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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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — CHI
Sep 1 — Sep 81
Mon 9/1
Mon 9/8
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 August 27, 2025.

Round-trip from

$174
(FlightHub)

One-way from

$72
(Priceline)

Popular in

July

Cheapest in

May

Average price

$276

Good round-trip deal

$118 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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Highest demand for flights based on searches. 8% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 27, 2025.

This FlightHub deal was found by Cheapflights users on 8/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/187:48 pmOMA - ORD
1 stop13h 49mFrontier
Mon 9/226:00 amORD - OMA
1 stop7h 21mFrontier
Deal found 8/25$174
This Priceline deal was found by Cheapflights users on 8/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/152:16 pmOMA - ORD
1 stop9h 43mFrontier
Mon 9/226:00 amORD - OMA
1 stop7h 21mFrontier
Deal found 8/27$178
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 10/118:00 amCID - ORD
Nonstop1h 19mUnited Airlines
Sun 10/125:55 pmORD - CID
Nonstop1h 12mUnited Airlines
Deal found 8/26$179
This American Airlines deal was found by Cheapflights users on 8/24. 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.
Sat 9/2011:20 amMLI - ORD
Nonstop1h 09mAmerican Airlines
Tue 9/309:40 amORD - MLI
Nonstop1h 10mAmerican Airlines
Deal found 8/24$179
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Thu 9/186:26 pmCID - ORD
Nonstop1h 24mAmerican Airlines
Sun 9/2110:15 pmORD - CID
Nonstop1h 12mAmerican Airlines
Deal found 8/27$180
This Orbitz deal was found by Cheapflights users on 8/26. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:00 pmOMA - MDW
1 stop11h 46mFrontier
Mon 10/2712:11 pmMDW - OMA
1 stop7h 53mFrontier
Deal found 8/26$182
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Wed 9/104:36 pmCID - ORD
Nonstop1h 24mAmerican Airlines
Wed 9/2410:53 amORD - CID
Nonstop1h 18mAmerican Airlines
Deal found 8/26$184
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Thu 12/182:35 pmMLI - ORD
Nonstop1h 12mAmerican Airlines
Sat 1/179:40 amORD - MLI
Nonstop1h 02mAmerican Airlines
Deal found 8/25$184
This FlightHub deal was found by Cheapflights users on 8/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/58:35 pmOMA - ORD
1 stop24h 53mFrontier
Sun 9/76:00 amORD - OMA
1 stop12h 55mFrontier
Deal found 8/26$185
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sat 12/208:00 amCID - ORD
Nonstop1h 28mUnited Airlines
Mon 12/228:20 pmORD - CID
Nonstop1h 14mUnited Airlines
Deal found 8/27$188
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Fri 9/125:29 pmCID - ORD
Nonstop1h 26mUnited Airlines
Sun 9/145:57 pmORD - CID
Nonstop1h 20mUnited Airlines
Deal found 8/26$189
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Fri 9/263:25 pmDSM - ORD
Nonstop1h 33mUnited Airlines
Sat 9/2710:35 amORD - DSM
Nonstop1h 36mUnited Airlines
Deal found 8/27$189

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 August 27, 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

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Thu 9/18

7:48 pm-9:37 am

1 stop13h 49m

Chicago O'Hare Intl

Mon 9/22

6:00 am-1:21 pm

1 stop7h 21m

$174

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Fri 10/24

12:00 pm-5:47 pm

1 stop5h 47m

Chicago O'Hare Intl

Sat 10/25

7:05 am-8:04 pm

1 stop12h 59m

$174

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Mon 9/15

2:16 pm-11:59 pm

1 stop9h 43m

Chicago O'Hare Intl

Mon 9/22

6:00 am-1:21 pm

1 stop7h 21m

$178

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

Sat 10/11

8:00 am-9:19 am

Nonstop1h 19m

Chicago O'Hare Intl

Sun 10/12

5:55 pm-7:07 pm

Nonstop1h 12m

$179

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

Sat 10/11

6:18 pm-7:50 pm

Nonstop1h 32m

Chicago O'Hare Intl

Sun 10/12

8:21 am-9:32 am

Nonstop1h 11m

$179

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

Wed 9/24

12:42 pm-2:03 pm

Nonstop1h 21m

Chicago O'Hare Intl

Wed 10/1

12:01 pm-1:11 pm

Nonstop1h 10m

$179

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

Fri 10/31

1:00 pm-2:15 pm

Nonstop1h 15m

Chicago O'Hare Intl

Sun 11/2

10:35 am-11:50 am

Nonstop1h 15m

$179

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

Fri 11/21

7:57 pm-9:30 pm

Nonstop1h 33m

Chicago O'Hare Intl

Sun 11/23

9:40 am-10:59 am

Nonstop1h 19m

$179

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

Sat 11/22

1:00 pm-2:15 pm

Nonstop1h 15m

Chicago O'Hare Intl

Sat 11/29

2:10 pm-3:20 pm

Nonstop1h 10m

$179

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

Fri 10/10

2:50 pm-4:14 pm

Nonstop1h 24m

Chicago O'Hare Intl

Sun 10/12

8:21 am-9:32 am

Nonstop1h 11m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/25

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 August 27, 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 August 27, 2025.

The most flights from USIA to CHI are scheduled on a Monday (44 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 on average).

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 19m. Frontier provides one of the quickest options available for as low as $179. There are 196 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 ($72), Delta ($99), and American Airlines ($124).

  • 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 (87%), Copa Airlines( 82%).

  • What are the cheapest flights from Iowa to Chicago?

    Looking for the cheapest flight from Iowa to Chicago? While on average our users pay $1,053, our data indicates the cheapest price to be $128. The most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl), is priced around $196.

  • 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 August 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
Southern / MokuleleCheapest$72Average$103FlexibilityNo cancel feeOn-timeN/A
Denver Air ConnectionCheapest$129Average$172FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$179Average$291FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$260FlexibilityNo cancel feeOn-time69%

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