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Cheap flights from Iowa to Chicago from $82

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Iowa to Chicago departing on 5/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Iowa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:16 pm - 8:43 pm
DSM
-
ORD
6h 27m
1 stop
Multiple Airlines Logo
7:52 pm - 10:52 pm
ORD
-
DSM
27h 00m
1 stop
$190Multiple Airlines
Wed, Jun 10 - Sat, Jun 27
United Airlines Logo
2:32 pm - 4:00 pm
MCW
-
ORD
1h 28mnonstop
United Airlines Logo
4:45 pm - 6:16 pm
ORD
-
MCW
1h 31mnonstop
$202United Airlines
Sat, May 9 - Sun, May 10
Frontier Logo
8:19 pm - 11:01 pm
OMA
-
ORD
26h 42m
2 stops
Frontier Logo
9:37 pm - 7:34 pm
ORD
-
OMA
21h 57m
1 stop
$225Frontier
Fri, May 15 - Wed, May 20
American Airlines Logo
6:36 pm - 8:11 pm
LSE
-
ORD
1h 35mnonstop
American Airlines Logo
10:33 pm - 11:54 pm
ORD
-
LSE
1h 21mnonstop
$229American Airlines
Sun, May 10 - Sun, May 17
Frontier Logo
8:19 pm - 8:32 pm
OMA
-
ORD
24h 13m
1 stop
Frontier Logo
9:37 pm - 7:34 pm
ORD
-
OMA
21h 57m
1 stop
$238Frontier
Fri, May 15 - Wed, May 20
American Airlines Logo
5:32 pm - 7:13 pm
LSE
-
ORD
1h 41mnonstop
American Airlines Logo
10:38 pm - 11:57 pm
ORD
-
LSE
1h 19mnonstop
$239American Airlines
Thu, Jun 25 - Sun, Jun 28
Delta Logo
11:59 am - 5:56 pm
CID
-
MDW
5h 57m
1 stop
Delta Logo
9:23 am - 3:31 pm
MDW
-
CID
6h 08m
1 stop
$259Delta
Sat, May 23 - Sun, May 24
Southwest Logo
3:15 pm - 4:35 pm
DSM
-
MDW
1h 20mnonstop
Southwest Logo
8:50 pm - 10:10 pm
MDW
-
DSM
1h 20mnonstop
$269Southwest
Tue, May 12 - Tue, May 19
Delta Logo
12:34 pm - 6:36 pm
CID
-
MDW
6h 02m
1 stop
Delta Logo
7:13 pm - 11:07 pm
MDW
-
CID
3h 54m
1 stop
$274Delta
Wed, May 6 - Sat, May 9
Southwest Logo
5:30 am - 6:55 am
OMA
-
MDW
1h 25mnonstop
Southwest Logo
10:15 am - 11:45 am
MDW
-
OMA
1h 30mnonstop
$275Southwest
Tue, May 5 - Wed, May 6

American Airlines flights from Iowa to Chicago

Our best American Airlines deals on Iowa to Chicago flight tickets
American Airlines
May 10
LSE6:36 pmLa Crosse
1h 35m
ORD8:11 pmChicago O'Hare Intl
May 17
ORD10:33 pmChicago O'Hare Intl
1h 21m
LSE11:54 pmLa Crosse
$229
American Airlines
Jun 25
LSE5:32 pmLa Crosse
1h 41m
ORD7:13 pmChicago O'Hare Intl
Jun 28
ORD10:38 pmChicago O'Hare Intl
1h 19m
LSE11:57 pmLa Crosse
$239
American Airlines
May 31
MLI6:00 amMoline Quad-City
1h 20m
ORD7:20 amChicago O'Hare Intl
Jun 7
ORD10:41 pmChicago O'Hare Intl
1h 11m
MLI11:52 pmMoline Quad-City
$240

Frontier flights from Iowa to Chicago

Our best Frontier deals on Iowa to Chicago flight tickets
Frontier
Apr 24
OMA4:04 pmOmaha Eppley Airfield
6h 35m
1 stop
ORD10:39 pmChicago O'Hare Intl
Apr 27
ORD5:50 amChicago O'Hare Intl
9h 34m
1 stop
OMA3:24 pmOmaha Eppley Airfield
$222
Frontier
May 15
OMA8:19 pmOmaha Eppley Airfield
26h 42m
2 stops
ORD11:01 pmChicago O'Hare Intl
May 20
ORD9:37 pmChicago O'Hare Intl
21h 57m
1 stop
OMA7:34 pmOmaha Eppley Airfield
$225
Frontier
May 15
OMA8:19 pmOmaha Eppley Airfield
24h 13m
1 stop
ORD8:32 pmChicago O'Hare Intl
May 20
ORD9:37 pmChicago O'Hare Intl
21h 57m
1 stop
OMA7:34 pmOmaha Eppley Airfield
$238

momondo Fare Finder

 
Customize your flight search to find flights from Iowa to Chicago 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, momondo users made 832,500 searches. Data last updated April 18, 2026.
Use the filters below to find and compare flights from Iowa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Wed 6/10

2:16 pm-8:43 pm

1 stop6h 27m

Chicago O'Hare Intl

Sat 6/27

7:52 pm-10:52 pm

1 stop27h 00m

$190

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Sat 5/9

2:32 pm-4:00 pm

Nonstop1h 28m

Chicago O'Hare Intl

Sun 5/10

4:45 pm-6:16 pm

Nonstop1h 31m

$202

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Fri 5/15

8:19 pm-11:01 pm

2 stops26h 42m

Chicago O'Hare Intl

Wed 5/20

9:37 pm-7:34 pm

1 stop21h 57m

$225

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Sun 5/10

6:36 pm-8:11 pm

Nonstop1h 35m

Chicago O'Hare Intl

Sun 5/17

10:33 pm-11:54 pm

Nonstop1h 21m

$229

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Fri 5/15

8:19 pm-8:32 pm

1 stop24h 13m

Chicago O'Hare Intl

Wed 5/20

9:37 pm-7:34 pm

1 stop21h 57m

$238

La CrosseChicago

LSE - ORD

LSEORD

La Crosse

Thu 6/25

5:32 pm-7:13 pm

Nonstop1h 41m

Chicago O'Hare Intl

Sun 6/28

10:38 pm-11:57 pm

Nonstop1h 19m

$239

Cedar RapidsChicago

CID - MDW

CIDMDW

Cedar Rapids

Sat 5/23

11:59 am-5:56 pm

1 stop5h 57m

Chicago Midway

Sun 5/24

9:23 am-3:31 pm

1 stop6h 08m

$259
Quickest round-trip

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Tue 5/12

3:15 pm-4:35 pm

Nonstop1h 20m

Chicago Midway

Tue 5/19

8:50 pm-10:10 pm

Nonstop1h 20m

$269

Cedar RapidsChicago

CID - MDW

CIDMDW

Cedar Rapids

Wed 5/6

12:34 pm-6:36 pm

1 stop6h 02m

Chicago Midway

Sat 5/9

7:13 pm-11:07 pm

1 stop3h 54m

$274

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Tue 5/5

5:30 am-6:55 am

Nonstop1h 25m

Chicago Midway

Wed 5/6

10:15 am-11:45 am

Nonstop1h 30m

$275

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

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 month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Iowa, with most prices found around $208. If you’re not able to fly to Chicago in September, then October is your next best option. Flight prices from Iowa to Chicago during October average around $224.

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

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $518. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Iowa to Chicago for around $739.

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Iowa to Chicago during this time can be as low as $508. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $950.

What is the cheapest Iowa to Chicago flight route?

Fly from Burlington to Chicago O'Hare Intl for the best Iowa - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Iowa when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $281 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Iowa for as low as $169 on momondo.

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

There are 4 cabin classes available to choose from on Iowa to Chicago 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 flights?

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

Cheap Iowa to Chicago flight deals and tips

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

Best Price Found

$180

Fastest flight time

0h 50m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Iowa in the past 72 hours is $180. The best round-trip flight deal from Iowa to Chicago found on momondo in the last 72 hours is $218.
The fastest flight from Iowa to Chicago takes 0h 50m
Direct flights go from Iowa to Chicago every day.
There are 3 airports in Chicago. From Iowa there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

Frequently asked questions about flying from Iowa to Chicago

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

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Iowa to Chicago.

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

    The necessary travel and health documents for your Chicago 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?

Best airlines flying from Iowa to Chicago

Compare and see reviews for airlines that fly from Iowa to Chicago with momondo
Airline
Rating
Free Cancellation
Price
ContourPriceFrom $59Free CancellationRating
7.6
42 reviews
Search Contour flights
American AirlinesPriceFrom $148Free CancellationRating
7.1
11,604 reviews
Search American Airlines flights
Denver Air ConnectionPriceFrom $168Free CancellationRating
8.1
24 reviews
Search Denver Air Connection flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,605 reviews
Search United Airlines flights

Traveling to a place near Chicago?

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

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Iowa.

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

Flights from Iowa to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Iowa to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Chicago from Iowa. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport