$69 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 12/22. 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: $261
United Airlines
Fri 12/12Sun 12/14
CID - ORD • Non-stop
Cheapest one-way
$69
Typical prices: $181-$192
Frontier
Mon 12/22
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

Fri, Dec 12 - Sun, Dec 14
United Airlines Logo
8:00 am - 9:21 amCID-ORD
1h 21mnonstop
United Airlines Logo
8:26 pm - 9:40 pmORD-CID
1h 14mnonstop
$179United Airlines
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Fri, Jan 23 - Sun, Jan 25
American Airlines Logo
7:31 am - 8:53 amMLI-ORD
1h 22mnonstop
American Airlines Logo
9:21 pm - 10:23 pmORD-MLI
1h 02mnonstop
$179American Airlines
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Fri, Dec 12 - Mon, Dec 15
Multiple Airlines Logo
5:57 pm - 8:01 pmCID-ORD
26h 04m1 stop
Multiple Airlines Logo
7:10 am - 5:07 pmORD-CID
9h 57m1 stop
$192Multiple Airlines
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Sat, Dec 13 - Tue, Dec 16
Delta Logo
12:22 pm - 6:18 pmCID-MDW
5h 56m1 stop
Delta Logo
7:02 pm - 11:19 pmMDW-CID
4h 17m1 stop
$199Delta
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Tue, Mar 3 - Sat, Mar 7
Delta Logo
4:17 pm - 9:43 pmCID-ORD
5h 26m1 stop
Delta Logo
6:12 am - 11:43 amORD-CID
5h 31m1 stop
$199Delta
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Fri, Dec 12 - Mon, Dec 15
Multiple Airlines Logo
5:57 pm - 8:01 pmCID-ORD
26h 04m1 stop
Multiple Airlines Logo
7:10 am - 5:07 pmORD-CID
9h 57m1 stop
$205Multiple Airlines
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Sat, Dec 13 - Mon, Dec 15
Southwest Logo
6:25 am - 3:20 pmDSM-MDW
8h 55m1 stop
Southwest Logo
5:15 pm - 9:35 pmMDW-DSM
4h 20m1 stop
$214Southwest
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Tue, Dec 9 - Wed, Dec 10
Southwest Logo
4:15 pm - 8:45 pmDSM-MDW
4h 30m1 stop
Southwest Logo
6:20 am - 11:25 amMDW-DSM
5h 05m1 stop
$218Southwest
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Sat, Dec 13 - Sun, Dec 14
Denver Air Connection Logo
7:15 am - 8:20 amDBQ-ORD
1h 05mnonstop
Denver Air Connection Logo
5:00 pm - 5:55 pmORD-DBQ
0h 55mnonstop
$239Denver Air Connection
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Thu, Dec 4 - Mon, Dec 8
Denver Air Connection Logo
7:15 am - 8:20 amDBQ-ORD
1h 05mnonstop
Denver Air Connection Logo
5:00 pm - 5:55 pmORD-DBQ
0h 55mnonstop
$278Denver Air Connection
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Useful Info

Good to know

Low seasonJanuary
Cheapest flight$69
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 10% 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.