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Cheap Flights from Des Moines to Chicago, IL, United States - DSM to CHI

Popular flights from Des Moines to Chicago

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American Airlines
Departure Date Return Date Lowest Price
May 18, 2016 May 28, 2016 $229
May 21, 2016 May 31, 2016 $229
United Airlines
Departure Date Return Date Lowest Price
May 18, 2016 May 28, 2016 $229
May 24, 2016 Jun 1, 2016 $229
Jun 4, 2016 Jun 11, 2016 $229
Jun 7, 2016 Jun 7, 2016 $229
Jun 7, 2016 Jun 15, 2016 $229

How Much Does it Cost to Fly from Des Moines to Chicago (DSM to CHI)?

We have collected flight cost data from across the web for travel from Des Moines to Chicago, and have found the average flight price for this trip to be $249.

When Can I Buy the Cheapest Flight from Des Moines to Chicago (DSM to CHI)?

Airlines can adjust prices for plane tickets from Des Moines to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Des Moines to Chicago

The chart below shows up-to-date information regarding how far in advance a flight from Des Moines to Chicago should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $422 $534
7-14 days $377 $540
14-21 days $229 $551
21-30 days $229 $491
30-60 days $229 $450
60-90 days $309 $522
90+ days $229 $441

Cheapest Day To Fly from Des Moines to Chicago

The chart below shows up-to-date information regarding the cheapest days to fly from Des Moines to Chicago.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$234 $229 $229 $269 $289 $229 $269

Lowest Fares Chart By Month from Des Moines to Chicago

The chart below shows the lowest fare by month when flying from Des Moines to Chicago.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May Des Moines Chicago American 5/18/16 5/28/16 0 $229
June Des Moines Chicago United 6/4/16 6/11/16 0 $229
July Des Moines Chicago American 7/12/16 7/20/16 0 $309
August Des Moines Chicago United 8/30/16 9/13/16 0 $229
September Des Moines Chicago American 9/26/16 9/27/16 0 $234
October Des Moines Chicago American 10/1/16 10/8/16 0 $229
November Des Moines Chicago American 11/24/16 11/30/16 0 $309
December Des Moines Chicago American 12/22/16 12/29/16 0 $309

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Des Moines to Chicago

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Des Moines to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
1 2 3 4 5 6 7
$532
8 9 10 11 12 13 14
$532 $382
15 16 17 18 19 20 21
$382 $269
22 23 24 25 26 27 28
$269 $289
29 30 31 1 2 3 4
$289 $269
5 6 7 8 9 10 11
$269

TIPSave $102 by flying into Indianapolis instead of Chicago from Des Moines

Non-Stop vs Connecting Flights from Des Moines to Chicago (DSM to CHI)

Your Des Moines to Chicago flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Des Moines to Chicago is $464.

The average price for non-stop flights from Des Moines to Chicago is $249.

The chart below shows up to date information regarding non-stop flights from Des Moines to Chicago.

Nonstop Flight Details from Des Moines to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 6 6 6 6 6 4 5 06:04 19:20
United 3 5 5 5 5 4 5 05:20 18:33

Round Trip vs One Way Flights from Des Moines to Chicago (DSM to CHI)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Des Moines to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Des Moines to Chicago is $264.

The average price for round trip flights from Des Moines to Chicago is $249.

Des Moines to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Des Moines to Chicago?
Answer: The average Des Moines to Chicago flight time is an hour and 22 minutes.
Question: How many miles are there between Des Moines and Chicago?
Answer: The distance from Des Moines to Chicago is 297 miles.
Question: How common are direct flights from Des Moines to Chicago?
Answer: There are 70 direct flights from Des Moines to Chicago.
Question: What is the most popular airline for non-stop flights from Des Moines to Chicago?
Answer: American Airlines provides 55% of the non-stop flights between Des Moines and Chicago.
Question: What are the most popular connecting cities when flying from Des Moines to Chicago?
Answer: Atlanta, GA

Airlines Flying from Des Moines to Chicago (DSM to CHI)

Below are the different airlines that fly from Des Moines to Chicago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Des Moines to Chicago.

Des Moines to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
Delta ATL X X X X X X X
Delta DTW / CVG X X X X X
United - X X X X X X X
Southwest STL X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Des Moines and Chicago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Des Moines - DSM

FlightsAirlineLowest Price
Des Moines to Milwaukee American, United $258
Des Moines to New York American, United $271
Des Moines to Dallas - Ft Worth American, United $301

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Kansas City to Chicago American, Alaska, Frontier, United $88
Omaha to Chicago American, United $206
Rochester to Chicago American $277
Lincoln to Chicago United $266
Moline to Chicago American, United $285
Waterloo to Chicago American $485
Cedar Rapids to Chicago American, United $281
Dubuque to Chicago American $945
Sioux City to Chicago American $317
Kansas City to Milwaukee American, Alaska, United $214
Omaha to Milwaukee American, Alaska, Frontier, United $263
Kansas City to Atlanta American, Alaska, Frontier, United $108
Kansas City to New York American, Alaska, Spirit, United $205
Omaha to Atlanta American, Alaska, United $309
Kansas City to Detroit American, Alaska, Spirit, United $137
Omaha to Dallas - Ft Worth American, Alaska, United $164
Kansas City to Dallas - Ft Worth American, Alaska, United $179
Kansas City to Minneapolis - St Paul American, Alaska, United $218
Kansas City to Indianapolis American, Alaska, United $232
Kansas City to Grand Rapids American, Alaska, United $307
Omaha to Detroit American, United $299
Omaha to Indianapolis American, United $319
Kansas City to Washington American, Alaska, United $185
Kansas City to Madison American, Alaska, United $322
Kansas City to Denver Frontier, United $98
Omaha to St Louis American, Alaska, United $233
Omaha to Madison American, Alaska, United $416
Cheap Flights from Des Moines to Chicago, IL, United States, from $229 Round trip from DSM to CHI