What is the cheapest airline that flies from Des Moines to Chicago?

Southwest, Delta, and United Airlines are the most popular carriers operating from Des Moines to Chicago

How many flights depart from Des Moines to Chicago on average per day?

The number of flights available between Des Moines and Chicago is 42 per day as of April 2026. The most frequent departure time is 11:00AM, with 40% of daily flights leaving at noon.

How many flights depart from Des Moines to Chicago on average per week?

As of April 2026, 299 flights take off from Des Moines and land in Chicago each week. The most common flight departure day for this route is Thu, with 21% of weekly flights taking off on this day.

When did momondo last update prices for flights from Des Moines Airport to Chicago?

Prices for flights from Des Moines Airport to Chicago were last updated today.

How many operators does momondo search for flights from Des Moines Airport to Chicago?

There are 2 operators available for flights from Des Moines Airport to Chicago as of April 2026.

How old do you have to be to fly from Des Moines Airport to Chicago?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Des Moines Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$90 Cheap Flights from Des Moines to Chicago in 2026

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Find the cheapest flights from Des Moines to Chicago

Round-trip

One-way

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Enter your travel dates to find the best prices.

4:41 pm - 6:44 pm

DSM

ORD

26h 03m

1 stop

7:52 pm - 10:52 pm

ORD

DSM

27h 00m

1 stop

$193Multiple Airlines

Thu, May 28 - Sat, Jun 20

2:16 pm - 8:32 pm

DSM

ORD

6h 16m

1 stop

9:48 pm - 1:31 pm

ORD

DSM

15h 43m

1 stop

$226Frontier

Wed, Jun 3 - Tue, Jun 9

8:03 pm - 9:44 pm

DSM

ORD

1h 41mnonstop

10:35 pm - 12:10 am

ORD

DSM

1h 35mnonstop

$237American Airlines

Tue, Jun 9 - Tue, Jun 16

3:15 pm - 4:35 pm

DSM

MDW

1h 20mnonstop

10:10 am - 11:30 am

MDW

DSM

1h 20mnonstop

$237Southwest

Wed, Jun 3 - Wed, Jun 10

7:13 pm - 9:10 pm

DSM

ORD

1h 57mnonstop

11:00 pm - 12:35 am

ORD

DSM

1h 35mnonstop

$238American Airlines

Wed, Jun 10 - Wed, Jun 17

3:15 pm - 4:35 pm

DSM

MDW

1h 20mnonstop

10:05 pm - 11:30 pm

MDW

DSM

1h 25mnonstop

$253Southwest

Wed, Jun 3 - Thu, Jun 4

2:45 pm - 6:18 pm

DSM

MDW

3h 33m

1 stop

1:21 pm - 5:23 pm

MDW

DSM

4h 02m

1 stop

$257Delta

Tue, Jun 9 - Tue, Jun 16

6:15 am - 12:42 pm

DSM

MDW

6h 27m

1 stop

9:54 am - 2:05 pm

MDW

DSM

4h 11m

1 stop

$273Delta

Mon, Jun 1 - Wed, Jun 24

8:00 am - 7:59 pm

DSM

RFD

11h 59m

1 stop

8:39 am - 10:15 pm

RFD

DSM

13h 36m

1 stop

$380Allegiant Air

Wed, Jul 15 - Fri, Jul 17

4:11 pm - 9:13 am

DSM

RFD

17h 02m

1 stop

11:27 am - 3:50 pm

RFD

DSM

28h 23m

1 stop

$411Allegiant Air

Tue, Jun 30 - Sun, Jul 5

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American Airlines flights from Des Moines to Chicago

Our best American Airlines deals on Des Moines to Chicago flight tickets

American Airlines

Jun 9

DSM8:03 pmDes Moines

1h 41m

ORD9:44 pmChicago O'Hare Intl

Jun 16

ORD10:35 pmChicago O'Hare Intl

1h 35m

DSM12:10 amDes Moines

$237

American Airlines

Jun 10

DSM7:13 pmDes Moines

1h 57m

ORD9:10 pmChicago O'Hare Intl

Jun 17

ORD11:00 pmChicago O'Hare Intl

1h 35m

DSM12:35 amDes Moines

$238

American Airlines

Jun 10

DSM7:02 pmDes Moines

5h 37m

1 stop

ORD12:39 amChicago O'Hare Intl

Jun 17

ORD7:00 amChicago O'Hare Intl

1h 32m

DSM8:32 amDes Moines

$248

United Airlines flights from Des Moines to Chicago

Our best United Airlines deals on Des Moines to Chicago flight tickets

United Airlines

Jun 3

DSM5:00 amDes Moines

1h 39m

ORD6:39 amChicago O'Hare Intl

Jun 4

ORD8:52 amChicago O'Hare Intl

1h 35m

DSM10:27 amDes Moines

$253

United Airlines

May 11

DSM10:02 amDes Moines

1h 34m

ORD11:36 amChicago O'Hare Intl

May 27

ORD8:13 pmChicago O'Hare Intl

1h 32m

DSM9:45 pmDes Moines

$327

United Airlines

May 11

DSM11:40 amDes Moines

1h 32m

ORD1:12 pmChicago O'Hare Intl

May 18

ORD9:01 amChicago O'Hare Intl

1h 36m

DSM10:37 amDes Moines

$408

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Thu 5/28

4:41 pm-6:44 pm

1 stop26h 03m

Chicago O'Hare Intl

Sat 6/20

7:52 pm-10:52 pm

1 stop27h 00m

$193

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Wed 6/3

2:16 pm-8:32 pm

1 stop6h 16m

Chicago O'Hare Intl

Tue 6/9

9:48 pm-1:31 pm

1 stop15h 43m

$226

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Tue 6/9

8:03 pm-9:44 pm

Nonstop1h 41m

Chicago O'Hare Intl

Tue 6/16

10:35 pm-12:10 am

Nonstop1h 35m

$237

Quickest round-trip

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Wed 6/3

3:15 pm-4:35 pm

Nonstop1h 20m

Chicago Midway

Wed 6/10

10:10 am-11:30 am

Nonstop1h 20m

$237

Des MoinesChicago

DSM - ORD

DSMORD

Des Moines

Wed 6/10

7:13 pm-9:10 pm

Nonstop1h 57m

Chicago O'Hare Intl

Wed 6/17

11:00 pm-12:35 am

Nonstop1h 35m

$238

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Wed 6/3

3:15 pm-4:35 pm

Nonstop1h 20m

Chicago Midway

Thu 6/4

10:05 pm-11:30 pm

Nonstop1h 25m

$253

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Tue 6/9

2:45 pm-6:18 pm

1 stop3h 33m

Chicago Midway

Tue 6/16

1:21 pm-5:23 pm

1 stop4h 02m

$257

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Mon 6/1

6:15 am-12:42 pm

1 stop6h 27m

Chicago Midway

Wed 6/24

9:54 am-2:05 pm

1 stop4h 11m

$273

Des MoinesChicago

DSM - RFD

DSMRFD

Des Moines

Wed 7/15

8:00 am-7:59 pm

1 stop11h 59m

Chicago Greater Rockford

Fri 7/17

8:39 am-10:15 pm

1 stop13h 36m

$380

Des MoinesChicago

DSM - RFD

DSMRFD

Des Moines

Tue 6/30

4:11 pm-9:13 am

1 stop17h 02m

Chicago Greater Rockford

Sun 7/5

11:27 am-3:50 pm

1 stop28h 23m

$411

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How to get the cheapest flight ticket from Des Moines to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

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Other information

What is the typical price of a round-trip flight between Des Moines and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Des Moines, with most prices found around $126. If you’re not able to fly to Chicago in February, then July is your next best option. Flight prices from Des Moines to Chicago during July average around $129.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $510. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Des Moines to Chicago for around $728.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Des Moines to Chicago during this time can be as low as $503. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $936.

What is the cheapest Des Moines to Chicago flight route?

Fly from Des Moines to Chicago O'Hare Intl for the best Des Moines - Chicago flight prices

How far in advance should I book a flight from Des Moines to Chicago?

You are more likely to see cheaper flights to Chicago from Des Moines when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $284 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Des Moines for as low as $169 on momondo.

Can stopping save me money on Des Moines to Chicago flights?

You could potentially save up to 29% on your flight if you consider stops on a Des Moines to Chicago flight.

How have Des Moines to Chicago flight prices changed over time?

As of April 2026, prices for Des Moines to Chicago flights are approximately 36% more expensive when compared to flights at the same time last year.

When to book flights from Des Moines to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Des Moines to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Des Moines to Chicago (DSM to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Des Moines to Chicago

Best Price Found	$225
Fastest flight time	1h 15m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Des Moines in the past 72 hours is $225. The best round-trip flight deal from Des Moines to Chicago found on momondo in the last 72 hours is $369.

The fastest flight from Des Moines to Chicago takes 1h 15m

Direct flights go from Des Moines to Chicago every day.

There are 3 airports in Chicago. From Des Moines there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Des Moines to Chicago

How far is Des Moines to Chicago by plane?
Chicago is 309.8 mi away from Des Moines. By plane, this route typically takes 1h 15m.
When did momondo last update prices for flights from Des Moines Airport to Chicago?
Prices for flights from Des Moines Airport to Chicago were last updated today.
How many operators does momondo search for flights from Des Moines Airport to Chicago?
There are 2 operators available for flights from Des Moines Airport to Chicago as of April 2026.
How old do you have to be to fly from Des Moines Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Des Moines Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Des Moines to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Des Moines to Chicago is Airbus A319 (17.50% of total bookings). The next most popular plane models are Embraer 175 (14.33%), Canadair (Bombardier) Regional Jet 700 (11.16%), and Canadair (Bombardier) Regional Jet CRJ-550 (10.37%).
What is the most popular airline from Des Moines to Chicago?
momondo data reveals that the most frequently booked airline on the route from Des Moines to Chicago is United Airlines, representing 51% of all bookings. The subsequent popular airlines are American Airlines at 43% and Southwest at 7%.

Best airlines flying from Des Moines to Chicago

Compare and see reviews for airlines that fly from Des Moines to Chicago with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $148	Free Cancellation	Rating 7.1 11,681 reviews		Search American Airlines flights
United Airlines	PriceFrom $189	Free Cancellation	Rating 7.4 9,677 reviews		Search United Airlines flights

United Airlines Flights From Des Moines to Chicago
United Airlines operates around 22 flights from Des Moines to Chicago every week. The average price of these flights found in the last 72 hours has been $267, but momondo users have found United Airlines deals from Des Moines to Chicago from as low as $189 round-trip. United Airlines has been scored 7.4/10 in 9,677 reviews.
American Airlines Flights From Des Moines to Chicago
The best American Airlines deal for Des Moines to Chicago flight tickets found on momondo in the last 72 hours was $148, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $245 round-trip. American Airlines operates 30 flights out of Des Moines into Chicago in an average week, so prices vary by time and availability. 11,681 American Airlines reviews by users on momondo have scored the airline at 7.1/10.

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New Buffalo

Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Munster

Schererville

Crown Point

Monticello

Chesterton

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Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Des Moines to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Des Moines.

Can I find flights from Des Moines to Chicago with flexible booking policies on momondo?

All flight searches from Des Moines to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Des Moines to Chicago?

Once all potential Des Moines to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Des Moines to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Des Moines are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from Des Moines to Chicago from $90

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Des Moines to Chicago departing on 5/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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American Airlines flights from Des Moines to Chicago

Our best American Airlines deals on Des Moines to Chicago flight tickets

United Airlines flights from Des Moines to Chicago

Our best United Airlines deals on Des Moines to Chicago flight tickets

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How to get the cheapest flight ticket from Des Moines to Chicago

What is the typical price of a round-trip flight between Des Moines and Chicago?

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Des Moines to Chicago flight route?

How far in advance should I book a flight from Des Moines to Chicago?

Can stopping save me money on Des Moines to Chicago flights?

How have Des Moines to Chicago flight prices changed over time?

What is the cheapest airline that flies from Des Moines to Chicago?

How many flights depart from Des Moines to Chicago on average per day?

How many flights depart from Des Moines to Chicago on average per week?

When to book flights from Des Moines to Chicago

Cheap Des Moines to Chicago (DSM to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Des Moines to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Des Moines to Chicago

Best airlines flying from Des Moines to Chicago

Compare and see reviews for airlines that fly from Des Moines to Chicago with momondo

United Airlines Flights From Des Moines to Chicago

American Airlines Flights From Des Moines to Chicago

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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