Find Cheap Flights from Iowa to Chicago

Search hundreds of travel sites at once for deals on flights to Chicago

Fri 2/23
Fri 3/2
Any month
Compare vs. KAYAK |

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

Airports
Origin
Des Moines
$315
only
$315
Mason City
$189
only
$189
Dubuque
$290
only
$290
Cedar Rapids
$289
only
$289
Sioux City
$305
only
$305
Waterloo
$290
only
$290
Destination
Chicago
$189
only
$189
$332
only
$332
Mon, Mar 12
MCW
ORD
1h 55m
Wed, Mar 14
ORD
MCW
1h 55m
Trip: 3 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 54 reviews
Boarding
8.9
Comfort
8.5
Crew
9.0
Entertainment
7.8
Food
6.8
STL
DEC
Okay 5.5

The crew were quite friendly and I had no trouble getting my questions answered.

The flight down was fine, but on the way back there was so much turbulence I thought I was going to be sick...

ORD
DEC
Mediocre 2.0

Absolutely nothing. Horrible airline and service.

See above

BRL
ORD
Excellent 10.0

The view from the flight was lovely! And the flight was very smooth.

DEC
STL
Excellent 10.0

Excellent customer service, from check in to collecting my carry on luggage. Extremely nice pilots and a smooth ride.

DEC
STL
Okay 5.3

Same as above

Fri, May 4
CID
ORD
1h 10m
Mon, May 14
ORD
CID
0h 59m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Mar 28
CID
ORD
1h 13m
Wed, Apr 11
ORD
CID
1h 04m
Trip: 15 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 6 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
CID
ORD
Okay 4.3

Very late

LAX
MIA
Okay 4.0

The low fare was the best part of the flight, but I later found that it came at a cost!!!!

First of all the Crew was rude and their lack of patience was obvious, the flight was delayed and was no fault of any of the passengers yet we were made to feel as if it was our ( passengers) fault. Secondly, the air was turned down, I guess to conserve fuel, and the plane was unbearably hot, And at no time was food offered for purchase or even a beverage service. I have flow AA for 20+ years and this was the FURST flight I have ever experienced. Sadly I believe it will be my last!!!!

LAX
MEX
Excellent 8.0

American flight attendant service

LAX
AKL
Okay 4.0

American wins tge coach torture contest!

CLT
CLE
Okay 5.2

Plane was delayed 1.5 hours. Rental Car reservation was at a location 30 miles from the airport, not the airport rental location. Had to transfer reservations which cost an extra $30...

Thu, Aug 30
CID
ORD
1h 07m
Tue, Sep 11
ORD
CID
1h 05m
Trip: 13 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 24 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
SEA
DEN
Okay 4.4

Lost bags and every time I called to find out where they were I would get a different story. I was told it would be on the next flight for the next 5 flights.

CID
ORD
Mediocre 2.0

Not happy. Can't afford such high fees to reschedule flight to see my 82 yo parents. I would have to fly first class to have room for my broken leg now. Doctor won't approve flight since this just happened 3/28/17. But, I can't pay so much more to fly home after surgery....near the holidays. Just makes me sad. I had insurance on 1 flight so i hope i can get 1/2 of my ticket price back. Yup, I messed up the insurance on the 2nd flight. My bad. So I'm out for 1 ticket, and a broken leg and torn ACL and I didn't see my folks. Can you do anything to help me, United? Please? Thanks. Pretty tough week.

Will be disappointed if you don't try to help.

DEN
DRO
Okay 5.2

They were able to get us on an earlier flight to shorten the 5 hour layover

CID
ORD
Okay 5.3

united customer service quickly booked new flight for second leg as I was not going to make it in time

I did not like waking up super early in the morning only to sit at airport for 3 hours because an escape hatch leaked and got the radios wet. only to have the nearest tech over an hour away. and for him to not be able to do anything but let it dry out. Then the flight attendants did not even do a beverage service.

CID
ORD
Good 7.6

The flight to OHare was fine. No problems whatever. There was no entertainment. The juice was ok.

The snack I could not eat for dietary restrictions.

Sat, Apr 14
DSM
ORD
1h 19m
Sun, Apr 22
ORD
DSM
1h 15m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Mar 14
DSM
MDW
4h 10m
Tue, Mar 20
MDW
DSM
6h 08m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16147 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BDL
CVG
Okay 4.0

Great pilot..

Jam packed too small and the lady flight attendant was to bossy and not that welcoming, she was more interested in being more of a drill sergeant than the comfort of the passengers

BOS
LGA
Mediocre 2.0

We were in the plane for 3 hours before we could depart. No one offered us a drink or snack.

LAX
IND
Excellent 10.0

The comfort, space, quiet, snacks

SLC
RAP
Excellent 8.6

Crowded boarding area, but no standing around for long. Quick boarding. Entertainment not available so can't rate that. Good crew

BJX
LAX
Excellent 8.0

I liked the check-in kiosk, but only because I had no bags to check. I liked being able to choose my own seat. I liked that the flight was uneventful. I liked the staff at all stages, they were friendly and helpful.

They made me shove my purse into my knapsack to fit within their two bag policy. That's a first for me. My Delta flight did not do that.

Wed, Apr 11
MCW
ORD
1h 55m
Sun, Apr 15
ORD
MCW
1h 55m
Trip: 5 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 54 reviews
Boarding
8.9
Comfort
8.5
Crew
9.0
Entertainment
7.8
Food
6.8
STL
DEC
Okay 5.5

The crew were quite friendly and I had no trouble getting my questions answered.

The flight down was fine, but on the way back there was so much turbulence I thought I was going to be sick...

ORD
DEC
Mediocre 2.0

Absolutely nothing. Horrible airline and service.

See above

DEC
STL
Excellent 10.0

Excellent customer service, from check in to collecting my carry on luggage. Extremely nice pilots and a smooth ride.

DEC
STL
Okay 5.3

Same as above

ORD
DEC
Okay 4.6

Easy check in, helpful crew members.

The approach to landing was so bumpy on both flights were so bad, I was so tense as the aircraft wavered, that I'll need to see a chiropractor when I return home. We wondered how many hours the pilot actually had logged in- My husband felt so badly that he cancelled my flight & booked a flight on Another airline so the return flight wouldn't further hurt my neck & back.

Mon, Apr 16
DBQ
ORD
1h 06m
Sun, Apr 22
ORD
DBQ
0h 55m
Trip: 7 days
6.5GoodShow reviews
Overall 6.5 Good
Based on 2 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
SYD
LAX
Excellent 9.0

Premium economy is the way to go for a long haul flight. We were comfortable and able to get some sleep.

The crew on the way to Sydney was a little more present. There was always someone milling in the galley between the business class and premium economy cabin. The crew returning came through the cabin often and were attentive if you asked for them but you had to seek them out.

BOS
DFW
Excellent 10.0

Everything is excellent!!

ORD
DFW
Excellent 8.6

The customer service/ticket agent skipped her lunch break to get us on the plane. She went way beyond the call of duty. We will be eternally grateful.

DFW
GRR
Excellent 9.0

Everything worked the way it was supposed to. Bag transfer through customs and transfer to domestic was easy.

Snacks and food in general on US operated airlines is generally sad. American Airlines should learn from Qantas about food quality and service.

ORD
LAX
Okay 4.0

Packed like sardines; the seats are getting narrower and the seat pockets are ridiculously small.

Tue, Apr 17
DSM
ORD
1h 16m
Sat, Apr 21
ORD
DSM
1h 14m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Apr 16
CID
ORD
1h 19m
Sun, Apr 22
ORD
CID
1h 05m
Trip: 7 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 6 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
AKL
Okay 4.0

American wins tge coach torture contest!

CID
ORD
Excellent 9.6

.

ORD
LAX
Okay 4.0

Packed like sardines; the seats are getting narrower and the seat pockets are ridiculously small.

CID
ORD
Excellent 10.0

Flight was delayed because of bad weather in Chicago, but I was able to make my connection without problem

LAX
MIA
Okay 4.0

The low fare was the best part of the flight, but I later found that it came at a cost!!!!

First of all the Crew was rude and their lack of patience was obvious, the flight was delayed and was no fault of any of the passengers yet we were made to feel as if it was our ( passengers) fault. Secondly, the air was turned down, I guess to conserve fuel, and the plane was unbearably hot, And at no time was food offered for purchase or even a beverage service. I have flow AA for 20+ years and this was the FURST flight I have ever experienced. Sadly I believe it will be my last!!!!

Tue, Apr 3
DSM
MDW
3h 34m
Thu, Apr 12
MDW
DSM
5h 08m
Trip: 10 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16147 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BJX
LAX
Excellent 8.0

I liked the check-in kiosk, but only because I had no bags to check. I liked being able to choose my own seat. I liked that the flight was uneventful. I liked the staff at all stages, they were friendly and helpful.

They made me shove my purse into my knapsack to fit within their two bag policy. That's a first for me. My Delta flight did not do that.

SLC
RAP
Excellent 8.6

Crowded boarding area, but no standing around for long. Quick boarding. Entertainment not available so can't rate that. Good crew

LAX
IND
Excellent 10.0

The comfort, space, quiet, snacks

FLL
DTW
Excellent 10.0

I like service

BDL
CVG
Okay 4.0

Great pilot..

Jam packed too small and the lady flight attendant was to bossy and not that welcoming, she was more interested in being more of a drill sergeant than the comfort of the passengers

Sat, May 26
DSM
ORD
1h 16m
Sat, Jun 9
ORD
DSM
1h 22m
Trip: 15 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Aug 11
DBQ
ORD
1h 04m
Mon, Aug 13
ORD
DBQ
1h 05m
Trip: 3 days
6.5GoodShow reviews
Overall 6.5 Good
Based on 2 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
CLT
CLE
Okay 5.2

Plane was delayed 1.5 hours. Rental Car reservation was at a location 30 miles from the airport, not the airport rental location. Had to transfer reservations which cost an extra $30...

IND
LAX
Excellent 10.0

The staff

The snack selection and lack of entertainment

LAX
AKL
Okay 4.0

American wins tge coach torture contest!

SYD
LAX
Excellent 9.0

Premium economy is the way to go for a long haul flight. We were comfortable and able to get some sleep.

The crew on the way to Sydney was a little more present. There was always someone milling in the galley between the business class and premium economy cabin. The crew returning came through the cabin often and were attentive if you asked for them but you had to seek them out.

ORD
DFW
Excellent 8.6

The customer service/ticket agent skipped her lunch break to get us on the plane. She went way beyond the call of duty. We will be eternally grateful.

Thu, May 3
DSM
MDW
3h 25m
Sun, May 6
MDW
DSM
5h 34m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16147 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DEN
JFK
Good 6.3

Comfortable seats. Good entertainment

Going to Denver was delayed and now return trip delayed We were give 3 separate reasons. Poor communication. Just telling me a flight will be delayed is not communication. Lack of a free snack was disappointing. May have to rethink flying Delta next time.

FLL
DTW
Excellent 10.0

I like service

ATL
TGU
Mediocre 2.0

The service was horribly they dilate my flight 24 hours and I lose my flight yesterday because from Washington to Atlanta the flight was late and from Atlanta to Tegucigalpa leave early

CUN
ATL
Good 7.0

Staff was friendly. Flight was smooth.

Media kept freezing. They had to reboot the system several times.

BOS
LGA
Mediocre 2.0

We were in the plane for 3 hours before we could depart. No one offered us a drink or snack.

Fri, Jun 1
DSM
ORD
1h 19m
Mon, Jun 11
ORD
DSM
1h 30m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Aug 11
ALO
ORD
1h 18m
Mon, Aug 13
ORD
ALO
1h 21m
Trip: 3 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 1 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
DFW
Excellent 8.6

The customer service/ticket agent skipped her lunch break to get us on the plane. She went way beyond the call of duty. We will be eternally grateful.

CLT
CLE
Okay 5.2

Plane was delayed 1.5 hours. Rental Car reservation was at a location 30 miles from the airport, not the airport rental location. Had to transfer reservations which cost an extra $30...

YEG
PHX
Okay 4.0

The gate attendants and on-board crew were lovely. Pilots provided info which was great and made up some of the long delay.

There is not enough space to list everything. I paid $800 for a normally $300 flight, then paid an extra $75 for the ability to board early so I could store my very small roller carry-on. The in-bound flight was 2 hours late and even though I could track that easily, and assumed our flight would also be two hours late, the AA website insisted the outbound flight would be on time. So like everyone else, I went to the airport. And it wasn't until just before the original departure time that the update was indicated. Really?? If I knew the flight was going to be two hours late,that means AA knew, and didn't care enough about their passengers to advise them. Then when we boarded, my bag was taken away for gate check because the flight did not allow roller bags. After I paid extra. How can AA not advise you when you book your flight that roller bags would not be allowed?? Talk about a money-grab. I unfortunately have a return ticket and am not wealthy enough to throw it away and book on another airline, but I would if I could. I will never fly AA again and I will share my story far and wide.

LAX
AKL
Okay 4.0

American wins tge coach torture contest!

BOS
DFW
Excellent 10.0

Everything is excellent!!

Tue, Jun 19
DSM
MDW
3h 35m
Tue, Jul 3
MDW
DSM
5h 19m
Trip: 15 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16147 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
FLL
DTW
Excellent 10.0

I like service

GDL
ATL
Excellent 9.6

Expensive food

BJX
LAX
Excellent 8.0

I liked the check-in kiosk, but only because I had no bags to check. I liked being able to choose my own seat. I liked that the flight was uneventful. I liked the staff at all stages, they were friendly and helpful.

They made me shove my purse into my knapsack to fit within their two bag policy. That's a first for me. My Delta flight did not do that.

SLC
RAP
Excellent 8.6

Crowded boarding area, but no standing around for long. Quick boarding. Entertainment not available so can't rate that. Good crew

CUN
ATL
Good 7.0

Staff was friendly. Flight was smooth.

Media kept freezing. They had to reboot the system several times.

Tue, Jul 24
DSM
ORD
1h 24m
Tue, Jul 31
ORD
DSM
1h 16m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jul 24
DSM
MDW
3h 29m
Tue, Jul 31
MDW
DSM
3h 49m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16147 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DEN
JFK
Good 6.3

Comfortable seats. Good entertainment

Going to Denver was delayed and now return trip delayed We were give 3 separate reasons. Poor communication. Just telling me a flight will be delayed is not communication. Lack of a free snack was disappointing. May have to rethink flying Delta next time.

FLL
DTW
Excellent 10.0

I like service

GDL
ATL
Excellent 9.6

Expensive food

CUN
ATL
Good 7.0

Staff was friendly. Flight was smooth.

Media kept freezing. They had to reboot the system several times.

BJX
LAX
Excellent 8.0

I liked the check-in kiosk, but only because I had no bags to check. I liked being able to choose my own seat. I liked that the flight was uneventful. I liked the staff at all stages, they were friendly and helpful.

They made me shove my purse into my knapsack to fit within their two bag policy. That's a first for me. My Delta flight did not do that.

Sat, May 5
SUX
ORD
1h 38m
Sun, May 13
ORD
SUX
1h 30m
Trip: 9 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28416 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
CLT
CLE
Okay 5.2

Plane was delayed 1.5 hours. Rental Car reservation was at a location 30 miles from the airport, not the airport rental location. Had to transfer reservations which cost an extra $30...

BWI
ORD
Excellent 8.6

Nothing special

BWI check-in crew is not friendly, not related to Japan Airline.

BOS
DFW
Excellent 10.0

Everything is excellent!!

ORD
DFW
Excellent 8.6

The customer service/ticket agent skipped her lunch break to get us on the plane. She went way beyond the call of duty. We will be eternally grateful.

LAX
AKL
Okay 4.0

American wins tge coach torture contest!

Iowa to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Iowa
Flight Price $189
Airlines Air Choice One, Major Airline, American Airlines, United, Delta
*
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.