Find Cheap Flights from Des Moines to Chicago (DSM - CHI)

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Wed 1/17
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Good to Know

Low Season:
February
Best time to beat the crowds
2%
expected price decrease
High Season:
August
Most popular time to fly
13%
expected price increase
Average Price:
$341
(avg. price over the last 2 weeks)
Good Deal:
$218
or less (round trip)

When to Book Flights from Des Moines to Chicago

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $218 or less.
The cheapest flight from Des Moines to Chicago was found 50 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
High season is considered to be July, August and September. The cheapest month to fly is February.
On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Des Moines to Chicago Flights

How long does a flight from Des Moines to Chicago take?
An average nonstop flight takes 1h 19m, covering a distance of 311 miles.
How many flights are there between Des Moines and Chicago?
There are 442 (nonstop) flights between Des Moines and Chicago per week, averaging 66 per day.
Which airlines provide the cheapest flights from Des Moines to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($236), American Airlines ($275) and United ($315).
Do I need a passport to fly between Des Moines and Chicago?
No.
Which airlines fly most frequently between Des Moines and Chicago?
United (11 times daily), Air Canada (10 times daily), American Airlines (5 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Des Moines to Chicago?
For Des Moines to Chicago, Tuesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago back to Des Moines, the best deals are generally found on Tuesday, with Monday being the most expensive.

Book cheap flights from Des Moines to Chicago (round-trip)

Airports
Origin
Des Moines
$236
only
$236
Destination
Chicago
$236
only
$236
Tue, Jan 23
DSM
ORD
18h 28m
Mon, Jan 29
ORD
DSM
12h 14m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Feb 9
DSM
ORD
1h 25m
Sun, Feb 11
ORD
DSM
1h 15m
Trip: 3 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DFW
COS
Excellent 10.0

Great service

MXP
JFK
Okay 5.0

i had a really horrible experience with a flight attendent but the 2 in my cabin were great. Earphones didnt work and couldnt see screen

FCO
PHL
Okay 4.3

Not much.

The flight was late due to maintenance and caused us to miss our connecting flight to Chicago. American Airlines customer assistance at the airport was absolutely terrible. They were rude and inconsiderate as they kept suggesting to fly standby. We shouldn't have to fly standby when it wasn't our fault why were late. They told us our bags would be ok going to Chicago and they we would make the flight, but we did not. I do not know why didn't wait for us considering there were 8 others that also missed the connecting flight. We had to fly to Denver and stay overnight with no luggage and catch a 7:00am flight to Chicago. The last surprise I received was my damaged bag when I got back to Chicago. Thank you for making this trip memorable in a terrible way. I will never book or recommend Kayak or use American Airlines again.

PHL
ORD
Mediocre 2.0

The baggage customer service said the crew will wait for us, but they never did. THANKS for NOTHING!

CLT
LHR
Excellent 10.0

Departure and arrival time

Nothing

Mon, Feb 5
DSM
ORD
1h 25m
Wed, Feb 14
ORD
DSM
1h 28m
Trip: 10 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 34 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DSM
ORD
Okay 4.0

At least I made it

Flight attendant for United 426 to Chicago was rude, flight delayed and they weren't very helpful

DSM
ORD
Excellent 8.0

Flight left right on time and arrived to the destination early - which was great because i had an extremely short layover

DSM
ORD
Okay 4.0

The airplane needed to be swapped, which caused an hour delay and made me miss my flight

DSM
ORD
Okay 4.0

Staff was ok.

DSM
ORD
Mediocre 2.0

Cancelled flight. No true explanation. Lack of detail and delay caused me to miss other flight opportunities.

Tue, Jan 23
DSM
ORD
18h 28m
Wed, Jan 31
ORD
DSM
12h 14m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 30
DSM
ORD
18h 28m
Sat, Feb 3
ORD
DSM
12h 14m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Feb 10
DSM
ORD
1h 25m
Sun, Feb 18
ORD
DSM
1h 16m
Trip: 9 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
MXP
JFK
Okay 5.0

i had a really horrible experience with a flight attendent but the 2 in my cabin were great. Earphones didnt work and couldnt see screen

DFW
COS
Excellent 10.0

Great service

FLL
DFW
Excellent 10.0

Great service

BNA
LAX
Excellent 10.0

The service from the flight attendants on the flight was absolutely amazing

MAD
PHL
Good 7.0

We shopped price, this was the most affordable flight for us.

Getting seat reservations should be easier and sooner.

Tue, Jan 30
DSM
ORD
8h 22m
Wed, Jan 31
ORD
DSM
12h 14m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 20
DSM
ORD
1h 20m
Thu, Feb 22
ORD
DSM
1h 18m
Trip: 3 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
BNA
LAX
Excellent 10.0

The service from the flight attendants on the flight was absolutely amazing

MXP
JFK
Okay 5.0

i had a really horrible experience with a flight attendent but the 2 in my cabin were great. Earphones didnt work and couldnt see screen

DSM
ORD
Mediocre 2.6

Customer service was very poor. I had an aisle seat and one flight attendant kept hitting the back of my head and hitting my arm. At one point she rammed the beverage cart into my arm leaving a large bruise. Not once did she apologize or say excuse me. My arm was not into the aisle, part of it was just resting on the arm rest. Crew at the gate were unfriendly and surly. Walking off before answering questions when flights delayed leaving DSM for mechanical issues. My flight on the 4th was diverted due to weather and when did arrive in DFW, I checked at gate to see when I could fly out and was lied to and because of being lied to had to run through DFW uselessly. I will not be flying American again!

PHL
LHR
Good 7.3

Range of entertainment options, one crew member was terrific

Comfort of bed, some crew members snarky, old aircraft

GDL
DFW
Good 6.3

Friendly staff

Food was terrible and the seats tight

Wed, Feb 7
DSM
ORD
1h 27m
Wed, Feb 14
ORD
DSM
1h 29m
Trip: 8 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 34 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DSM
ORD
Okay 4.0

At least I made it

Flight attendant for United 426 to Chicago was rude, flight delayed and they weren't very helpful

DSM
ORD
Excellent 10.0

Everything was great and the trip was on time perfect

DSM
ORD
Excellent 10.0

Everything was great, no waits, and right on time!

N/A

DSM
ORD
Okay 4.0

They lost my bag for my entire vacation. They found it and "rushed" it to me, but it got waylaid in SFO and would have sat there had I not called them. Then they said they would deliver it to my hotel. When it arrived 4 days later, they said I could pick it up and they would not deliver it. I was 2.5 hours away. I told them to send it home, but they didn't and when I flew home 7 days later, it was still sitting in Munich!

DSM
ORD
Okay 4.0

The airplane needed to be swapped, which caused an hour delay and made me miss my flight

Tue, Feb 6
DSM
ORD
18h 28m
Tue, Feb 13
ORD
DSM
16h 32m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Mar 21
DSM
ORD
1h 19m
Wed, Mar 28
ORD
DSM
1h 18m
Trip: 8 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
GDL
DFW
Good 6.3

Friendly staff

Food was terrible and the seats tight

FCO
PHL
Okay 4.3

Not much.

The flight was late due to maintenance and caused us to miss our connecting flight to Chicago. American Airlines customer assistance at the airport was absolutely terrible. They were rude and inconsiderate as they kept suggesting to fly standby. We shouldn't have to fly standby when it wasn't our fault why were late. They told us our bags would be ok going to Chicago and they we would make the flight, but we did not. I do not know why didn't wait for us considering there were 8 others that also missed the connecting flight. We had to fly to Denver and stay overnight with no luggage and catch a 7:00am flight to Chicago. The last surprise I received was my damaged bag when I got back to Chicago. Thank you for making this trip memorable in a terrible way. I will never book or recommend Kayak or use American Airlines again.

DSM
ORD
Mediocre 2.6

Customer service was very poor. I had an aisle seat and one flight attendant kept hitting the back of my head and hitting my arm. At one point she rammed the beverage cart into my arm leaving a large bruise. Not once did she apologize or say excuse me. My arm was not into the aisle, part of it was just resting on the arm rest. Crew at the gate were unfriendly and surly. Walking off before answering questions when flights delayed leaving DSM for mechanical issues. My flight on the 4th was diverted due to weather and when did arrive in DFW, I checked at gate to see when I could fly out and was lied to and because of being lied to had to run through DFW uselessly. I will not be flying American again!

BNA
LAX
Excellent 10.0

The service from the flight attendants on the flight was absolutely amazing

DFW
COS
Excellent 10.0

Great service

Thu, Feb 8
DSM
ORD
1h 25m
Wed, Feb 14
ORD
DSM
1h 24m
Trip: 7 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 34 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DSM
ORD
Okay 5.6

Flight on time, no delays or problems

Seating for midgets

DSM
ORD
Excellent 8.0

No delays

Everyone was super nice and gelpful

DSM
ORD
Mediocre 3.3

Obnoxious crew, repeating the same instructions over and over. No food, no entertainment. Short flight though.

DSM
ORD
Mediocre 2.0

Cancelled flight. No true explanation. Lack of detail and delay caused me to miss other flight opportunities.

DSM
ORD
Okay 4.0

The airplane needed to be swapped, which caused an hour delay and made me miss my flight

Tue, Jan 23
DSM
ORD
18h 28m
Tue, Jan 30
ORD
DSM
6h 16m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 27
DSM
ORD
1h 20m
Wed, Mar 28
ORD
DSM
1h 17m
Trip: 2 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
MAD
PHL
Good 7.0

We shopped price, this was the most affordable flight for us.

Getting seat reservations should be easier and sooner.

FLL
DFW
Excellent 10.0

Great service

MXP
JFK
Okay 5.0

i had a really horrible experience with a flight attendent but the 2 in my cabin were great. Earphones didnt work and couldnt see screen

DSM
ORD
Mediocre 2.6

Customer service was very poor. I had an aisle seat and one flight attendant kept hitting the back of my head and hitting my arm. At one point she rammed the beverage cart into my arm leaving a large bruise. Not once did she apologize or say excuse me. My arm was not into the aisle, part of it was just resting on the arm rest. Crew at the gate were unfriendly and surly. Walking off before answering questions when flights delayed leaving DSM for mechanical issues. My flight on the 4th was diverted due to weather and when did arrive in DFW, I checked at gate to see when I could fly out and was lied to and because of being lied to had to run through DFW uselessly. I will not be flying American again!

PHL
ORD
Mediocre 2.0

The baggage customer service said the crew will wait for us, but they never did. THANKS for NOTHING!

Fri, Feb 9
DSM
ORD
1h 25m
Wed, Feb 14
ORD
DSM
1h 28m
Trip: 6 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 34 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DSM
ORD
Mediocre 2.0

Cancelled flight. No true explanation. Lack of detail and delay caused me to miss other flight opportunities.

DSM
ORD
Okay 4.0

They lost my bag for my entire vacation. They found it and "rushed" it to me, but it got waylaid in SFO and would have sat there had I not called them. Then they said they would deliver it to my hotel. When it arrived 4 days later, they said I could pick it up and they would not deliver it. I was 2.5 hours away. I told them to send it home, but they didn't and when I flew home 7 days later, it was still sitting in Munich!

DSM
ORD
Okay 4.0

At least I made it

Flight attendant for United 426 to Chicago was rude, flight delayed and they weren't very helpful

DSM
ORD
Excellent 8.0

No delays

Everyone was super nice and gelpful

DSM
ORD
Excellent 10.0

Everything was great and the trip was on time perfect

Mon, Apr 9
DSM
ORD
1h 21m
Tue, Apr 10
ORD
DSM
1h 15m
Trip: 2 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DSM
ORD
Mediocre 2.6

Customer service was very poor. I had an aisle seat and one flight attendant kept hitting the back of my head and hitting my arm. At one point she rammed the beverage cart into my arm leaving a large bruise. Not once did she apologize or say excuse me. My arm was not into the aisle, part of it was just resting on the arm rest. Crew at the gate were unfriendly and surly. Walking off before answering questions when flights delayed leaving DSM for mechanical issues. My flight on the 4th was diverted due to weather and when did arrive in DFW, I checked at gate to see when I could fly out and was lied to and because of being lied to had to run through DFW uselessly. I will not be flying American again!

PHL
LHR
Good 7.3

Range of entertainment options, one crew member was terrific

Comfort of bed, some crew members snarky, old aircraft

DFW
YYZ
Okay 4.6

Lucked out with extra legroom seat. Seat was broken though.

The whole customs process is a seemingly endless mess.

BNA
LAX
Excellent 10.0

The service from the flight attendants on the flight was absolutely amazing

FCO
PHL
Okay 4.3

Not much.

The flight was late due to maintenance and caused us to miss our connecting flight to Chicago. American Airlines customer assistance at the airport was absolutely terrible. They were rude and inconsiderate as they kept suggesting to fly standby. We shouldn't have to fly standby when it wasn't our fault why were late. They told us our bags would be ok going to Chicago and they we would make the flight, but we did not. I do not know why didn't wait for us considering there were 8 others that also missed the connecting flight. We had to fly to Denver and stay overnight with no luggage and catch a 7:00am flight to Chicago. The last surprise I received was my damaged bag when I got back to Chicago. Thank you for making this trip memorable in a terrible way. I will never book or recommend Kayak or use American Airlines again.

Sat, Feb 10
DSM
ORD
1h 26m
Wed, Feb 14
ORD
DSM
1h 21m
Trip: 5 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 34 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DSM
ORD
Excellent 10.0

Everything was great, no waits, and right on time!

N/A

DSM
ORD
Excellent 10.0

Everything's on time

No,

DSM
ORD
Okay 4.0

They lost my bag for my entire vacation. They found it and "rushed" it to me, but it got waylaid in SFO and would have sat there had I not called them. Then they said they would deliver it to my hotel. When it arrived 4 days later, they said I could pick it up and they would not deliver it. I was 2.5 hours away. I told them to send it home, but they didn't and when I flew home 7 days later, it was still sitting in Munich!

DSM
ORD
Mediocre 2.0

Cancelled flight. No true explanation. Lack of detail and delay caused me to miss other flight opportunities.

DSM
ORD
Okay 4.0

The airplane needed to be swapped, which caused an hour delay and made me miss my flight

Mon, Feb 5
DSM
ORD
1h 27m
Tue, Feb 13
ORD
DSM
6h 16m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Apr 10
DSM
ORD
1h 21m
Tue, Apr 24
ORD
DSM
1h 14m
Trip: 15 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 5 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
PHL
ORD
Mediocre 2.0

The baggage customer service said the crew will wait for us, but they never did. THANKS for NOTHING!

MXP
JFK
Okay 5.0

i had a really horrible experience with a flight attendent but the 2 in my cabin were great. Earphones didnt work and couldnt see screen

CLT
LHR
Excellent 10.0

Departure and arrival time

Nothing

DFW
YYZ
Okay 4.6

Lucked out with extra legroom seat. Seat was broken though.

The whole customs process is a seemingly endless mess.

PHL
LHR
Good 7.3

Range of entertainment options, one crew member was terrific

Comfort of bed, some crew members snarky, old aircraft

Wed, Feb 14
DSM
ORD
1h 26m
Mon, Feb 19
ORD
DSM
1h 22m
Trip: 6 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 34 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DSM
ORD
Mediocre 2.0

Cancelled flight. No true explanation. Lack of detail and delay caused me to miss other flight opportunities.

DSM
ORD
Okay 5.6

Flight on time, no delays or problems

Seating for midgets

DSM
ORD
Excellent 10.0

Everything's on time

No,

DSM
ORD
Excellent 10.0

Everything was great and the trip was on time perfect

DSM
ORD
Okay 4.0

They lost my bag for my entire vacation. They found it and "rushed" it to me, but it got waylaid in SFO and would have sat there had I not called them. Then they said they would deliver it to my hotel. When it arrived 4 days later, they said I could pick it up and they would not deliver it. I was 2.5 hours away. I told them to send it home, but they didn't and when I flew home 7 days later, it was still sitting in Munich!

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.

Des Moines to Chicago Flight Information

Avg. Flight Duration 1h 21m
Flights Arrive in Chicago
Flights Depart from Des Moines
Flight Price $236
Distance 311 miles
Airlines American Airlines, United