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$88+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — CHI
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
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 April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$179
(United Airlines)

One-way from

$88
(Mytrip)

Popular in

June

Cheapest in

February

Average price

$278

Good round-trip deal

$88 or less

Good one-way deal

$44 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)
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One-way flight from Iowa to Chicago (CHI)
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Highest demand for flights based on searches. 10% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 1, 2025.

This United Airlines deal was found by Cheapflights users on 3/31. 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 5/28:05 amCID - ORD
Nonstop1h 16mUnited Airlines
Fri 5/98:20 pmORD - CID
Nonstop1h 19mUnited Airlines
Deal found 3/31$179
This American Airlines deal was found by Cheapflights users on 4/1. 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 4/246:30 pmMLI - ORD
Nonstop1h 09mAmerican Airlines
Sun 4/279:50 amORD - MLI
Nonstop1h 01mAmerican Airlines
Deal found 4/1$179
This American Airlines deal was found by Cheapflights users on 3/31. 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 8/136:11 amCID - ORD
Nonstop1h 14mAmerican Airlines
Sat 8/308:45 pmORD - CID
Nonstop1h 14mAmerican Airlines
Deal found 3/31$180
This American Airlines deal was found by Cheapflights users on 4/1. 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 5/316:13 pmDSM - ORD
Nonstop1h 27mAmerican Airlines
Mon 6/210:15 pmORD - DSM
Nonstop1h 24mAmerican Airlines
Deal found 4/1$189
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Thu 4/178:00 amDSM - ORD
Nonstop1h 32mUnited Airlines
Sun 4/201:08 pmORD - DSM
Nonstop1h 33mUnited Airlines
Deal found 3/31$199
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Wed 5/216:58 pmMCW - ORD
Nonstop1h 27mUnited Airlines
Fri 5/234:50 pmORD - MCW
Nonstop1h 30mUnited Airlines
Deal found 3/31$202
This Southwest deal was found by Cheapflights users on 3/31. 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.
Fri 4/256:00 amDSM - MDW
1 stop5h 55mSouthwest
Tue 4/296:25 amMDW - DSM
1 stop5h 10mSouthwest
Deal found 3/31$214
This Southwest deal was found by Cheapflights users on 3/30. 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.
Sat 5/106:00 amDSM - ORD
1 stop9h 00mSouthwest
Tue 5/1312:40 pmORD - DSM
1 stop7h 15mSouthwest
Deal found 3/30$214
This Southwest deal was found by Cheapflights users on 3/31. 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.
Wed 4/2310:45 amOMA - MDW
Nonstop1h 25mSouthwest
Wed 4/232:25 pmMDW - OMA
Nonstop1h 30mSouthwest
Deal found 3/31$217
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/235:00 amOMA - ORD
Nonstop1h 34mAmerican Airlines
Wed 4/238:44 pmORD - OMA
Nonstop1h 47mAmerican Airlines
Deal found 3/31$217
This Delta deal was found by Cheapflights users on 3/31. 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.
Wed 5/711:57 amCID - MDW
1 stop5h 48mDelta
Sat 5/106:30 pmMDW - CID
1 stop4h 31mDelta
Deal found 3/31$219
This Delta deal was found by Cheapflights users on 3/31. 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.
Sat 5/1011:57 amCID - ORD
1 stop5h 09mDelta
Tue 5/136:24 amORD - CID
1 stop4h 53mDelta
Deal found 3/31$219

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 1, 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

Fri 5/2

8:05 am-9:21 am

Nonstop1h 16m

Chicago O'Hare Intl

Fri 5/9

8:20 pm-9:39 pm

Nonstop1h 19m

$179

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

Thu 4/24

6:30 pm-7:39 pm

Nonstop1h 09m

Chicago O'Hare Intl

Sun 4/27

9:50 am-10:51 am

Nonstop1h 01m

$179

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

Wed 8/13

6:11 am-7:25 am

Nonstop1h 14m

Chicago O'Hare Intl

Sat 8/30

8:45 pm-9:59 pm

Nonstop1h 14m

$180

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Sat 5/31

6:13 pm-7:40 pm

Nonstop1h 27m

Chicago O'Hare Intl

Mon 6/2

10:15 pm-11:39 pm

Nonstop1h 24m

$189

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Thu 4/17

8:00 am-9:32 am

Nonstop1h 32m

Chicago O'Hare Intl

Sun 4/20

1:08 pm-2:41 pm

Nonstop1h 33m

$199

Mason CityChicago

MCW - ORD

MCWORD

Mason City

Wed 5/21

6:58 pm-8:25 pm

Nonstop1h 27m

Chicago O'Hare Intl

Fri 5/23

4:50 pm-6:20 pm

Nonstop1h 30m

$202

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Fri 4/25

6:00 am-11:55 am

1 stop5h 55m

Chicago Midway

Tue 4/29

6:25 am-11:35 am

1 stop5h 10m

$214

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Sat 5/10

6:00 am-3:00 pm

1 stop9h 00m

Chicago O'Hare Intl

Tue 5/13

12:40 pm-7:55 pm

1 stop7h 15m

$214

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Wed 4/23

10:45 am-12:10 pm

Nonstop1h 25m

Chicago Midway

Wed 4/23

2:25 pm-3:55 pm

Nonstop1h 30m

$217

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Wed 4/23

5:00 am-6:34 am

Nonstop1h 34m

Chicago O'Hare Intl

Wed 4/23

8:44 pm-10:31 pm

Nonstop1h 47m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 59 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 $323). 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 1, 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 1, 2025.

The most flights from USIA to CHI are scheduled on a Monday (39 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (11 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 1, 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.
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,820 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,277 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,898 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,615 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Allegiant Air
7.3
Good
731 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 ($88), Southwest ($105), and United Airlines ($109).

  • 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 (95%), Envoy Air (95%), United Airlines( 91%).

  • What are the cheapest flights from Iowa to Chicago?

    Looking for the cheapest flight from Iowa to Chicago? While on average our users pay $2,666, our data indicates the cheapest price to be $124. The most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl), is priced around $240.

  • 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 $323). 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
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Southern / MokuleleCheapest$72Average$112FlexibilityNo cancel feeOn-timeN/A
Denver Air ConnectionCheapest$129Average$170FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$147Average$249FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$186Average$311FlexibilityNo cancel feeOn-time71%
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