Trips

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

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Des Moines to Chicago Flight Information

Avg. Flight Duration 1h 21m
Flights Arrive in Chicago
Flights Depart from Des Moines
Flight Price $282
Distance 311 miles
Airlines United, Delta

Good to Know

Low Season:
August
Best time to beat the crowds
2%
expected price decrease
High Season:
November
Most popular time to fly
5%
expected price increase
Average Price:
$343
(avg. price over the last 2 weeks)
Good Deal:
$322
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 $322 or less.
The cheapest flight from Des Moines to Chicago was found 64 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 October, November and December. The cheapest month to fly is August.
Morning departure is around 3% more expensive than an evening flight, on average*.
*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 21m, covering a distance of 311 miles.
How many flights are there between Des Moines and Chicago?
There are 707 (nonstop) flights between Des Moines and Chicago per week, averaging 111 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 ($282), United ($316) and Delta ($331).
Do I need a passport to fly between Des Moines and Chicago?
No.
Which airlines fly most frequently between Des Moines and Chicago?
United (18 times daily), Air Canada (16 times daily), American Airlines (9 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, Friday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago back to Des Moines, the best deals are generally found on Friday, with Friday being the most expensive.

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

Airports
Origin
Des Moines
$282
only
$282
Destination
Chicago
$282
only
$282
$340
only
$340
Fri, Nov 9
DSM
Des Moines
ORD
Chicago O'Hare International
21h 58m
Mon, Nov 12
ORD
Chicago O'Hare International
DSM
Des Moines
7h 28m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Dec 29
DSM
Des Moines
ORD
Chicago O'Hare International
1h 29m
Wed, Jan 23
ORD
Chicago O'Hare International
DSM
Des Moines
8h 40m
Trip: 26 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 38 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
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

At least I made it

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

DSM
ORD
Good 7.0

Delays were clearly communicated with ample time to make changes if necessary

TEEEEENY WEENY itty bitty plane - hard to be comfortable- but fortunately it was a short flight

DSM
ORD
Mediocre 3.3

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

DSM
ORD
Okay 5.6

Flight on time, no delays or problems

Seating for midgets

Thu, Feb 14
DSM
Des Moines
ORD
Chicago O'Hare International
4h 19m
Sat, Mar 2
ORD
Chicago O'Hare International
DSM
Des Moines
1h 14m
Trip: 17 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
FNT
ATL
Good 6.0

fast flight

Wi-fi sucks

SEA
RDU
Good 7.3

Crew

Food, cramped seating.

MEX
LAX
Excellent 10.0

I will say that this has been the best flight my husband and I have ever had. The crew members were very nice and helpful. This has been the smoothest flight we have ever had as well.

MEM
LAX
Excellent 9.0

Perfectly fine first class trip

Breakfast meal was awful

BHM
ATL
Excellent 10.0

delay

Fri, Oct 19
DSM
Des Moines
ORD
Chicago O'Hare International
1h 25m
Mon, Oct 22
ORD
Chicago O'Hare International
DSM
Des Moines
1h 19m
Trip: 4 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 38 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
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
Okay 5.6

Flight on time, no delays or problems

Seating for midgets

DSM
ORD
Mediocre 3.3

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

Sat, Oct 20
DSM
Des Moines
MDW
Chicago Midway
4h 47m
Sat, Oct 27
MDW
Chicago Midway
DSM
Des Moines
3h 16m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ICN
ATL
Okay 4.3

Free movies available in-flight

temperature during flight. Freezing then hot, freezing then hot and never a comfortable temp. Food was terrible. Entrees were flavorless and smelled terrible. Time they served food made no sense at all either. Within the hour of getting on the plane, they served a meal which made no sense because most folks ate before getting on the plane. Stewardesses were not friendly (only 1 made me feel valued and welcomed)

ATL
RIC
Excellent 10.0

Love the 757 entertainment system

snack mix is not great delayed takeoff

BHM
ATL
Excellent 10.0

delay

ATL
ORF
Okay 4.6

Free movies available in flight

Airplane temp never comfortable Airline staff not friendly Wheelchair service terrible

MEX
LAX
Excellent 10.0

I will say that this has been the best flight my husband and I have ever had. The crew members were very nice and helpful. This has been the smoothest flight we have ever had as well.

Fri, Nov 2
DSM
Des Moines
ORD
Chicago O'Hare International
1h 22m
Mon, Nov 5
ORD
Chicago O'Hare International
DSM
Des Moines
1h 20m
Trip: 4 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 38 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
DSM
ORD
Excellent 8.0

No delays

Everyone was super nice and gelpful

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
Excellent 10.0

Everything's on time

No,

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

Fri, Oct 26
DSM
Des Moines
ORD
Chicago O'Hare International
3h 23m
Mon, Oct 29
ORD
Chicago O'Hare International
DSM
Des Moines
4h 10m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
CVG
BWI
Good 7.3

Seats are comfortable and didn’t mind staying with the back upright. Flight attendants veery friendly and boarding was fast and easy.

Headrest was too short and there’s no seat back screen. More communication from the cockpit at the end would have been nice. Announcements were very hard to hear over the background plane noise.

ATL
SJC
Excellent 8.0

Not much food offered on a long flight.

BRU
ATL
Excellent 9.3

The check in was well staffed and went smoothly and easily. Loved the large movie selection and picture quality.

ATL
ORF
Okay 4.6

Free movies available in flight

Airplane temp never comfortable Airline staff not friendly Wheelchair service terrible

ICN
ATL
Okay 4.3

Free movies available in-flight

temperature during flight. Freezing then hot, freezing then hot and never a comfortable temp. Food was terrible. Entrees were flavorless and smelled terrible. Time they served food made no sense at all either. Within the hour of getting on the plane, they served a meal which made no sense because most folks ate before getting on the plane. Stewardesses were not friendly (only 1 made me feel valued and welcomed)

Fri, Sep 28
DSM
Des Moines
ORD
Chicago O'Hare International
13h 39m
Mon, Oct 1
ORD
Chicago O'Hare International
DSM
Des Moines
16h 40m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Nov 1
DSM
Des Moines
MDW
Chicago Midway
4h 07m
Sat, Nov 17
MDW
Chicago Midway
DSM
Des Moines
4h 12m
Trip: 17 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ATL
GPT
Good 6.0

fast flight

Wi-fi sucks

CVG
BWI
Good 7.3

Seats are comfortable and didn’t mind staying with the back upright. Flight attendants veery friendly and boarding was fast and easy.

Headrest was too short and there’s no seat back screen. More communication from the cockpit at the end would have been nice. Announcements were very hard to hear over the background plane noise.

ATL
RIC
Excellent 10.0

Love the 757 entertainment system

snack mix is not great delayed takeoff

BRU
ATL
Excellent 9.3

The check in was well staffed and went smoothly and easily. Loved the large movie selection and picture quality.

MEX
LAX
Excellent 10.0

I will say that this has been the best flight my husband and I have ever had. The crew members were very nice and helpful. This has been the smoothest flight we have ever had as well.

Fri, Nov 9
DSM
Des Moines
MDW
Chicago Midway
4h 44m
Mon, Nov 12
MDW
Chicago Midway
DSM
Des Moines
5h 35m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
BRU
ATL
Excellent 9.3

The check in was well staffed and went smoothly and easily. Loved the large movie selection and picture quality.

CVG
BWI
Good 7.3

Seats are comfortable and didn’t mind staying with the back upright. Flight attendants veery friendly and boarding was fast and easy.

Headrest was too short and there’s no seat back screen. More communication from the cockpit at the end would have been nice. Announcements were very hard to hear over the background plane noise.

ATL
SJC
Excellent 8.0

Not much food offered on a long flight.

ATL
ORF
Okay 4.6

Free movies available in flight

Airplane temp never comfortable Airline staff not friendly Wheelchair service terrible

ICN
ATL
Okay 4.3

Free movies available in-flight

temperature during flight. Freezing then hot, freezing then hot and never a comfortable temp. Food was terrible. Entrees were flavorless and smelled terrible. Time they served food made no sense at all either. Within the hour of getting on the plane, they served a meal which made no sense because most folks ate before getting on the plane. Stewardesses were not friendly (only 1 made me feel valued and welcomed)

Sat, Nov 17
DSM
Des Moines
MDW
Chicago Midway
3h 41m
Mon, Nov 19
MDW
Chicago Midway
DSM
Des Moines
6h 05m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ATL
RIC
Excellent 10.0

Love the 757 entertainment system

snack mix is not great delayed takeoff

FNT
ATL
Good 6.0

fast flight

Wi-fi sucks

ICN
ATL
Okay 4.3

Free movies available in-flight

temperature during flight. Freezing then hot, freezing then hot and never a comfortable temp. Food was terrible. Entrees were flavorless and smelled terrible. Time they served food made no sense at all either. Within the hour of getting on the plane, they served a meal which made no sense because most folks ate before getting on the plane. Stewardesses were not friendly (only 1 made me feel valued and welcomed)

SEA
RDU
Good 7.3

Crew

Food, cramped seating.

ATL
ORF
Okay 4.6

Free movies available in flight

Airplane temp never comfortable Airline staff not friendly Wheelchair service terrible

Sat, Nov 17
DSM
Des Moines
ORD
Chicago O'Hare International
5h 57m
Mon, Nov 19
ORD
Chicago O'Hare International
DSM
Des Moines
3h 25m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SEA
RDU
Good 7.3

Crew

Food, cramped seating.

FNT
ATL
Good 6.0

fast flight

Wi-fi sucks

CVG
BWI
Good 7.3

Seats are comfortable and didn’t mind staying with the back upright. Flight attendants veery friendly and boarding was fast and easy.

Headrest was too short and there’s no seat back screen. More communication from the cockpit at the end would have been nice. Announcements were very hard to hear over the background plane noise.

BHM
ATL
Excellent 10.0

delay

MEX
LAX
Excellent 10.0

I will say that this has been the best flight my husband and I have ever had. The crew members were very nice and helpful. This has been the smoothest flight we have ever had as well.

Thu, Dec 6
DSM
Des Moines
MDW
Chicago Midway
4h 27m
Sun, Dec 9
MDW
Chicago Midway
DSM
Des Moines
5h 23m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
MEM
LAX
Excellent 9.0

Perfectly fine first class trip

Breakfast meal was awful

ATL
SJC
Excellent 8.0

Not much food offered on a long flight.

FNT
ATL
Good 6.0

fast flight

Wi-fi sucks

SEA
RDU
Good 7.3

Crew

Food, cramped seating.

BHM
ATL
Excellent 10.0

delay

Thu, Jan 17
DSM
Des Moines
ORD
Chicago O'Hare International
6h 17m
Sun, Jan 20
ORD
Chicago O'Hare International
DSM
Des Moines
4h 25m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ICN
ATL
Okay 4.3

Free movies available in-flight

temperature during flight. Freezing then hot, freezing then hot and never a comfortable temp. Food was terrible. Entrees were flavorless and smelled terrible. Time they served food made no sense at all either. Within the hour of getting on the plane, they served a meal which made no sense because most folks ate before getting on the plane. Stewardesses were not friendly (only 1 made me feel valued and welcomed)

ATL
RIC
Excellent 10.0

Love the 757 entertainment system

snack mix is not great delayed takeoff

ATL
ORF
Okay 4.6

Free movies available in flight

Airplane temp never comfortable Airline staff not friendly Wheelchair service terrible

MEM
LAX
Excellent 9.0

Perfectly fine first class trip

Breakfast meal was awful

ATL
GPT
Good 6.0

fast flight

Wi-fi sucks

Fri, Jan 18
DSM
Des Moines
MDW
Chicago Midway
5h 07m
Sun, Jan 20
MDW
Chicago Midway
DSM
Des Moines
4h 22m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SEA
RDU
Good 7.3

Crew

Food, cramped seating.

CVG
BWI
Good 7.3

Seats are comfortable and didn’t mind staying with the back upright. Flight attendants veery friendly and boarding was fast and easy.

Headrest was too short and there’s no seat back screen. More communication from the cockpit at the end would have been nice. Announcements were very hard to hear over the background plane noise.

ATL
SJC
Excellent 8.0

Not much food offered on a long flight.

ATL
GPT
Good 6.0

fast flight

Wi-fi sucks

ICN
ATL
Okay 4.3

Free movies available in-flight

temperature during flight. Freezing then hot, freezing then hot and never a comfortable temp. Food was terrible. Entrees were flavorless and smelled terrible. Time they served food made no sense at all either. Within the hour of getting on the plane, they served a meal which made no sense because most folks ate before getting on the plane. Stewardesses were not friendly (only 1 made me feel valued and welcomed)

Thu, Sep 27
DSM
Des Moines
ORD
Chicago O'Hare International
1h 21m
Tue, Oct 2
ORD
Chicago O'Hare International
DSM
Des Moines
1h 22m
Trip: 6 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 38 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
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's on time

No,

DSM
ORD
Mediocre 3.3

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

DSM
ORD
Excellent 8.0

No delays

Everyone was super nice and gelpful

DSM
ORD
Good 7.0

Delays were clearly communicated with ample time to make changes if necessary

TEEEEENY WEENY itty bitty plane - hard to be comfortable- but fortunately it was a short flight

Thu, Feb 14
DSM
Des Moines
MDW
Chicago Midway
5h 07m
Sat, Mar 2
MDW
Chicago Midway
DSM
Des Moines
3h 32m
Trip: 17 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
MEX
LAX
Excellent 10.0

I will say that this has been the best flight my husband and I have ever had. The crew members were very nice and helpful. This has been the smoothest flight we have ever had as well.

BHM
ATL
Excellent 10.0

delay

MEM
LAX
Excellent 9.0

Perfectly fine first class trip

Breakfast meal was awful

ICN
ATL
Okay 4.3

Free movies available in-flight

temperature during flight. Freezing then hot, freezing then hot and never a comfortable temp. Food was terrible. Entrees were flavorless and smelled terrible. Time they served food made no sense at all either. Within the hour of getting on the plane, they served a meal which made no sense because most folks ate before getting on the plane. Stewardesses were not friendly (only 1 made me feel valued and welcomed)

ATL
RIC
Excellent 10.0

Love the 757 entertainment system

snack mix is not great delayed takeoff

Fri, Feb 22
DSM
Des Moines
ORD
Chicago O'Hare International
4h 19m
Sun, Feb 24
ORD
Chicago O'Hare International
DSM
Des Moines
4h 35m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
MEX
LAX
Excellent 10.0

I will say that this has been the best flight my husband and I have ever had. The crew members were very nice and helpful. This has been the smoothest flight we have ever had as well.

BHM
ATL
Excellent 10.0

delay

ATL
ORF
Okay 4.6

Free movies available in flight

Airplane temp never comfortable Airline staff not friendly Wheelchair service terrible

FNT
ATL
Good 6.0

fast flight

Wi-fi sucks

BRU
ATL
Excellent 9.3

The check in was well staffed and went smoothly and easily. Loved the large movie selection and picture quality.

Fri, Oct 26
DSM
Des Moines
MDW
Chicago Midway
4h 07m
Mon, Oct 29
MDW
Chicago Midway
DSM
Des Moines
5h 04m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ATL
SJC
Excellent 8.0

Not much food offered on a long flight.

SEA
RDU
Good 7.3

Crew

Food, cramped seating.

ATL
ORF
Okay 4.6

Free movies available in flight

Airplane temp never comfortable Airline staff not friendly Wheelchair service terrible

ATL
RIC
Excellent 10.0

Love the 757 entertainment system

snack mix is not great delayed takeoff

CVG
BWI
Good 7.3

Seats are comfortable and didn’t mind staying with the back upright. Flight attendants veery friendly and boarding was fast and easy.

Headrest was too short and there’s no seat back screen. More communication from the cockpit at the end would have been nice. Announcements were very hard to hear over the background plane noise.

Sat, Sep 29
DSM
Des Moines
MDW
Chicago Midway
3h 26m
Wed, Oct 3
MDW
Chicago Midway
DSM
Des Moines
6h 03m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,407 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SEA
RDU
Good 7.3

Crew

Food, cramped seating.

BHM
ATL
Excellent 10.0

delay

ICN
ATL
Okay 4.3

Free movies available in-flight

temperature during flight. Freezing then hot, freezing then hot and never a comfortable temp. Food was terrible. Entrees were flavorless and smelled terrible. Time they served food made no sense at all either. Within the hour of getting on the plane, they served a meal which made no sense because most folks ate before getting on the plane. Stewardesses were not friendly (only 1 made me feel valued and welcomed)

ATL
RIC
Excellent 10.0

Love the 757 entertainment system

snack mix is not great delayed takeoff

ATL
ORF
Okay 4.6

Free movies available in flight

Airplane temp never comfortable Airline staff not friendly Wheelchair service terrible

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