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Cheap flights from Iowa to Chicago from $109

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
12:25 pm - 7:35 pmOMA  Omaha Eppley Airfield-MDW Chicago Midway
7h 10m1 stop Washington, D.C. Reagan-National
Southwest Logo
8:50 pm - 10:25 pmMDW  Chicago Midway-OMA Omaha Eppley Airfield
1h 35mnonstop
$227Southwest
Wed, Oct 21 - Wed, Oct 28
Southwest Logo
3:45 pm - 5:10 pmOMA  Omaha Eppley Airfield-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
11:35 am - 6:35 pmMDW  Chicago Midway-OMA Omaha Eppley Airfield
7h 00m1 stop Washington, D.C. Reagan-National
$227Southwest
Tue, Oct 20 - Tue, Oct 27
Southwest Logo
5:05 am - 6:30 amOMA  Omaha Eppley Airfield-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
6:05 am - 1:10 pmMDW  Chicago Midway-OMA Omaha Eppley Airfield
7h 05m1 stop Denver Intl
$227Southwest
Mon, Oct 19 - Wed, Oct 21
Southwest Logo
5:05 am - 6:30 amOMA  Omaha Eppley Airfield-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
4:30 pm - 10:10 pmMDW  Chicago Midway-OMA Omaha Eppley Airfield
5h 40m1 stop Lambert-St Louis
$227Southwest
Mon, Oct 12 - Tue, Oct 13
Southwest Logo
10:30 am - 11:55 amOMA  Omaha Eppley Airfield-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
5:50 pm - 11:10 pmMDW  Chicago Midway-OMA Omaha Eppley Airfield
5h 20m1 stop Lambert-St Louis
$227Southwest
Thu, Oct 1 - Mon, Oct 5
Southwest Logo
2:25 pm - 8:00 pmOMA  Omaha Eppley Airfield-MDW Chicago Midway
5h 35m1 stop Houston Hobby
Southwest Logo
3:50 pm - 5:20 pmMDW  Chicago Midway-OMA Omaha Eppley Airfield
1h 30mnonstop
$227Southwest
Sat, Oct 17 - Thu, Oct 22
Southwest Logo
2:25 pm - 8:00 pmOMA  Omaha Eppley Airfield-MDW Chicago Midway
5h 35m1 stop Houston Hobby
Southwest Logo
8:50 pm - 10:25 pmMDW  Chicago Midway-OMA Omaha Eppley Airfield
1h 35mnonstop
$227Southwest
Sat, Oct 17 - Tue, Oct 20
Southwest Logo
7:20 pm - 12:20 amOMA  Omaha Eppley Airfield-MDW Chicago Midway
5h 00m1 stop Denver Intl
Southwest Logo
2:10 pm - 3:40 pmMDW  Chicago Midway-OMA Omaha Eppley Airfield
1h 30mnonstop
$227Southwest
Mon, Oct 19 - Thu, Oct 22
Delta Logo
8:14 am - 11:50 amOMA  Omaha Eppley Airfield-MDW Chicago Midway
3h 36m1 stop Minneapolis St Paul
Delta Logo
12:30 pm - 5:29 pmMDW  Chicago Midway-OMA Omaha Eppley Airfield
4h 59m1 stop Minneapolis St Paul
$266Delta
Wed, Nov 11 - Fri, Nov 13
Delta Logo
10:58 am - 4:47 pmOMA  Omaha Eppley Airfield-MDW Chicago Midway
5h 49m1 stop Minneapolis St Paul
Delta Logo
12:27 pm - 5:20 pmMDW  Chicago Midway-OMA Omaha Eppley Airfield
4h 53m1 stop Minneapolis St Paul
$298Delta
Wed, Oct 21 - Wed, Oct 28

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Southwest flights from Iowa to Chicago Midway Airport

Our best Southwest deals on Iowa to Chicago Midway Airport flight tickets
Southwest
Oct 7
OMA5:40 pmOmaha Eppley Airfield
6h 10m
1 stop
MDW11:50 pmChicago Midway
Oct 8
MDW2:10 pmChicago Midway
1h 30m
OMA3:40 pmOmaha Eppley Airfield
$227
Southwest
Oct 24
OMA6:30 amOmaha Eppley Airfield
9h 30m
2 stops
MDW4:00 pmChicago Midway
Oct 31
MDW12:50 pmChicago Midway
1h 30m
OMA2:20 pmOmaha Eppley Airfield
$232
Southwest
Oct 3
OMA2:55 pmOmaha Eppley Airfield
2h 50m
1 stop
MDW5:45 pmChicago Midway
Oct 6
MDW11:35 amChicago Midway
7h 00m
1 stop
OMA6:35 pmOmaha Eppley Airfield
$237

Delta flights from Iowa to Chicago Midway Airport

Our best Delta deals on Iowa to Chicago Midway Airport flight tickets
Delta
Oct 29
DSM6:55 amDes Moines
4h 52m
1 stop
MDW11:47 amChicago Midway
Nov 5
MDW10:12 amChicago Midway
4h 13m
1 stop
DSM2:25 pmDes Moines
$277
Delta
Dec 1
CID11:00 amCedar Rapids
5h 50m
1 stop
MDW4:50 pmChicago Midway
Dec 5
MDW10:24 amChicago Midway
5h 57m
1 stop
CID4:21 pmCedar Rapids
$309
Delta
Oct 29
DSM6:55 amDes Moines
4h 52m
1 stop
MDW11:47 amChicago Midway
Nov 5
MDW10:12 amChicago Midway
4h 13m
1 stop
DSM2:25 pmDes Moines
$349

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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Price

Cheapest round-trip

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Wed 10/21

12:25 pm-7:35 pm

1 stop7h 10m

Chicago Midway

Wed 10/28

8:50 pm-10:25 pm

Nonstop1h 35m

$227

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Tue 10/20

3:45 pm-5:10 pm

Nonstop1h 25m

Chicago Midway

Tue 10/27

11:35 am-6:35 pm

1 stop7h 00m

$227

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Mon 10/19

5:05 am-6:30 am

Nonstop1h 25m

Chicago Midway

Wed 10/21

6:05 am-1:10 pm

1 stop7h 05m

$227

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Mon 10/12

5:05 am-6:30 am

Nonstop1h 25m

Chicago Midway

Tue 10/13

4:30 pm-10:10 pm

1 stop5h 40m

$227

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Thu 10/1

10:30 am-11:55 am

Nonstop1h 25m

Chicago Midway

Mon 10/5

5:50 pm-11:10 pm

1 stop5h 20m

$227

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Sat 10/17

2:25 pm-8:00 pm

1 stop5h 35m

Chicago Midway

Thu 10/22

3:50 pm-5:20 pm

Nonstop1h 30m

$227

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Sat 10/17

2:25 pm-8:00 pm

1 stop5h 35m

Chicago Midway

Tue 10/20

8:50 pm-10:25 pm

Nonstop1h 35m

$227
Quickest round-trip

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Mon 10/19

7:20 pm-12:20 am

1 stop5h 00m

Chicago Midway

Thu 10/22

2:10 pm-3:40 pm

Nonstop1h 30m

$227

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Wed 11/11

8:14 am-11:50 am

1 stop3h 36m

Chicago Midway

Fri 11/13

12:30 pm-5:29 pm

1 stop4h 59m

$266

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Wed 10/21

10:58 am-4:47 pm

1 stop5h 49m

Chicago Midway

Wed 10/28

12:27 pm-5:20 pm

1 stop4h 53m

$298

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 $471.

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

Flying to Chicago Midway Airport from Iowa at noon is the least expensive time of day to depart. momondo users have found prices as low as $392 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $451. 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?

You could potentially save up to 22% on your flight if you consider stops on a Iowa to Chicago Midway Airport flight.

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

$109

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 $109. The best round-trip flight deal from Iowa to Chicago Midway Airport found on momondo in the last 72 hours is $227.
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?

Traveling to a place near Chicago?

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