$79 Find Cheap Flights from Iowa to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Iowa to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Iowa to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Iowa to Chicago

Tue, Mar 31 - Tue, Apr 7
Southwest Logo
3:40 pm - 4:55 pm
DSM
-
MDW
1h 15mnonstop
Southwest Logo
10:00 am - 11:25 am
MDW
-
DSM
1h 25mnonstop
$157Southwest
Wed, Apr 29 - Wed, Apr 29
United Airlines Logo
3:21 pm - 4:53 pm
DSM
-
ORD
1h 32mnonstop
United Airlines Logo
9:40 pm - 11:17 pm
ORD
-
DSM
1h 37mnonstop
$157United Airlines
Wed, Apr 29 - Wed, Apr 29
American Airlines Logo
12:00 pm - 1:47 pm
DSM
-
ORD
1h 47mnonstop
American Airlines Logo
10:29 pm - 11:49 pm
ORD
-
DSM
1h 20mnonstop
$177American Airlines
Wed, Apr 1 - Sat, Apr 4
American Airlines Logo
5:00 am - 6:29 am
DSM
-
ORD
1h 29mnonstop
American Airlines Logo
4:54 pm - 6:19 pm
ORD
-
DSM
1h 25mnonstop
$179American Airlines
Wed, Apr 1 - Sat, Apr 4
Delta Logo
6:15 am - 12:29 pm
DSM
-
MDW
6h 14m
1 stop
Delta Logo
1:10 pm - 4:54 pm
MDW
-
DSM
3h 44m
1 stop
$199Delta
Fri, May 15 - Mon, May 18
Frontier Logo
4:04 pm - 10:19 pm
OMA
-
MDW
6h 15m
1 stop
Frontier Logo
6:00 am - 3:09 pm
MDW
-
OMA
9h 09m
1 stop
$202Frontier
Fri, May 15 - Mon, May 18
Frontier Logo
4:04 pm - 10:39 pm
OMA
-
ORD
6h 35m
1 stop
Frontier Logo
5:01 am - 3:09 pm
ORD
-
OMA
10h 08m
1 stop
$202Frontier
Tue, Apr 21 - Sat, Apr 25
Delta Logo
6:45 am - 1:32 pm
CID
-
MDW
6h 47m
1 stop
Delta Logo
7:16 pm - 10:52 pm
MDW
-
CID
3h 36m
1 stop
$219Delta
Mon, Apr 20 - Fri, Apr 24
Multiple Airlines Logo
6:45 pm - 5:00 pm
CID
-
ORD
22h 15m
2 stops
Multiple Airlines Logo
5:05 am - 5:55 pm
ORD
-
CID
12h 50m
1 stop
$231Multiple Airlines
Fri, Apr 17 - Thu, Apr 23
Multiple Airlines Logo
6:45 pm - 9:17 pm
CID
-
ORD
26h 32m
1 stop
Multiple Airlines Logo
1:27 pm - 5:55 pm
ORD
-
CID
28h 28m
1 stop
$235Multiple Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$79
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Des Moines to Chicago Midway Airport

FAQs for booking flights from Iowa to Chicago

  • How does KAYAK find such low prices on flights from Iowa to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Iowa to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Iowa to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Iowa is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Iowa to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Iowa with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Iowa to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Iowa up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Iowa

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.