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$72+ Cheap flights from Iowa to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — CHI
okt. 16 — okt. 231
tor. 10/16
tor. 10/23
1 adult, Economy
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Cheap flight deals from Iowa to Chicago

Keep the following information in mind while searching for Iowa to Chicago flight deals. Data was last updated september 16, 2025.

Round-trip from

$179
(American Airlines)

One-way from

$72
(Priceline)

Popular in

October

Cheapest in

May

Average price

$224

Good round-trip deal

$88 or less

Good one-way deal

$86 or less
From Iowa to Chicago (CHI)
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One-way flight from Iowa to Chicago (CHI)
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Iowa to Chicago (CHI).
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Price to beat on a one-way flight from Iowa to Chicago (CHI).
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Find flight deals from Iowa to Chicago

Cheapest flights from Iowa to Chicago
Explore the most affordable flight options available from Iowa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on september 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 10/176:00 amCID - ORD
Nonstop1h 25mAmerican Airlines
lør. 10/181:07 pmORD - CID
Nonstop1h 13mAmerican Airlines
Deal found 9/13$179
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lør. 10/258:35 amMLI - ORD
Nonstop1h 06mUnited Airlines
lør. 11/83:35 pmORD - MLI
Nonstop1h 02mUnited Airlines
Deal found 9/13$179
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 10/302:50 pmCID - ORD
Nonstop1h 24mAmerican Airlines
tor. 11/69:30 pmORD - CID
Nonstop1h 14mAmerican Airlines
Deal found 9/15$180
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lør. 10/45:29 pmMLI - ORD
Nonstop1h 12mUnited Airlines
lør. 10/187:43 pmORD - MLI
Nonstop1h 22mUnited Airlines
Deal found 9/15$184
This Frontier deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 10/312:32 pmDSM - ORD
1 stop9h 44mFrontier
søn. 11/25:00 amORD - DSM
1 stop7h 47mFrontier
Deal found 9/13$189
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 10/1011:51 amOMA - ORD
1 stop11h 48mFrontier
lør. 10/117:43 pmORD - OMA
1 stop12h 05mFrontier
Deal found 9/14$189
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tir. 9/3011:20 amMLI - ORD
Nonstop1h 09mAmerican Airlines
lør. 10/49:40 amORD - MLI
Nonstop1h 10mAmerican Airlines
Deal found 9/15$189
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 10/307:30 amDSM - ORD
Nonstop1h 35mAmerican Airlines
tor. 11/611:46 amORD - DSM
Nonstop1h 30mAmerican Airlines
Deal found 9/15$190
This Frontier deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 10/38:35 pmOMA - ORD
2 stops14h 52mFrontier
man. 10/66:10 amORD - OMA
1 stop7h 11mFrontier
Deal found 9/15$193
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 10/36:36 pmDSM - ORD
Nonstop1h 34mUnited Airlines
søn. 10/59:05 amORD - DSM
Nonstop1h 27mUnited Airlines
Deal found 9/14$194
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 10/1011:51 amOMA - ORD
1 stop11h 48mFrontier
fre. 10/1710:51 amORD - OMA
1 stop9h 13mFrontier
Deal found 9/14$194
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lør. 9/275:29 pmMLI - ORD
Nonstop1h 12mUnited Airlines
søn. 10/129:30 pmORD - MLI
Nonstop1h 13mUnited Airlines
Deal found 9/14$194

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated september 16, 2025.
Use the filters below to find and compare flights from Iowa to Chicago that are best for you.

Fly from

Iowa

Fly to

Chicago

Route

Depart

Return

Price

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

fre. 10/31

7:24 am-8:51 am

Nonstop1h 27m

Chicago O'Hare Intl

man. 11/3

10:19 pm-11:32 pm

Nonstop1h 13m

$179

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

søn. 2/15

6:45 am-7:50 am

Nonstop1h 05m

Chicago O'Hare Intl

søn. 2/22

9:09 am-10:14 am

Nonstop1h 05m

$179

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

søn. 11/9

6:44 pm-8:22 pm

Nonstop1h 38m

Chicago O'Hare Intl

søn. 11/16

11:52 am-1:02 pm

Nonstop1h 10m

$179

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

tor. 11/6

5:20 pm-6:35 pm

Nonstop1h 15m

Chicago O'Hare Intl

man. 11/10

9:00 am-10:15 am

Nonstop1h 15m

$179

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

fre. 10/17

6:00 am-7:25 am

Nonstop1h 25m

Chicago O'Hare Intl

lør. 10/18

1:07 pm-2:20 pm

Nonstop1h 13m

$179

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

søn. 10/12

11:22 am-12:29 pm

Nonstop1h 07m

Chicago O'Hare Intl

søn. 10/19

9:45 am-10:52 am

Nonstop1h 07m

$179

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

tir. 10/14

6:00 am-7:14 am

Nonstop1h 14m

Chicago O'Hare Intl

tir. 10/21

5:00 pm-6:02 pm

Nonstop1h 02m

$179

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

tor. 10/30

2:50 pm-4:14 pm

Nonstop1h 24m

Chicago O'Hare Intl

tor. 11/6

9:30 pm-10:44 pm

Nonstop1h 14m

$180

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

lør. 10/4

5:29 pm-6:41 pm

Nonstop1h 12m

Chicago O'Hare Intl

lør. 10/18

7:43 pm-9:05 pm

Nonstop1h 22m

$184

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

lør. 10/4

3:40 pm-4:51 pm

Nonstop1h 11m

Chicago O'Hare Intl

søn. 10/19

7:43 pm-9:05 pm

Nonstop1h 22m

$184

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 60 results
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Best time to book a flight from Iowa to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Iowa with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Iowa to Chicago

What is the cheapest month to book a flight from Iowa to Chicago?

Currently, August is the cheapest month in which you can book a flight from Iowa to Chicago (average of $245). Flying from Iowa to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IA to CHI?

Find hourly flight availability from Iowa to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated september 16, 2025.

When flying from Iowa to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Iowa to Chicago

Explore weekly flight availability from Iowa to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated september 16, 2025.

The most flights from USIA to CHI are scheduled on a Monday (47 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 on average).

How much does it cost to fly round-trip from Iowa to Chicago?

Related info for your journey

Find useful and relevant information for your journey from Iowa to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Iowa to Chicago?

    A quick flight from Iowa to Chicago can take about 1h 05m. American Airlines provides one of the quickest options available for as low as $179. There are 139 mi between Iowa and Chicago. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Iowa to Chicago one-way?

    The cheapest airlines for a one-way flight from Iowa to Chicago are Frontier ($87), Southwest ($99), and Delta ($99).

  • What are the most popular routes from Iowa to Chicago?

    Most travelers choose Omaha Eppley Airfield - Chicago O'Hare Intl, Des Moines - Chicago O'Hare Intl or Omaha Eppley Airfield - Chicago Midway when deciding on the best route from Iowa to Chicago.

  • What are the most reliable airlines from Iowa to Chicago?

    Before booking your flight to Chicago from Iowa, check out the most reliable airlines to get you to your destination on time: GoJet (100%), Avianca (84%), Qatar Airways( 79%).

  • What are the cheapest flights from Iowa to Chicago?

    Looking for the cheapest flight from Iowa to Chicago? While on average our users pay $990, our data indicates the cheapest price to be $128. The most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl), is priced around $209.

  • Can I find deals for flights from Iowa to Chicago that include hotel bookings?

    Yes. In addition to deals on Iowa to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Iowa to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Iowa to Chicago.

  • Can I find deals for business class flights from Iowa to Chicago?

    Yes. Cheapflights offers flight deals from Iowa to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Iowa to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Iowa to Chicago (average of $245). Flying from Iowa to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Iowa to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Iowa to Chicago

Discover the top 4 airlines that operate flights from Iowa to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated september 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Southern / MokuleleCheapest$72Average$103FlexibilityNo cancel feeOn-timeN/A
Denver Air ConnectionCheapest$129Average$172FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$179Average$295FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$256FlexibilityNo cancel feeOn-time69%

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