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Find cheap flights from Iowa to Chicago from $55

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 5/22. 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
0 bags
Fri 6/7
Fri 6/14

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In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

July

Cheapest flight

$55
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Des Moines to Chicago O'Hare 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.

See more FAQs

Prefer to fly non-stop from Iowa to Chicago?

Find which airlines fly direct from Iowa to Chicago, which days they fly and book direct flights.

Nonstop departures

Iowa to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to Iowa

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Book cheap flights from Iowa to Chicago

Recent round-trip flight deals

6/21Fri
nonstopUnited Airlines
1h 22mMCW-ORD
6/28Fri
nonstopUnited Airlines
1h 26mORD-MCW
$152
8/9Fri
nonstopUnited Airlines
1h 22mMCW-ORD
8/11Sun
nonstopUnited Airlines
1h 26mORD-MCW
$162
5/19Sun
nonstopSouthern / Mokulele
1h 40mBRL-ORD
5/20Mon
2 stopsSouthern / Mokulele
16h 10mORD-BRL
$191
5/19Sun
nonstopSouthern / Mokulele
1h 40mBRL-ORD
5/20Mon
nonstopSouthern / Mokulele
1h 40mORD-BRL
$195
5/18Sat
1 stopFrontier
13h 36mDSM-MDW
5/21Tue
1 stopFrontier
24h 30mMDW-DSM
$215
6/4Tue
nonstopAmerican Airlines
1h 15mCID-ORD
6/5Wed
nonstopAmerican Airlines
1h 13mORD-CID
$229
6/7Fri
1 stop
14h 50mCID-ORD
6/9Sun
2 stops
20h 44mORD-CID
$243
8/7Wed
nonstopAmerican Airlines
1h 12mCID-ORD
8/9Fri
nonstopAmerican Airlines
1h 08mORD-CID
$249
6/13Thu
1 stopFrontier
7h 21mDSM-MDW
6/14Fri
1 stopFrontier
8h 29mMDW-DSM
$258
6/7Fri
2 stops
21h 10mCID-ORD
6/9Sun
2 stops
20h 44mORD-CID
$263

Search by stops

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Search by price

Recent one-way flight deals

5/22Wed
1 stopFrontier
8h 58mDSM-ORD
$55
5/15Wed
1 stopFrontier
9h 31mDSM-ORD
$89
5/17Fri
nonstopSouthern / Mokulele
1h 40mBRL-ORD
$103
6/3Mon
2 stops
24h 55mDSM-ORD
$104
5/20Mon
3 stops
25h 04mCID-ORD
$107
6/13Thu
nonstopUnited Airlines
1h 22mMCW-ORD
$109
7/13Sat
nonstopUnited Airlines
1h 44mSUX-ORD
$110
5/28Tue
nonstopAmerican Airlines
1h 10mCID-ORD
$115
7/30Tue
nonstopAmerican Airlines
1h 15mCID-ORD
$125
5/17Fri
2 stopsSouthern / Mokulele
10h 07mBRL-ORD
$144

Search by stops

Search by airline

Search by price

Last minute flights from Iowa to Chicago

Last minute flight, train and bus deals

5/9Thu
nonstopSouthern / Mokulele
1h 40mBRL-ORD
5/13Mon
multi-stopSouthern / Mokulele
17h 25mORD-BRL
$199
5/9Thu
nonstopSouthern / Mokulele
1h 40mBRL-ORD
5/13Mon
nonstopSouthern / Mokulele
1h 40mORD-BRL
$209
5/11Sat
multi-stopFrontier
17h 18mDSM-MDW
5/18Sat
multi-stopFrontier
15h 28mMDW-DSM
$324
5/11Sat
multi-stopFrontier
17h 18mDSM-MDW
5/13Mon
multi-stopFrontier
9h 46mMDW-DSM
$327
5/13Mon
multi-stop
25h 17mDSM-ORD
5/16Thu
multi-stop
16h 07mORD-DSM
$372
5/13Mon
multi-stop
24h 12mDSM-ORD
5/16Thu
multi-stop
29h 41mORD-DSM
$380
5/10Fri
multi-stopUnited Airlines
19h 52mDSM-ORD
5/11Sat
nonstopUnited Airlines
1h 30mORD-DSM
$438
5/11Sat
multi-stopDelta
5h 07mDSM-ORD
5/18Sat
multi-stopDelta
5h 03mORD-DSM
$444
5/9Thu
nonstopUnited Airlines
1h 28mDSM-ORD
5/11Sat
nonstopUnited Airlines
1h 29mORD-DSM
$469
5/9Thu
multi-stopDelta
5h 02mDSM-MDW
5/11Sat
multi-stopDelta
3h 53mMDW-DSM
$485

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Iowa

Cabin classes:

$551
$875
$695
$155