Chicago

$96+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — CHI
Apr 27 — May 41
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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 April 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$96
(Mytrip)

Popular in

July

Cheapest in

February

Average price

$254

Good round-trip deal

$88 or less

Good one-way deal

$42 or less
Provider with most accurate pricing for Des Moines-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Des Moines-Chicago (CHI) flights.
From Iowa to Chicago (CHI)
One-way flight from Iowa to Chicago (CHI)
Highest demand for flights based on searches. 11% potential increase in price ($34 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in April 2025
Price to beat on a round-trip flight from Iowa to Chicago (CHI).
Price to beat on a one-way flight from Iowa to Chicago (CHI).

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 April 22, 2025.

This American Airlines deal was found by Cheapflights users on 4/22. 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.
Mon 5/195:40 amCID - ORD
Nonstop1h 12mAmerican Airlines
Mon 5/2610:30 pmORD - CID
Nonstop1h 14mAmerican Airlines
Deal found 4/22$179
This United Airlines deal was found by Cheapflights users on 4/20. 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.
Mon 5/195:25 pmMLI - ORD
Nonstop1h 09mUnited Airlines
Mon 5/269:05 amORD - MLI
Nonstop1h 15mUnited Airlines
Deal found 4/20$179
This United Airlines deal was found by Cheapflights users on 4/21. 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 5/166:45 pmDSM - ORD
Nonstop1h 36mUnited Airlines
Sun 5/189:00 amORD - DSM
Nonstop1h 34mUnited Airlines
Deal found 4/21$189
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 5/66:32 pmMLI - ORD
Nonstop1h 04mAmerican Airlines
Sat 5/105:06 pmORD - MLI
Nonstop0h 56mAmerican Airlines
Deal found 4/21$189
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 6/311:51 amDSM - ORD
Nonstop1h 29mAmerican Airlines
Tue 6/1010:30 pmORD - DSM
Nonstop1h 22mAmerican Airlines
Deal found 4/21$190
This Delta deal was found by Cheapflights users on 4/21. 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.
Sun 6/111:57 amCID - MDW
1 stop5h 48mDelta
Sat 6/79:20 amMDW - CID
1 stop6h 11mDelta
Deal found 4/21$199
This Delta deal was found by Cheapflights users on 4/22. 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.
Sun 6/16:25 amCID - ORD
1 stop5h 22mDelta
Sat 6/711:03 amORD - CID
1 stop4h 28mDelta
Deal found 4/22$199
This Delta deal was found by Cheapflights users on 4/22. 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.
Thu 5/221:07 pmDSM - ORD
1 stop3h 38mDelta
Thu 5/296:24 amORD - DSM
1 stop6h 03mDelta
Deal found 4/22$209
This Southwest deal was found by Cheapflights users on 4/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/115:30 pmDSM - MDW
1 stop2h 55mSouthwest
Thu 8/146:05 pmMDW - DSM
1 stop4h 45mSouthwest
Deal found 4/22$214
This Mytrip deal was found by Cheapflights users on 4/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/56:32 pmDSM - ORD
1 stop21h 53mMultiple Airlines
Thu 6/129:28 pmORD - DSM
1 stop17h 17mMultiple Airlines
Deal found 4/21$218
This Southwest deal was found by Cheapflights users on 4/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/116:00 amDSM - ORD
2 stops10h 25mSouthwest
Fri 8/157:00 amORD - DSM
1 stop6h 00mSouthwest
Deal found 4/21$220
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Mon 6/309:14 amOMA - ORD
Nonstop1h 46mAmerican Airlines
Wed 7/25:10 pmORD - OMA
Nonstop1h 30mAmerican Airlines
Deal found 4/22$230

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 April 22, 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

Mon 5/19

5:40 am-6:52 am

Nonstop1h 12m

Chicago O'Hare Intl

Mon 5/26

10:30 pm-11:44 pm

Nonstop1h 14m

$179

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

Mon 5/19

5:25 pm-6:34 pm

Nonstop1h 09m

Chicago O'Hare Intl

Mon 5/26

9:05 am-10:20 am

Nonstop1h 15m

$179

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Fri 5/16

6:45 pm-8:21 pm

Nonstop1h 36m

Chicago O'Hare Intl

Sun 5/18

9:00 am-10:34 am

Nonstop1h 34m

$189

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

Tue 5/6

6:32 pm-7:36 pm

Nonstop1h 04m

Chicago O'Hare Intl

Sat 5/10

5:06 pm-6:02 pm

Nonstop0h 56m

$189

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Tue 6/3

11:51 am-1:20 pm

Nonstop1h 29m

Chicago O'Hare Intl

Tue 6/10

10:30 pm-11:52 pm

Nonstop1h 22m

$190

Cedar RapidsChicago

CID - MDW

CIDMDW

Cedar Rapids

Sun 6/1

11:57 am-5:45 pm

1 stop5h 48m

Chicago Midway

Sat 6/7

9:20 am-3:31 pm

1 stop6h 11m

$199

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

Sun 6/1

6:25 am-11:47 am

1 stop5h 22m

Chicago O'Hare Intl

Sat 6/7

11:03 am-3:31 pm

1 stop4h 28m

$199

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Thu 5/22

10:59 am-4:45 pm

1 stop5h 46m

Chicago O'Hare Intl

Mon 5/26

8:40 am-12:27 pm

1 stop3h 47m

$209

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Mon 8/11

5:30 pm-8:25 pm

1 stop2h 55m

Chicago Midway

Thu 8/14

6:05 pm-10:50 pm

1 stop4h 45m

$214

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Thu 6/5

6:32 pm-4:25 pm

1 stop21h 53m

Chicago O'Hare Intl

Thu 6/12

9:28 pm-2:45 pm

1 stop17h 17m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 57 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 April 22, 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 April 22, 2025.

The most flights from USIA to CHI are scheduled on a Friday (40 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated April 22, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Iowa to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
8.0
Very good

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.
  • 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 ($96), Southwest ($105), and United Airlines ($109).

  • What are the most popular routes 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 (95%), Emirates (92%), United Airlines( 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 $846, our data indicates the cheapest price to be $142. The most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl), is priced around $227.

  • 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 Iowa?

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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Southern / MokuleleCheapest$72Average$108FlexibilityNo cancel feeOn-timeN/A
Denver Air ConnectionCheapest$129Average$170FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$147Average$251FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$186Average$315FlexibilityNo cancel feeOn-time71%

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