$81 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 2/23. 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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Everything you should know

Cheapest round-trip
$179
Overall average: $254
American Airlines
Sat 2/7Sun 2/15
CID - ORD • Non-stop
Cheapest one-way
$81
Frontier
Mon 2/23
OMA - MDW • 1 stop
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Flight Deals
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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

Sat, Feb 7 - Sun, Feb 15
American Airlines Logo
6:46 pm - 8:14 pm
CID
-
ORD
1h 28mnonstop
American Airlines Logo
5:50 pm - 7:09 pm
ORD
-
CID
1h 19mnonstop
$179American Airlines
Fri, Jan 23 - Sun, Jan 25
American Airlines Logo
11:28 am - 12:40 pm
MLI
-
ORD
1h 12mnonstop
American Airlines Logo
9:21 pm - 10:23 pm
ORD
-
MLI
1h 02mnonstop
$179American Airlines
Sat, Jan 17 - Sat, Jan 24
Southwest Logo
3:00 pm - 4:30 pm
OMA
-
MDW
1h 30mnonstop
Southwest Logo
8:20 am - 10:00 am
MDW
-
OMA
1h 40mnonstop
$195Southwest
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
7:20 am - 9:00 am
OMA
-
MDW
1h 40mnonstop
Southwest Logo
1:20 pm - 2:50 pm
MDW
-
OMA
1h 30mnonstop
$197Southwest
Fri, Jan 9 - Mon, Jan 12
Frontier Logo
1:11 pm - 10:56 pm
OMA
-
ORD
9h 45m1 stop
Frontier Logo
5:50 am - 4:58 pm
ORD
-
OMA
11h 08m1 stop
$197Frontier
Sat, Jan 17 - Mon, Jan 19
United Airlines Logo
7:50 am - 9:28 am
DSM
-
ORD
1h 38mnonstop
United Airlines Logo
8:20 pm - 9:50 pm
ORD
-
DSM
1h 30mnonstop
$198United Airlines
Sat, Feb 7 - Sat, Feb 14
Delta Logo
6:30 am - 10:25 am
CID
-
ORD
3h 55m1 stop
Delta Logo
8:50 am - 2:05 pm
ORD
-
CID
5h 15m1 stop
$199Delta
Sun, Apr 19 - Fri, May 1
United Airlines Logo
8:04 am - 9:36 am
DSM
-
ORD
1h 32mnonstop
United Airlines Logo
8:20 pm - 9:36 pm
ORD
-
DSM
1h 16mnonstop
$200United Airlines
Wed, Feb 4 - Wed, Feb 11
Delta Logo
12:25 pm - 5:55 pm
DSM
-
MDW
5h 30m1 stop
Delta Logo
9:53 am - 3:41 pm
MDW
-
DSM
5h 48m1 stop
$209Delta
Thu, Feb 26 - Sat, Feb 28
Frontier Logo
10:15 am - 11:14 pm
OMA
-
ORD
12h 59m1 stop
Frontier Logo
4:29 pm - 12:48 pm
ORD
-
OMA
20h 19m2 stops
$218Frontier
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Good to know

Low seasonFebruary
Cheapest flight$81
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Omaha 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
Saint John
Griffith

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.