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$67+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — CHI
11月 15 — 11月 221
週六 11/15
週六 11/22
1 adult, Economy
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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 10月 16, 2025.

This American Airlines deal was found by Cheapflights users on 10/15. 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.
週五 11/73:44 pmCID - ORD
Nonstop1h 21mAmerican Airlines
週六 11/89:40 amORD - CID
Nonstop1h 19mAmerican Airlines
Deal found 10/15$179
This American Airlines deal was found by Cheapflights users on 10/16. 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.
週四 11/136:47 pmMLI - ORD
Nonstop1h 24mAmerican Airlines
週六 11/158:14 amORD - MLI
Nonstop1h 06mAmerican Airlines
Deal found 10/16$179
This American Airlines deal was found by Cheapflights users on 10/15. 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.
週二 11/49:50 amMLI - ORD
Nonstop1h 11mAmerican Airlines
週六 11/85:36 pmORD - MLI
Nonstop1h 01mAmerican Airlines
Deal found 10/15$184
This United Airlines deal was found by Cheapflights users on 10/15. 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.
週六 12/206:30 amMLI - ORD
Nonstop1h 17mUnited Airlines
週一 12/228:49 amORD - MLI
Nonstop1h 23mUnited Airlines
Deal found 10/15$188
This American Airlines deal was found by Cheapflights users on 10/16. 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.
週四 10/306:00 amCID - ORD
Nonstop1h 25mAmerican Airlines
週一 11/39:40 amORD - CID
Nonstop1h 19mAmerican Airlines
Deal found 10/16$189
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週四 11/62:41 pmDSM - ORD
1 stop9h 34mMultiple Airlines
週日 11/97:05 amORD - DSM
1 stop27h 03mMultiple Airlines
Deal found 10/15$189
This American Airlines deal was found by Cheapflights users on 10/15. 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.
週四 10/306:00 amMLI - ORD
Nonstop1h 14mAmerican Airlines
週一 11/38:14 amORD - MLI
Nonstop1h 06mAmerican Airlines
Deal found 10/15$189
This American Airlines deal was found by Cheapflights users on 10/15. 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.
週四 11/64:02 pmDSM - ORD
Nonstop1h 32mAmerican Airlines
週日 11/97:00 amORD - DSM
Nonstop1h 32mAmerican Airlines
Deal found 10/15$190
This American Airlines deal was found by Cheapflights users on 10/16. 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.
週六 11/156:48 pmCID - ORD
Nonstop1h 25mAmerican Airlines
週日 11/1611:50 amORD - CID
Nonstop1h 10mAmerican Airlines
Deal found 10/16$194
This United Airlines deal was found by Cheapflights users on 10/15. 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.
週五 11/2811:26 amDSM - ORD
Nonstop1h 31mUnited Airlines
週一 12/112:59 pmORD - DSM
Nonstop1h 20mUnited Airlines
Deal found 10/15$194
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週日 11/99:03 pmDSM - ORD
1 stop13h 39mMultiple Airlines
週二 11/116:48 amORD - DSM
1 stop27h 17mMultiple Airlines
Deal found 10/16$195
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週四 12/1812:22 pmCID - MDW
1 stop5h 56mDelta
週一 1/59:20 amMDW - CID
1 stop6h 27mDelta
Deal found 10/15$199

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 10月 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$67
(Kiwi.com)

Popular in

October

Cheapest in

September

Average price

$284

Good round-trip deal

$95 or less

Good one-way deal

$49 or less
Provider with most accurate pricing for Des Moines-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Des Moines-Chicago (CHI) flights.
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From Iowa to Chicago (CHI)
Search Deals
One-way flight from Iowa to Chicago (CHI)
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Iowa to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Iowa to Chicago (CHI).
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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 10月 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

週六 11/22

7:57 pm-9:30 pm

Nonstop1h 33m

Chicago O'Hare Intl

週日 12/7

7:24 am-8:44 am

Nonstop1h 20m

$179

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

週五 1/23

11:28 am-12:40 pm

Nonstop1h 12m

Chicago O'Hare Intl

週日 1/25

9:15 pm-10:17 pm

Nonstop1h 02m

$179

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

週二 11/4

9:50 am-11:01 am

Nonstop1h 11m

Chicago O'Hare Intl

週六 11/8

5:36 pm-6:37 pm

Nonstop1h 01m

$184

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

週六 12/20

6:30 am-7:47 am

Nonstop1h 17m

Chicago O'Hare Intl

週一 12/22

8:49 am-10:12 am

Nonstop1h 23m

$188

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

週五 10/31

8:00 am-9:21 am

Nonstop1h 21m

Chicago O'Hare Intl

週二 11/4

8:15 pm-9:29 pm

Nonstop1h 14m

$189

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

週四 11/27

8:02 am-9:35 am

Nonstop1h 33m

Chicago O'Hare Intl

週六 11/29

12:20 am-1:42 am

Nonstop1h 22m

$189

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

週六 11/22

1:05 pm-2:40 pm

Nonstop1h 35m

Chicago O'Hare Intl

週日 11/23

12:59 pm-2:19 pm

Nonstop1h 20m

$189

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

週五 11/14

4:02 pm-5:34 pm

Nonstop1h 32m

Chicago O'Hare Intl

週一 11/17

10:22 pm-11:50 pm

Nonstop1h 28m

$189

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

週五 11/21

1:53 pm-3:24 pm

Nonstop1h 31m

Chicago O'Hare Intl

週日 11/23

10:16 pm-11:44 pm

Nonstop1h 28m

$189

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

週一 11/10

5:33 am-7:15 am

Nonstop1h 42m

Chicago O'Hare Intl

週六 11/15

10:22 pm-11:50 pm

Nonstop1h 28m

$191

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

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, April is the cheapest month in which you can book a flight from Iowa to Chicago (average of $58). Flying from Iowa to Chicago in July is currently the most expensive (average of $189). 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 10月 16, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 14% on flights from Iowa to Chicago by exploring options for tickets in the morning.

What is the cheapest day to fly from Iowa to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Iowa to Chicago. Price data was last updated on October 12, 2025.

Travelers seeking maximum savings on their Iowa to Chicago flight should consider departing on Thursday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 10月 16, 2025.

The most flights from USIA to CHI are scheduled on a Thursday (49 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (32 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 17m. American Airlines provides one of the quickest options available for as low as $188. 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 ($85), Delta ($99), and United Airlines ($100).

  • 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%), Republic Airways (89%), Avianca( 89%).

  • What are the cheapest flights from Iowa to Chicago?

    Looking for the cheapest flight from Iowa to Chicago? While on average our users pay $845, our data indicates the cheapest price to be $143. The most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl), is priced around $199.

  • 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, April is the cheapest month in which you can book a flight from Iowa to Chicago (average of $58). Flying from Iowa to Chicago in July is currently the most expensive (average of $189). 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
Porter
Benton Harbor
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 10月 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Southern / MokuleleCheapest$72Average$103FlexibilityNo cancel feeOn-timeN/A
Denver Air ConnectionCheapest$129Average$172FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$179Average$306FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$254FlexibilityNo cancel feeOn-time69%

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