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Cheap flights from Iowa to Chicago from $98

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Iowa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:00 am - 7:25 amDSM  Des Moines-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
9:35 pm - 11:05 pmMDW  Chicago Midway-DSM Des Moines
1h 30mnonstop
$195Southwest
Thu, Nov 19 - Mon, Nov 23
Southwest Logo
3:25 pm - 4:55 pmDSM  Des Moines-MDW Chicago Midway
1h 30mnonstop
Southwest Logo
10:05 am - 11:30 amMDW  Chicago Midway-DSM Des Moines
1h 25mnonstop
$195Southwest
Thu, Dec 10 - Thu, Dec 17
Southwest Logo
3:30 pm - 5:00 pmDSM  Des Moines-MDW Chicago Midway
1h 30mnonstop
Southwest Logo
10:05 am - 11:25 amMDW  Chicago Midway-DSM Des Moines
1h 20mnonstop
$195Southwest
Mon, Nov 16 - Tue, Nov 17
Southwest Logo
3:30 pm - 5:00 pmDSM  Des Moines-MDW Chicago Midway
1h 30mnonstop
Southwest Logo
9:35 pm - 11:05 pmMDW  Chicago Midway-DSM Des Moines
1h 30mnonstop
$195Southwest
Thu, Nov 19 - Mon, Nov 23
Southwest Logo
7:15 pm - 8:35 pmDSM  Des Moines-MDW Chicago Midway
1h 20mnonstop
Southwest Logo
8:40 pm - 10:05 pmMDW  Chicago Midway-DSM Des Moines
1h 25mnonstop
$195Southwest
Wed, Nov 25 - Wed, Dec 2
Southwest Logo
3:25 pm - 4:55 pmDSM  Des Moines-MDW Chicago Midway
1h 30mnonstop
Southwest Logo
10:05 am - 11:25 amMDW  Chicago Midway-DSM Des Moines
1h 20mnonstop
$195Southwest
Wed, Dec 9 - Wed, Dec 16
Delta Logo
6:41 am - 11:59 amDSM  Des Moines-MDW Chicago Midway
5h 18m1 stop Minneapolis St Paul
Delta Logo
5:30 pm - 9:31 pmMDW  Chicago Midway-DSM Des Moines
4h 01m1 stop Minneapolis St Paul
$215Delta
Sat, Dec 5 - Sat, Dec 5
Delta Logo
11:01 am - 4:50 pmDSM  Des Moines-MDW Chicago Midway
5h 49m1 stop Minneapolis St Paul
Delta Logo
5:30 pm - 9:31 pmMDW  Chicago Midway-DSM Des Moines
4h 01m1 stop Minneapolis St Paul
$256Delta
Fri, Dec 4 - Sat, Dec 5
Delta Logo
12:38 pm - 4:50 pmDSM  Des Moines-MDW Chicago Midway
4h 12m1 stop Minneapolis St Paul
Delta Logo
10:24 am - 4:11 pmMDW  Chicago Midway-DSM Des Moines
5h 47m1 stop Minneapolis St Paul
$256Delta
Sat, Dec 5 - Sun, Dec 6
Delta Logo
6:45 am - 11:50 amDSM  Des Moines-MDW Chicago Midway
5h 05m1 stop Minneapolis St Paul
Delta Logo
10:34 am - 2:08 pmMDW  Chicago Midway-DSM Des Moines
3h 34m1 stop Minneapolis St Paul
$256Delta
Thu, Nov 19 - Mon, Nov 23

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Delta flights from Iowa to Chicago Midway Airport

Our best Delta deals on Iowa to Chicago Midway Airport flight tickets
Delta
Nov 19
DSM6:45 amDes Moines
5h 05m
1 stop
MDW11:50 amChicago Midway
Nov 23
MDW10:34 amChicago Midway
3h 34m
1 stop
DSM2:08 pmDes Moines
$256
Delta
Nov 19
DSM6:45 amDes Moines
5h 05m
1 stop
MDW11:50 amChicago Midway
Nov 23
MDW10:34 amChicago Midway
3h 34m
1 stop
DSM2:08 pmDes Moines
$287
Delta
Dec 1
DSM11:01 amDes Moines
5h 49m
1 stop
MDW4:50 pmChicago Midway
Dec 17
MDW10:24 amChicago Midway
5h 47m
1 stop
DSM4:11 pmDes Moines
$297

Southwest flights from Iowa to Chicago Midway Airport

Our best Southwest deals on Iowa to Chicago Midway Airport flight tickets
Southwest
Nov 19
DSM3:30 pmDes Moines
1h 30m
MDW5:00 pmChicago Midway
Nov 23
MDW9:35 pmChicago Midway
1h 30m
DSM11:05 pmDes Moines
$195
Southwest
Nov 19
DSM3:30 pmDes Moines
1h 30m
MDW5:00 pmChicago Midway
Nov 23
MDW5:55 amChicago Midway
7h 15m
1 stop
DSM1:10 pmDes Moines
$205
Southwest
Nov 19
DSM6:00 amDes Moines
1h 25m
MDW7:25 amChicago Midway
Nov 23
MDW12:45 pmChicago Midway
9h 20m
2 stops
DSM10:05 pmDes Moines
$210

momondo Fare Finder

 
Use the filters below to find and compare flights from Iowa to Chicago Midway Airport that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Thu 11/19

6:00 am-7:25 am

Nonstop1h 25m

Chicago Midway

Mon 11/23

9:35 pm-11:05 pm

Nonstop1h 30m

$195

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Thu 12/10

3:25 pm-4:55 pm

Nonstop1h 30m

Chicago Midway

Thu 12/17

10:05 am-11:30 am

Nonstop1h 25m

$195

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Mon 11/16

3:30 pm-5:00 pm

Nonstop1h 30m

Chicago Midway

Tue 11/17

10:05 am-11:25 am

Nonstop1h 20m

$195

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Thu 11/19

3:30 pm-5:00 pm

Nonstop1h 30m

Chicago Midway

Mon 11/23

9:35 pm-11:05 pm

Nonstop1h 30m

$195
Quickest round-trip

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Wed 11/25

7:15 pm-8:35 pm

Nonstop1h 20m

Chicago Midway

Wed 12/2

8:40 pm-10:05 pm

Nonstop1h 25m

$195

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Wed 12/9

3:25 pm-4:55 pm

Nonstop1h 30m

Chicago Midway

Wed 12/16

10:05 am-11:25 am

Nonstop1h 20m

$195

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Sat 12/5

6:41 am-11:59 am

1 stop5h 18m

Chicago Midway

Sat 12/5

5:30 pm-9:31 pm

1 stop4h 01m

$215

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Fri 12/4

11:01 am-4:50 pm

1 stop5h 49m

Chicago Midway

Sat 12/5

5:30 pm-9:31 pm

1 stop4h 01m

$256

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Sat 12/5

12:38 pm-4:50 pm

1 stop4h 12m

Chicago Midway

Sun 12/6

10:24 am-4:11 pm

1 stop5h 47m

$256

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Thu 11/19

6:45 am-11:50 am

1 stop5h 05m

Chicago Midway

Mon 11/23

10:34 am-2:08 pm

1 stop3h 34m

$256

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Iowa 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

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

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Iowa. The lowest ticket price found for a Wednesday departure recently was $387. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Iowa because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $477.

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

Flying to Chicago Midway Airport from Iowa in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $425 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $622. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Iowa to Chicago Midway flight route?

Fly from Des Moines to Chicago Midway for the best Iowa - Chicago Midway flight prices

What cabin class options are available on Iowa to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Iowa to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Iowa to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Iowa to Chicago Midway Airport.

Cheap Iowa to Chicago Midway Airport flight deals and tips

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

Best Price Found

$98

Fastest flight time

1h 20m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Iowa in the past 72 hours is $98. The best round-trip flight deal from Iowa to Chicago Midway Airport found on momondo in the last 72 hours is $195.
The fastest flight from Iowa to Chicago Midway Airport takes 1h 20m
Direct flights go from Iowa to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Iowa to Chicago Midway Airport

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

    Prices for flights from Iowa to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Iowa to Chicago Midway Airport?

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Iowa to Chicago Midway Airport.

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

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Iowa to Chicago Midway Airport?

Best airlines flying from Iowa to Chicago Midway Airport

Compare and see reviews for airlines that fly from Iowa to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $283Free CancellationRating
7.9
4,217 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Lansing
Saint Joseph
Benton Harbor
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

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

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

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

Yes. momondo enables you to select and highlight flights to Chicago from Iowa with this policy.

How can momondo help me find flights from Iowa to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Iowa.

I’m not ready to book a flight from Iowa to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Iowa to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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