Chicago

$60+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — CHI
Jan 22 — Jan 291
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Cheap flight deals from Iowa to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Iowa (USIA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 17, 2025.

Round-trip from

$129
(Mytrip)

One-way from

$60
(Frontier)
From Iowa to Chicago (CHI)
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 January 17, 2025.

This Mytrip deal was found by Cheapflights users on 1/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/213:55 pmDBQ - ORD
Nonstop0h 55mDenver Air Connection
Fri 3/282:30 pmORD - DBQ
Nonstop0h 55mDenver Air Connection
Deal found 1/15$129
This American Airlines deal was found by Cheapflights users on 1/15. 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.
Thu 2/136:00 amMLI - ORD
Nonstop1h 10mAmerican Airlines
Thu 2/208:55 pmORD - MLI
Nonstop1h 05mAmerican Airlines
Deal found 1/15$179
This United Airlines deal was found by Cheapflights users on 1/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/23:59 pmMLI - ORD
Nonstop1h 11mUnited Airlines
Sun 2/93:41 pmORD - MLI
Nonstop1h 08mUnited Airlines
Deal found 1/16$184
This American Airlines deal was found by Cheapflights users on 1/16. 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.
Tue 2/116:00 pmCID - ORD
Nonstop1h 15mAmerican Airlines
Sat 2/229:37 amORD - CID
Nonstop1h 15mAmerican Airlines
Deal found 1/16$189
This United Airlines deal was found by Cheapflights users on 1/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/258:00 amDSM - ORD
Nonstop1h 28mUnited Airlines
Sat 3/17:52 pmORD - DSM
Nonstop1h 33mUnited Airlines
Deal found 1/16$189
This United Airlines deal was found by Cheapflights users on 1/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/810:00 amSUX - ORD
Nonstop1h 49mUnited Airlines
Sun 2/98:20 pmORD - SUX
Nonstop1h 52mUnited Airlines
Deal found 1/16$194
This American Airlines deal was found by Cheapflights users on 1/16. 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.
Tue 2/412:15 pmDSM - ORD
Nonstop1h 28mAmerican Airlines
Sat 2/83:10 pmORD - DSM
Nonstop1h 24mAmerican Airlines
Deal found 1/16$194
This Delta deal was found by Cheapflights users on 1/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/26:30 amDSM - MDW
1 stop6h 35mDelta
Tue 3/1110:25 amMDW - DSM
1 stop6h 02mDelta
Deal found 1/16$209
This Delta deal was found by Cheapflights users on 1/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/116:38 amCID - MDW
1 stop6h 04mDelta
Tue 2/1810:19 amMDW - CID
1 stop5h 13mDelta
Deal found 1/14$209
This Delta deal was found by Cheapflights users on 1/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/16:38 amCID - ORD
1 stop4h 05mDelta
Sat 2/14:15 pmORD - CID
1 stop6h 36mDelta
Deal found 1/16$209
This Delta deal was found by Cheapflights users on 1/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/210:32 amDSM - ORD
1 stop5h 41mDelta
Sun 3/96:15 amORD - DSM
1 stop4h 59mDelta
Deal found 1/16$209
This United Airlines deal was found by Cheapflights users on 1/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/58:15 amCID - ORD
Nonstop1h 24mUnited Airlines
Thu 2/68:20 pmORD - CID
Nonstop1h 12mUnited Airlines
Deal found 1/16$219

Find flights from Iowa to Chicago within your budget

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 January 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

DubuqueChicago

DBQ - ORD

DBQORD

Dubuque

Fri 3/21

3:55 pm-4:50 pm

Nonstop0h 55m

Chicago O'Hare Intl

Fri 3/28

2:30 pm-3:25 pm

Nonstop0h 55m

$129

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

Thu 2/13

6:00 am-7:10 am

Nonstop1h 10m

Chicago O'Hare Intl

Thu 2/20

8:55 pm-10:00 pm

Nonstop1h 05m

$179

MolineChicago

MLI - ORD

MLIORD

Moline Quad-City

Sun 2/2

5:28 pm-6:40 pm

Nonstop1h 12m

Chicago O'Hare Intl

Sun 2/9

8:58 am-10:18 am

Nonstop1h 20m

$184

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

Tue 2/11

6:00 pm-7:15 pm

Nonstop1h 15m

Chicago O'Hare Intl

Sat 2/22

9:37 am-10:52 am

Nonstop1h 15m

$189

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Tue 2/25

8:00 am-9:28 am

Nonstop1h 28m

Chicago O'Hare Intl

Sat 3/1

7:52 pm-9:25 pm

Nonstop1h 33m

$189

Sioux CityChicago

SUX - ORD

SUXORD

Sioux City Sioux Gateway

Sat 2/8

10:00 am-11:49 am

Nonstop1h 49m

Chicago O'Hare Intl

Sun 2/9

8:20 pm-10:12 pm

Nonstop1h 52m

$194

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Tue 2/4

12:15 pm-1:43 pm

Nonstop1h 28m

Chicago O'Hare Intl

Sat 2/8

3:10 pm-4:34 pm

Nonstop1h 24m

$194

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Sun 3/2

6:30 am-1:05 pm

1 stop6h 35m

Chicago Midway

Tue 3/11

10:25 am-4:27 pm

1 stop6h 02m

$209

Cedar RapidsChicago

CID - MDW

CIDMDW

Cedar Rapids

Tue 2/11

6:38 am-12:42 pm

1 stop6h 04m

Chicago Midway

Tue 2/18

10:19 am-3:32 pm

1 stop5h 13m

$209

Cedar RapidsChicago

CID - ORD

CIDORD

Cedar Rapids

Sat 2/1

6:38 am-10:43 am

1 stop4h 05m

Chicago O'Hare Intl

Sat 2/1

4:15 pm-10:51 pm

1 stop6h 36m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 58 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.

Travel insights for flights from Iowa to Chicago

Get recent, data-driven insights about flights from Iowa to Chicago including ideal travel times, pricing trends, and more.

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 $320). 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 January 17, 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 January 17, 2025.

The most flights from USIA to CHI are scheduled on a Wednesday (33 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (17 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 January 17, 2025.
Read reviews from past customers who have flown American Airlines, Denver Air Connection and United Airlines 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.
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,659 reviews
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,681 reviews
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,511 reviews
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,965 reviews
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 ($60), Denver Air Connection ($69), and American Airlines ($95).

  • 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: Lufthansa (87%), Envoy Air (86%), Air Wisconsin( 84%).

  • What are the cheapest flights from Iowa to Chicago?

    Looking for the cheapest flight from Iowa to Chicago? While on average our users pay $1,076, our data indicates the cheapest price to be $153. The most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl), is priced around $237.

  • 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 $320). 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

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 January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Southern / MokuleleCheapest$72Average$134FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$147Average$245FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$178Average$324FlexibilityNo cancel feeOn-time71%
DeltaCheapest$195Average$562FlexibilityNo cancel feeOn-timeN/A
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