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

Flights overview

Useful information for finding cheap flights from Des Moines to Chicago and booking your next trip

Cheapest round-trip flights	$269	American Nonstop 2 hr Thu, May 28 — Mon, Jun 1	The cheapest round-trip flight from Des Moines to Chicago is currently $269
Cheapest one-way flight	$119	American Nonstop 2 hr Wed, May 27	The cheapest one-way flight from Des Moines to Chicago is currently $119
Cheapest nonstop flights	$269	United Nonstop 2 hr Thu, Jun 4 — Mon, Jun 8	The cheapest nonstop round-trip flight from Des Moines to Chicago is currently $269
Last-minute weekend getaway	$311	Frontier 1 stop 7 hr Fri, May 8 — Sun, May 10	The cheapest last-minute weekend getaway from Des Moines to Chicago is currently $311
Cheapest business class flights	$421	American Nonstop 2 hr Thu, Jun 4 — Mon, Jun 8	The cheapest business class round-trip flight from Des Moines to Chicago is currently $421

Fastest flight	1 hr 20 min	The fastest nonstop flight from Des Moines to Chicago takes 1 hr 20 min
Nonstop flights	Every day	There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Des Moines to Chicago is typically September. The most expensive month to fly is typically May.

September Cheapest	Typical prices: $170–230
May Most expensive	Typical prices: $235–330

Popular airlines from Des Moines to Chicago

American

Nonstop

from $269

Typical price: $185–330

48 weekly nonstop flights

DSM - ORD Every day

333 weekly connecting flights

DSM - ORD Every day
United

Nonstop

from $269

Typical price: $185–330

40 weekly nonstop flights

DSM - ORD Every day

291 weekly connecting flights

DSM - ORD Every day
Southwest

Nonstop

from $329

Typical price: $210–370

13 weekly nonstop flights

DSM - MDW Every day

1209 weekly connecting flights

DSM - MDW, ORD Every day
Delta

from $289

Typical price: $205–475

279 weekly connecting flights

DSM - MDW, ORD Every day
Frontier

from $230

Typical price: $190–680

10 weekly connecting flights

DSM - MDW, ORD Every Mon, Fri

Popular airports near Des Moines

Des Moines International Airport (DSM)

Des Moines United States 16 min 4 mi
Kansas City International Airport (MCI)

Kansas City United States 2 hr 57 min 168 mi
Eppley Airfield (OMA)

Omaha United States 2 hr 9 min 119 mi
Eastern Iowa Airport (CID)

Cedar Rapids United States 1 hr 52 min 100 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Des Moines to Chicago

The cheapest flights from Des Moines to Chicago are usually in September. Typical ticket prices in September range from $170 to $230.

The cheapest round-trip flight from Des Moines to Chicago recently found on Google Flights was with American from $269. The cheapest one-way flight was with American from $119.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest American flight from Des Moines to Chicago is $269, flying from Jun 4 to Jun 8.
The cheapest United flight from Des Moines to Chicago is $269, flying from Jun 4 to Jun 8.
The cheapest Southwest flight from Des Moines to Chicago is $329, flying from Jul 2 to Jul 5.
The cheapest Delta flight from Des Moines to Chicago is $289, flying from May 28 to Jun 1.
The cheapest Frontier flight from Des Moines to Chicago is $230, flying from Jul 10 to Jul 12.

The cheapest round-trip flight from Des Moines to Chicago starts at $269 from Thu, May 28 to Mon, Jun 1. The cheapest one-way flight starts at $119 and departs on Wed, May 27.

1 hr 20 min is the shortest flight time from Des Moines to Chicago.

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

It's easy to use Google Flights to find the cheapest days to fly from Des Moines to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from Des Moines to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Des Moines to Chicago.

In terms of nonstop flights, American is the most popular. American offers 48 nonstop flights and 333 connecting flights per week. American flies from Des Moines International Airport (DSM) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 13 nonstop flights and 1,209 connecting flights per week. Southwest flies from Des Moines International Airport (DSM) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Des Moines to Chicago are:

United offers 40 nonstop flights and 291 connecting flights per week. United flies from Des Moines International Airport (DSM) to Chicago O'Hare International Airport (ORD) .
Delta offers 279 connecting flights per week. Delta flies from Des Moines International Airport (DSM) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
Frontier offers 10 connecting flights per week. Frontier flies from Des Moines International Airport (DSM) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

The number of connecting flights refers to distinct flights with at least one stop between Des Moines and Chicago.

The cheapest round-trip flight from Des Moines to Chicago recently found on Google Flights was with American from $269. The cheapest one-way flight was with American from $119.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest American flight from Des Moines to Chicago is $269, flying from Jun 4 to Jun 8.
The cheapest United flight from Des Moines to Chicago is $269, flying from Jun 4 to Jun 8.
The cheapest Southwest flight from Des Moines to Chicago is $329, flying from Jul 2 to Jul 5.
The cheapest Delta flight from Des Moines to Chicago is $289, flying from May 28 to Jun 1.
The cheapest Frontier flight from Des Moines to Chicago is $230, flying from Jul 10 to Jul 12.

Southwest, American and United fly direct from Des Moines to Chicago.

There are 48 American direct flights from Des Moines to Chicago per week. Flights are available every day.
There are 40 United direct flights from Des Moines to Chicago per week. Flights are available every day.
There are 13 Southwest direct flights from Des Moines to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between Des Moines and Chicago at price $311 is offered by Frontier from Fri, May 8 to Sun, May 10.

Southwest, American and United fly direct from Des Moines to Chicago.

There are 48 American direct flights from Des Moines to Chicago per week. Flights are available every day.
There are 40 United direct flights from Des Moines to Chicago per week. Flights are available every day.
There are 13 Southwest direct flights from Des Moines to Chicago per week. Flights are available every day.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are direct flights from Des Moines to Chicago on a daily basis.

The cheapest direct (nonstop) round-trip flights between Des Moines and Chicago start at $269 from Thu, Jun 4 to Mon, Jun 8 with United.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Des Moines to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between Des Moines and Chicago start at $421 from Thu, Jun 4 to Mon, Jun 8 with American.

The cheapest economy class round-trip flights between Des Moines and Chicago start at $269 from Thu, May 28 to Mon, Jun 1.

To book business class trips from Des Moines to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between Des Moines and Chicago starts at $311 from Fri, May 8 to Sun, May 10 with Frontier.

The cheapest last-minute deal between Des Moines and Chicago at price $311 is offered by Frontier from Fri, May 8 to Sun, May 10.

To find last-minute flight deals from Des Moines to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.