
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $182 (Kiwi.com) |
One-way from | $105 (Frontier) |
Popular in | May |
Cheapest in | September |
Average price | $309 |
Good round-trip deal | $378 or less |
Good one-way deal | $213 or less |
Fly from
Fly to
Route
Depart
Return
Des MoinesChicago
DSM - MDW
DSMMDW
Des Moines
Wed 7/15
3:45 pm-5:05 pm
Nonstop1h 20m
Chicago Midway
Wed 7/22
10:10 am-11:30 am
Nonstop1h 20m
Des MoinesChicago
DSM - MDW
DSMMDW
Des Moines
Wed 7/15
5:20 am-6:40 am
Nonstop1h 20m
Chicago Midway
Wed 7/15
9:20 pm-10:50 pm
Nonstop1h 30m
Des MoinesChicago
DSM - ORD
DSMORD
Des Moines
Thu 8/20
11:32 am-1:15 pm
Nonstop1h 43m
Chicago O'Hare Intl
Wed 9/2
7:55 pm-9:23 pm
Nonstop1h 28m
Des MoinesChicago
DSM - RFD
DSMRFD
Des Moines
Wed 7/8
10:59 am-8:29 am
1 stop21h 30m
Chicago Greater Rockford
Sun 7/12
11:27 am-3:50 pm
1 stop28h 23m
Des MoinesChicago
DSM - ORD
DSMORD
Des Moines
Wed 7/22
11:23 am-1:03 pm
Nonstop1h 40m
Chicago O'Hare Intl
Thu 7/23
12:59 pm-2:27 pm
Nonstop1h 28m
Des MoinesChicago
DSM - MDW
DSMMDW
Des Moines
Wed 8/12
6:10 am-7:30 am
Nonstop1h 20m
Chicago Midway
Sun 8/16
9:30 pm-10:50 pm
Nonstop1h 20m
Des MoinesChicago
DSM - ORD
DSMORD
Des Moines
Wed 9/23
3:22 pm-5:05 pm
Nonstop1h 43m
Chicago O'Hare Intl
Fri 9/25
10:00 pm-11:35 pm
Nonstop1h 35m
Des MoinesChicago
DSM - RFD
DSMRFD
Des Moines
Fri 7/31
8:30 am-12:08 pm
1 stop27h 38m
Chicago Greater Rockford
Sun 8/2
11:27 am-3:50 pm
1 stop28h 23m
Des MoinesChicago
DSM - MDW
DSMMDW
Des Moines
Wed 8/5
6:10 am-7:30 am
Nonstop1h 20m
Chicago Midway
Fri 8/7
2:05 pm-9:15 pm
1 stop7h 10m
Des MoinesChicago
DSM - MDW
DSMMDW
Des Moines
Wed 7/8
3:45 pm-5:05 pm
Nonstop1h 20m
Chicago Midway
Sun 7/12
10:25 pm-11:50 pm
Nonstop1h 25m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
Currently, February is the cheapest month in which you can book a flight from Des Moines to Chicago (average of $126). Flying from Des Moines to Chicago in January is currently the most expensive (average of $189). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Unlike in the evening, when flights are generally more expensive, you can save up to 41% on flights from Des Moines to Chicago by exploring options for tickets in the morning.
The most flights from DSM to CHI are scheduled on a Monday (48 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 on average).
Booking 18 days in advance of your planned departure date is, on average, the best time to get cheap flights from Des Moines to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Travelers seeking maximum savings on their Des Moines to Chicago flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Crew
Comfort
Overall
Food
Entertainment
Boarding
Reviews
La Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
Comfort
Overall
Food
Entertainment
Boarding
Reviews
La Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
Comfort
Overall
Food
Entertainment
Boarding
Reviews
La Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
Comfort
Overall
Food
Entertainment
Boarding
Reviews
La Tracimeldamarcos,Jun 2026
LAX - SLC
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$249 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$189 | Average$288 | FlexibilityNo cancel fee | On-time69% |