontier
Sat 9/286:00 amMDW - DSM
1 stop14h 15mFrontier
Deal found 5/1$269
Wed 5/224:15 pmDSM - MDW
1 stop18h 54mFrontier
Fri 5/245:01 amMDW - DSM
1 stop15h 33mFrontier
Deal found 5/1$270
Fri 5/179:34 pmDSM - MDW
1 stop13h 39mFrontier
Sun 5/1910:49 pmMDW - DSM
1 stop21h 53mFrontier
Deal found 5/1$277
Sun 6/26:10 amDSM - MDW
1 stop4h 55mSouthwest
Wed 6/54:20 pmMDW - DSM
1 stop7h 55mSouthwest
Deal found 5/1$296
Sat 6/17:05 amDSM - MDW
1 stop3h 57mDelta
Sat 6/15:00 pmMDW - DSM
1 stop3h 53mDelta
Deal found 4/30$298

Des Moines to Midway flights leaving soon

Find last-minute flight options from Des Moines to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,899,487 searches. Data last updated May 2, 2024.
Users seeking a last-minute flight from Des Moines to Chicago should consider booking one of these fares. It's wise to confirm all flight details are correct before booking.
Sat 5/117:05 amDSM - MDW
1 stop3h 57mDelta
Wed 5/151:21 pmMDW - DSM
1 stop3h 39mDelta
Deal found 5/1$349
Fri 5/106:30 amDSM - MDW
1 stop6h 10mDelta
Mon 5/132:15 pmMDW - DSM
1 stop6h 38mDelta
Deal found 5/1$380
Sat 5/117:05 amDSM - MDW
1 stop3h 57mDelta
Wed 5/159:46 amMDW - DSM
1 stop6h 43mDelta
Deal found 4/30$444
Sat 5/117:05 amDSM - MDW
1 stop3h 57mDelta
Wed 5/156:00 amMDW - DSM
2 stops11h 00mDelta
Deal found 5/1$528
Sat 5/1112:20 pmDSM - MDW
1 stop3h 53mDelta
Wed 5/158:45 amMDW - DSM
2 stops12h 41mDelta
Deal found 4/30$699

One-way flights to Midway from Des Moines

Search for one-way flight options from Des Moines to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,899,487 searches. Data last updated May 2, 2024.
Users in need of a one-way flight from Des Moines to Chicago can choose from these deals. Users can also find round-trip Des Moines to Chicago flights by using the search form above.
Mon 5/209:42 pmDSM - MDW
1 stop16h 07mFrontier
Deal found 5/1$90
Sat 5/189:33 pmDSM - MDW
1 stop13h 36mFrontier
Deal found 4/30$109
Thu 6/272:24 pmDSM - MDW
1 stop7h 21mFrontier
Deal found 5/1$129
Thu 8/299:15 pmDSM - MDW
1 stop14h 37mFrontier
Deal found 4/29$136
Wed 5/83:25 pmDSM - MDW
1 stop17h 11mFrontier
Deal found 4/30$139
Wed 5/294:15 pmDSM - MDW
1 stop18h 54mFrontier
Deal found 5/1$140
Fri 6/146:32 amDSM - MDW
1 stop6h 11mDelta
Deal found 5/1$159
Mon 5/64:06 pmDSM - MDW
1 stop19h 32mFrontier
Deal found 4/30$170
Fri 6/219:17 pmDSM - MDW
1 stop14h 30mFrontier
Deal found 4/30$179

Find flights from Des Moines to Midway within your budget

Customize your flight search to find flights from Des Moines to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,899,487 searches. Data last updated May 2, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$207 - $403

Route

Depart

Return

Price

Des MoinesChicago Midway

DSM - MDW

DSMMDW

Des Moines

Wed 5/15

1 stop19h 44m

Chicago Midway

Sat 5/18

1 stop15h 28m

$207

Des MoinesChicago Midway

DSM - MDW

DSMMDW

Des Moines

Wed 8/14

1 stop14h 37m

Chicago Midway

Wed 8/21

1 stop14h 15m

$212

Des MoinesChicago Midway

DSM - MDW

DSMMDW

Des Moines

Mon 5/20

1 stop16h 07m

Chicago Midway

Fri 5/31

1 stop15h 33m

$258

Des MoinesChicago Midway

DSM - MDW

DSMMDW

Des Moines

Sun 9/22

1 stop14h 37m

Chicago Midway

Sat 9/28

1 stop14h 15m

$269

Des MoinesChicago Midway

DSM - MDW

DSMMDW

Des Moines

Thu 9/19

1 stop14h 37m

Chicago Midway

Sun 9/22

1 stop14h 15m

$271

Des MoinesChicago Midway

DSM - MDW

DSMMDW

Des Moines

Sun 6/2

1 stop4h 55m

Chicago Midway

Wed 6/5

1 stop5h 15m

$296

Des MoinesChicago Midway

DSM - MDW

DSMMDW

Des Moines

Sat 6/1

1 stop3h 57m

Chicago Midway

Sat 6/1

1 stop3h 53m

$298

Des MoinesChicago Midway

DSM - MDW

DSMMDW

Des Moines

Thu 6/20

1 stop7h 40m

Chicago Midway

Fri 6/28

1 stop5h 50m

$318

Des MoinesChicago Midway

DSM - MDW

DSMMDW

Des Moines

Sun 10/20

1 stop6h 01m

Chicago Midway

Sat 10/26

1 stop4h 15m

$403

Flights are sorted by cheapest first

Deals found on 4/30

When is the cheapest time to fly from Des Moines to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Des Moines to Midway. Price data was last updated on April 28, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Des Moines to Chicago Midway Airport flight should consider departing on Thursday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated May 2, 2024.
Read through reviews of airlines operating flights from Des Moines to Chicago, such as Frontier, Southwest and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
6,121 reviews
Check prices

Comfort

8.1

Food

7.3

Crew

8.7

Entertainment

7.8

Overall

8.2

Boarding

8.3

Reviews

1 / 10

I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.

Southwest
8.2
Very good
6,121 reviews
Southwest
8.2
Very good
6,121 reviews
Check prices

Comfort

8.1

Food

7.3

Crew

8.7

Entertainment

7.8

Overall

8.2

Boarding

8.3

Reviews

1 / 10

I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.

Delta
8.1
Very good
10,874 reviews
Southwest
8.2
Very good
6,121 reviews
Check prices

Comfort

8.1

Food

7.3

Crew

8.7

Entertainment

7.8

Overall

8.2

Boarding

8.3

Reviews

1 / 10

I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.

WestJet
7.6
Good
2,970 reviews
Southwest
8.2
Very good
6,121 reviews
Check prices

Comfort

8.1

Food

7.3

Crew

8.7

Entertainment

7.8

Overall

8.2

Boarding

8.3

Reviews

1 / 10

I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.

Frontier
6.3
Okay
4,108 reviews
Southwest
8.2
Very good
6,121 reviews
Check prices

Comfort

8.1

Food

7.3

Crew

8.7

Entertainment

7.8

Overall

8.2

Boarding

8.3

Reviews

1 / 10

I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.

Related info for your journey

Find useful and relevant information for your journey from Des Moines to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Des Moines to Chicago Midway?

    If you book a flight to Chicago Midway from Des Moines, you will be flying from Des Moines, which is the city’s only airport. Des Moines (DSM) is located 3.6 mi from the center of Des Moines. There are 0 flights from Des Moines to Chicago Midway per day from 1 airline.

  • Can I find flights from Des Moines to Chicago Midway Airport for under $300 on Cheapflights?

    Yes, there are multiple flights from Des Moines to Chicago Midway Airport for under $300. The cheapest flight booked recently is on Frontier for just $207, but on average you can expect to pay $310.

  • Are there last-minute flights available from Des Moines to Chicago Midway Airport for under $400?

    There are currently 5+ open flights from Des Moines to Chicago Midway Airport within the next 7 days for less than $400.

  • What are the cheapest airlines to fly from Des Moines to Chicago Midway Airport one-way?

    $90 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Delta and WestJet, with prices starting from $159 and $1,504, respectively.

  • What does DSM to MDW mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Des Moines Airport to Chicago Midway Airport flight would often be abbreviated as a DSM to MDW flight.

  • Can I find deals for flights from Des Moines to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Des Moines to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Des Moines to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Des Moines to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Des Moines to Midway that include hotel bookings?

    Yes. In addition to deals on Des Moines to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Des Moines to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Des Moines to Midway.

  • Can I find deals for business class flights from Des Moines to Midway?

    Yes. Cheapflights offers flight deals from Des Moines to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Des Moines to Midway that allow pets onboard?

    Many airlines flying from Des Moines to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Des Moines to Midway?

    Yes, you can often find last-minute deals on Des Moines to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Des Moines to Chicago Midway Airport flight deals updated?

    The Des Moines to Chicago Midway Airport flight deals you see on this page were last updated on 5/2.

See more FAQs

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Alternative routes for Des Moines to Midway
See prices for flight routes from nearby airports that may be better suited for you.

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Top airline flying from Des Moines to Midway

Discover the top airline that operate flights from Des Moines to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,899,487 searches. Data last updated May 2, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$218Average$596FlexibilityNo cancel feeOn-timeN/A
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Search flights from Des Moines to Midway by cabin class

Find flights from Des Moines to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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How does Cheapflights help users find flights from Des Moines to Midway?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Des Moines to Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Des Moines to Midway?

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Can Cheapflights find flights from Des Moines to Midway with no change fees?

Yes, we can. To see specific flights from Des Moines to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Des Moines to Midway become cheaper?

Yes, Cheapflights offers price alerts on Des Moines to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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