Find cheap flights from Iowa to Chicago

Find cheap flights from Iowa to Chicago

Round-trip
Economy
Boston (BOS)
Chicago All airports
Fri 7/31
Fri 8/7
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago

Good to know

Low season

April Best time to beat the crowds with an average 14% drop in price.

High season

January Most popular time to fly with an average 29% increase in price.

Average price of a round-trip

$259 (avg. price over the last 2 weeks)

Good deal for a round-trip

$88 or less

FAQs for booking Iowa to Chicago flights

How does KAYAK find such low prices 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?

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

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

Top airlines flying from Iowa to Chicago

Scores according to KAYAK customer reviews

8.2
Air Choice One
Overall score based on 57 reviews
8.8
Boarding
8.4
Comfort
8.9
Crew
7.4
Entertainment
6.5
Food
Airline reviews
Read more about Air Choice One

Book cheap flights from Iowa to Chicago (round-trip)

Airports
Origin
Des Moines
$97
only
$97
Mason City
$88
only
$88
Burlington
$69
only
$69
Destination
Chicago
$69
only
$69
$122
only
$122
Tue, Jul 28
BRL
Burlington
ORD
Chicago O'Hare Airport
1h 40m
Sun, Aug 2
ORD
Chicago O'Hare Airport
BRL
Burlington
1h 40m
Trip: 6 days
Based on null reviews
Thu, Aug 6
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
1h 29m
Mon, Aug 10
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
1h 16m
Trip: 5 days
Based on null reviews
Sat, Aug 8
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
4h 25m
Mon, Aug 10
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
5h 12m
Trip: 3 days
Based on null reviews
Sun, Jul 26
BRL
Burlington
ORD
Chicago O'Hare Airport
1h 40m
Sun, Aug 2
ORD
Chicago O'Hare Airport
BRL
Burlington
1h 40m
Trip: 8 days
Based on null reviews
Sun, Jul 26
BRL
Burlington
ORD
Chicago O'Hare Airport
1h 40m
Mon, Aug 3
ORD
Chicago O'Hare Airport
BRL
Burlington
1h 55m
Trip: 9 days
Based on null reviews
Sat, Dec 5
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
1h 23m
Sat, Dec 12
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
5h 30m
Trip: 8 days
Based on null reviews
Fri, Sep 4
MCW
Mason City
ORD
Chicago O'Hare Airport
2h 05m
Mon, Sep 7
ORD
Chicago O'Hare Airport
MCW
Mason City
2h 05m
Trip: 4 days
Based on null reviews
Thu, Aug 6
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
5h 24m
Thu, Dec 17
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
1h 16m
Trip: 134 days
Based on null reviews
Tue, Jul 28
BRL
Burlington
ORD
Chicago O'Hare Airport
1h 40m
Tue, Aug 4
ORD
Chicago O'Hare Airport
BRL
Burlington
1h 40m
Trip: 8 days
Based on null reviews
Fri, Sep 11
DSM
Des Moines Airport
MDW
Chicago Midway Airport
7h 21m
Mon, Sep 14
MDW
Chicago Midway Airport
DSM
Des Moines Airport
5h 03m
Trip: 4 days
Based on null reviews
Sat, Aug 8
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
1h 28m
Sun, Aug 9
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
1h 16m
Trip: 2 days
Based on null reviews
Fri, Aug 28
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
5h 57m
Tue, Sep 1
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
3h 49m
Trip: 5 days
Based on null reviews
Sat, Aug 8
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
1h 25m
Sun, Aug 9
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
7h 46m
Trip: 2 days
Based on null reviews
Fri, Aug 7
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
8h 16m
Sun, Aug 9
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
4h 20m
Trip: 3 days
Based on null reviews
Fri, Aug 14
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
1h 29m
Sun, Aug 30
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
1h 16m
Trip: 17 days
Based on null reviews
Fri, Aug 14
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
1h 20m
Sun, Aug 16
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
5h 07m
Trip: 3 days
Based on null reviews
Mon, Dec 7
DSM
Des Moines Airport
MDW
Chicago Midway Airport
6h 07m
Tue, Dec 15
MDW
Chicago Midway Airport
DSM
Des Moines Airport
4h 27m
Trip: 9 days
Based on null reviews
Thu, Jul 30
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
18h 45m
Fri, Jul 31
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
20h 27m
Trip: 2 days
Based on null reviews
Fri, Sep 4
MCW
Mason City
ORD
Chicago O'Hare Airport
2h 05m
Mon, Sep 7
ORD
Chicago O'Hare Airport
MCW
Mason City
39h 34m
Trip: 4 days
Based on null reviews
Sun, Jul 26
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
3h 25m
Wed, Aug 26
ORD
Chicago O'Hare Airport
DSM
Des Moines Airport
6h 24m
Trip: 32 days
Based on null reviews

Book cheap flights from Iowa to Chicago (one-way)

Airports
Origin
Des Moines
$59
only
$59
Burlington
$38
only
$38
Cedar Rapids
$75
only
$75
Destination
Chicago
$38
only
$38
$113
only
$113
$116
only
$116
Mon, Jul 27
BRL
Burlington
ORD
Chicago O'Hare Airport
1h 40m
Based on null reviews
Mon, Aug 3
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
3h 50m
Based on null reviews
Mon, Jul 27
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
20h 23m
Based on null reviews
Sun, Jul 12
DSM
Des Moines Airport
RFD
Chicago Greater Rockford
9h 18m
Based on null reviews
Fri, Aug 7
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
3h 41m
Based on null reviews
Thu, Jul 30
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
20h 31m
Based on null reviews
Sun, Aug 9
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
12h 17m
Based on null reviews
Mon, Aug 31
CID
Cedar Rapids
ORD
Chicago O'Hare Airport
17h 48m
Based on null reviews
Sat, Aug 8
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
12h 34m
Based on null reviews
Sat, Aug 1
CID
Cedar Rapids
ORD
Chicago O'Hare Airport
3h 41m
Based on null reviews
Sat, Aug 15
DSM
Des Moines Airport
MDW
Chicago Midway Airport
19h 27m
Based on null reviews
Fri, Sep 4
CID
Cedar Rapids
ORD
Chicago O'Hare Airport
17h 48m
Based on null reviews
Sat, Aug 8
DSM
Des Moines Airport
MDW
Chicago Midway Airport
20h 11m
Based on null reviews
Sun, Aug 2
CID
Cedar Rapids
ORD
Chicago O'Hare Airport
6h 16m
Based on null reviews
Sat, Jul 25
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
15h 40m
Based on null reviews
Sun, Aug 2
CID
Cedar Rapids
ORD
Chicago O'Hare Airport
26h 10m
Based on null reviews
Sat, Jul 25
DSM
Des Moines Airport
MDW
Chicago Midway Airport
32h 23m
Based on null reviews
Thu, Jul 23
DSM
Des Moines Airport
ORD
Chicago O'Hare Airport
3h 25m
Based on null reviews
Sun, Aug 30
CID
Cedar Rapids
ORD
Chicago O'Hare Airport
21h 44m
Based on null reviews
Sun, Aug 2
CID
Cedar Rapids
MDW
Chicago Midway Airport
10h 20m
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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