Cheap flights from Iowa to Chicago from $42

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 3/7. 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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Enter your travel dates to find the best prices.
Contour Logo
4:20 pm - 5:45 pm
BRL
-
ORD
1h 25mnonstop
Contour Logo
10:50 am - 12:10 pm
ORD
-
BRL
1h 20mnonstop
$87Contour
Fri, Mar 13 - Sun, Mar 15
Contour Logo
4:20 pm - 5:45 pm
BRL
-
ORD
1h 25mnonstop
Contour Logo
10:50 am - 12:10 pm
ORD
-
BRL
1h 20mnonstop
$88Contour
Wed, Mar 11 - Sat, Mar 14
United Airlines Logo
8:04 am - 9:36 am
DSM
-
ORD
1h 32mnonstop
United Airlines Logo
9:25 pm - 11:02 pm
ORD
-
DSM
1h 37mnonstop
$155United Airlines
Sat, Apr 11 - Tue, Apr 14
American Airlines Logo
8:03 pm - 9:46 pm
DSM
-
ORD
1h 43mnonstop
American Airlines Logo
10:29 pm - 11:49 pm
ORD
-
DSM
1h 20mnonstop
$156American Airlines
Thu, Apr 9 - Mon, Apr 13
United Airlines Logo
7:04 pm - 8:38 pm
DSM
-
ORD
1h 34mnonstop
United Airlines Logo
7:55 pm - 9:27 pm
ORD
-
DSM
1h 32mnonstop
$163United Airlines
Mon, Apr 6 - Fri, Apr 10
American Airlines Logo
5:00 am - 6:29 am
DSM
-
ORD
1h 29mnonstop
American Airlines Logo
4:54 pm - 6:19 pm
ORD
-
DSM
1h 25mnonstop
$164American Airlines
Wed, Apr 1 - Sat, Apr 4
Southwest Logo
4:20 pm - 5:40 pm
DSM
-
MDW
1h 20mnonstop
Southwest Logo
10:20 am - 11:45 am
MDW
-
DSM
1h 25mnonstop
$168Southwest
Thu, Apr 9 - Mon, Apr 13
Southwest Logo
5:35 am - 6:55 am
DSM
-
MDW
1h 20mnonstop
Southwest Logo
10:05 am - 11:30 am
MDW
-
DSM
1h 25mnonstop
$174Southwest
Sat, Apr 18 - Sat, Apr 18
Delta Logo
6:15 am - 12:29 pm
DSM
-
MDW
6h 14m
1 stop
Delta Logo
9:46 am - 3:41 pm
MDW
-
DSM
5h 55m
1 stop
$175Delta
Sat, Apr 11 - Sat, Apr 18
Delta Logo
6:15 am - 1:24 pm
DSM
-
ORD
7h 09m
1 stop
Delta Logo
6:25 am - 10:16 am
ORD
-
DSM
3h 51m
1 stop
$175Delta
Sat, Apr 11 - Sat, Apr 18

Contour flights from Iowa to Chicago

Our best Contour deals on Iowa to Chicago flight tickets
Contour
Mar 13
BRL4:20 pmBurlington
1h 25m
ORD5:45 pmChicago O'Hare Intl
Mar 15
ORD10:50 amChicago O'Hare Intl
1h 20m
BRL12:10 pmBurlington
$87
Contour
Mar 12
BRL8:45 amBurlington
1h 25m
ORD10:10 amChicago O'Hare Intl
Mar 18
ORD6:25 pmChicago O'Hare Intl
1h 20m
BRL7:45 pmBurlington
$88
Contour
Mar 15
BRL4:20 pmBurlington
1h 25m
ORD5:45 pmChicago O'Hare Intl
Mar 19
ORD6:25 pmChicago O'Hare Intl
1h 20m
BRL7:45 pmBurlington
$89

Frontier flights from Iowa to Chicago

Our best Frontier deals on Iowa to Chicago flight tickets
Frontier
Apr 10
OMA1:54 pmOmaha Eppley Airfield
8h 45m
1 stop
ORD10:39 pmChicago O'Hare Intl
Apr 13
ORD5:15 amChicago O'Hare Intl
7h 54m
1 stop
OMA1:09 pmOmaha Eppley Airfield
$181
Frontier
Apr 16
OMA8:58 pmOmaha Eppley Airfield
12h 52m
1 stop
ORD9:50 amChicago O'Hare Intl
May 3
ORD10:50 amChicago O'Hare Intl
9h 23m
1 stop
OMA8:13 pmOmaha Eppley Airfield
$195
Frontier
Apr 16
OMA8:58 pmOmaha Eppley Airfield
25h 41m
2 stops
ORD10:39 pmChicago O'Hare Intl
May 3
ORD10:50 amChicago O'Hare Intl
9h 23m
1 stop
OMA8:13 pmOmaha Eppley Airfield
$202

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 March 1, 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

BurlingtonChicago

BRL - ORD

BRLORD

Burlington

Fri 3/13

4:20 pm-5:45 pm

Nonstop1h 25m

Chicago O'Hare Intl

Sun 3/15

10:50 am-12:10 pm

Nonstop1h 20m

$87

BurlingtonChicago

BRL - ORD

BRLORD

Burlington

Wed 3/11

4:20 pm-5:45 pm

Nonstop1h 25m

Chicago O'Hare Intl

Sat 3/14

10:50 am-12:10 pm

Nonstop1h 20m

$88

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Sat 4/11

8:04 am-9:36 am

Nonstop1h 32m

Chicago O'Hare Intl

Tue 4/14

9:25 pm-11:02 pm

Nonstop1h 37m

$155

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Thu 4/9

8:03 pm-9:46 pm

Nonstop1h 43m

Chicago O'Hare Intl

Mon 4/13

10:29 pm-11:49 pm

Nonstop1h 20m

$156

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Mon 4/6

7:04 pm-8:38 pm

Nonstop1h 34m

Chicago O'Hare Intl

Fri 4/10

7:55 pm-9:27 pm

Nonstop1h 32m

$163

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Wed 4/1

5:00 am-6:29 am

Nonstop1h 29m

Chicago O'Hare Intl

Sat 4/4

4:54 pm-6:19 pm

Nonstop1h 25m

$164

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Thu 4/9

4:20 pm-5:40 pm

Nonstop1h 20m

Chicago Midway

Mon 4/13

10:20 am-11:45 am

Nonstop1h 25m

$168

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Sat 4/18

5:35 am-6:55 am

Nonstop1h 20m

Chicago Midway

Sat 4/18

10:05 am-11:30 am

Nonstop1h 25m

$174

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Sat 4/11

6:15 am-12:29 pm

1 stop6h 14m

Chicago Midway

Sat 4/18

9:46 am-3:41 pm

1 stop5h 55m

$175

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Sat 4/11

6:15 am-1:24 pm

1 stop7h 09m

Chicago O'Hare Intl

Sat 4/18

6:25 am-10:16 am

1 stop3h 51m

$175

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 $221.

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 Thursday when prices can be found for as low as $524. 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 $838.

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 $528. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,009.

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 $249 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 $187 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

$185

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 $185. The best round-trip flight deal from Iowa to Chicago found on momondo in the last 72 hours is $89.
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).
  • 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
Southern / MokulelePriceFrom $44Free CancellationRating
0.0
0 reviews
Search Southern / Mokulele flights
ContourPriceFrom $59Free CancellationRating
7.6
42 reviews
Search Contour flights
Denver Air ConnectionPriceFrom $131Free CancellationRating
8.1
24 reviews
Search Denver Air Connection flights
American AirlinesPriceFrom $148Free CancellationRating
7.1
11,370 reviews
Search American Airlines flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,366 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
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
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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1 adult
Tue 3/31
Tue 4/7

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