$109 Find Cheap Flights from Chicago Midway Airport to Iowa - 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 Iowa departing on 8/29. 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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Cheap Flights from Midway to Iowa

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Des Moines
Des Moinesnonstop$237
Cedar Rapids
Cedar Rapids1 stop$269
Des Moines
Des Moinesnonstop$237
Cedar Rapids
Cedar Rapids1 stop$269

Book Cheap Midway to Iowa Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Iowa 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 Iowa

Wed, Sep 2 - Tue, Sep 22
Southwest Logo
8:20 pm - 9:45 pm
MDW
-
OMA
1h 25mnonstop
Southwest Logo
3:05 pm - 4:30 pm
OMA
-
MDW
1h 25mnonstop
$217Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
6:15 pm - 7:50 pm
MDW
-
OMA
1h 35mnonstop
Southwest Logo
3:25 pm - 4:50 pm
OMA
-
MDW
1h 25mnonstop
$217Southwest
Tue, Sep 15 - Tue, Sep 15
Southwest Logo
10:10 am - 11:40 am
MDW
-
OMA
1h 30mnonstop
Southwest Logo
3:05 pm - 4:30 pm
OMA
-
MDW
1h 25mnonstop
$217Southwest
Sat, Dec 12 - Sat, Jan 9
Southwest Logo
1:25 pm - 2:55 pm
MDW
-
OMA
1h 30mnonstop
Southwest Logo
12:30 pm - 1:55 pm
OMA
-
MDW
1h 25mnonstop
$217Southwest
Thu, Oct 8 - Mon, Oct 12
Southwest Logo
2:10 pm - 3:40 pm
MDW
-
OMA
1h 30mnonstop
Southwest Logo
4:00 pm - 5:25 pm
OMA
-
MDW
1h 25mnonstop
$217Southwest
Wed, Sep 16 - Sat, Sep 19
Southwest Logo
10:10 am - 11:40 am
MDW
-
OMA
1h 30mnonstop
Southwest Logo
12:30 pm - 1:50 pm
OMA
-
MDW
1h 20mnonstop
$217Southwest
Sat, Sep 12 - Sat, Sep 19
Southwest Logo
6:00 pm - 7:30 pm
MDW
-
DSM
1h 30mnonstop
Southwest Logo
12:10 pm - 1:30 pm
DSM
-
MDW
1h 20mnonstop
$237Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
10:10 am - 11:30 am
MDW
-
DSM
1h 20mnonstop
Southwest Logo
6:05 am - 7:25 am
DSM
-
MDW
1h 20mnonstop
$237Southwest
Thu, Dec 24 - Tue, Jan 5
Delta Logo
5:35 pm - 11:06 pm
MDW
-
OMA
5h 31m
1 stop
Delta Logo
6:20 am - 11:51 am
OMA
-
MDW
5h 31m
1 stop
$256Delta
Fri, Dec 25 - Tue, Jan 5
Delta Logo
5:35 pm - 11:06 pm
MDW
-
OMA
5h 31m
1 stop
Delta Logo
8:03 am - 11:51 am
OMA
-
MDW
3h 48m
1 stop
$256Delta
Booking Insights

KAYAK's insights & trends for Midway to Iowa flights

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

What is the cheapest Chicago Midway Airport to Iowa flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Iowa from Chicago Midway Airport found in the last 5 days was to Des Moines, at $273 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Des Moines (DSM), and the cheapest round-trip airline ticket found on this route in the last 5 days was $273.

What is the cheapest time of day to fly to Iowa?

The average price for all round-trip flights from Chicago Midway Airport to Iowa depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Iowa is generally at night, when round-trip flights cost $419 on average. The most expensive time of day to fly to Iowa is generally in the morning, which is peak travel time and where the average cost of a ticket is $442.

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

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 $301 on average.

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

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

Your flight ticket price will generally be cheaper if you fly to Iowa on a Wednesday and more expensive on a Monday. On your return trip to Chicago Midway Airport, you should consider flying back on a Wednesday, and avoid Saturdays for better deals.

Good to know

Cheapest flight

$109
Flight from Chicago Midway Airport to Omaha

FAQs - booking Iowa flights

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

    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 Iowa.

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

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

    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 from Chicago Midway Airport to Iowa with an airline and back with another airline.

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

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

Reviews of the top airline flying from Midway to Iowa

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Iowa. 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 Iowa? 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 4224 reviews
7.0Food
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
Airline reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

10.0 ExcellentDenis, Aug 2026
MDW - ATL
Read more Southwest reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

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.

Everything you need to know for your flight from Midway to Iowa

Information on your arrival and departure airports