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

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Flight deals from Des Moines to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Des Moines to Chicago? Find the lowest prices on one-way and round-trip tickets right here.

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Find the cheapest month to fly from Des Moines to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Des Moines to Chicago flights are currently cheapest in August.

Direct flights from Des Moines to Chicago

Alternative Des Moines to Chicago routes

Looking for the cheapest, fastest or easiest route from Des Moines to Chicago? You could fly into the following airports instead.

Des Moines to Chicago: Flight information

The things to know before you go.
Cheapest flight found$164
Cheapest month to flyAugust
Average flight time1 hr, 31 mins
Most popular airlineAmerican Airlines
Average flights per week334

Finding cheap flights from Des Moines to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a round-trip flight from Des Moines to Chicago is $164. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 31 minutes is the average flight time from Des Moines to Chicago.
American Airlines, Alaska Airlines and United fly direct from Des Moines to Chicago.
There are 273 flights per week flying from Des Moines to Chicago, as of May 2024.
The cheapest month to fly from Des Moines to Chicago is usually August.
If you're flying from Des Moines Airport, the cheapest airport near Chicago is Chicago Midway – which is 9.0 miles away from the center of Chicago. We've found flights to this airport from $164.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Des Moines Airport to Chicago on Thursday, August 15, 2024.
Yes – the average flight time is 1 hour and 31 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In May, the average temperature is usually around 56°F. July is typically the warmest month in Chicago, when it usually averages around 80°F. You can expect the least rain in January. The coldest month is January, with temperatures averaging 18°F. The rainiest month is August.
Currently, Frontier Airlines and United offer the cheapest flight tickets to Chicago.

When you are out and about and traveling around the country, you might find yourself looking for flights from Des Moines, Iowa to Chicago, Illinois. Skyscanner can help you to find the best possible deals on your flight so you can enjoy your travels without breaking your budget.

Flying Out of Des Moines

When you are planning to take off from Des Moines, Iowa, you will be flying from the only airport in the Des Moines area. That airport is the Des Moines International Airport and it served about 2.5 million passengers in 2016.

Des Moines International Airport is a major airport for the Iowa area and can get quite busy at times. It is a good idea to arrive at the airport  a few hours before your flight is scheduled to take off. There are several parking options to choose from when you are traveling through Des Moines International Airport.

The long-term parking lot has a maximum charge of $14 a day but there are also four different economy parking lot options with maximum daily charges of somewhere between $5 and $10 per day depending on the specific lot. Economy lots one, two, and four all offer a free shuttle service to the terminal as well.

Airlines that Fly Between Des Moines and Chicago

As you start to plan your trip from Des Moines to Chicago, you will want to get a feel for what airlines offer travel options between these two midwestern cities. Some of the airlines flying between Des Moines and Chicago include:

  • Delta
  • United
  • American Airlines
  • Southwest

Arriving in Chicago

In Chicago, there are two major airports that you might find yourself flying into. Those two airports are O’Hare International Airport and Chicago Midway International Airport

Chicago Midway International Airport

Chicago Midway International Airport is the smaller of the two Chicago area airports but still serves a large number of passengers on an annual basis. In fact, in 2016, the airport saw nearly 22.7 million passengers pass through its terminals.

If you are planning to fly into Chicago Midway International Airport, you will have your choice of transportation options leaving the airport the CTA (Chicago Transit Authority) Orange Line runs to and from the airport and into Chicago as do the CTA bus lines. You can also catch a taxi or book a limo or rideshare car service if you would prefer.  There are also 10 rental car companies that operate through Chicago Midway International Airport. To get to the car rental center, you can grab a shuttle at the arrivals curb and head on over.

O’Hare International Airport

O’Hare International Airport is the largest airport in the Chicago area and serves nearly 78 million passengers every year. When it comes to transportation from the airport, you will have your pick of several options. The CTA Blue line runs to and from O’Hare International Airport as does the Metra commuter train system. There are also CTA buses that operate routes through O’Hare. And, of course there are rideshare, taxi, limo, and rental car options as well.


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Prices shown on this page are estimated lowest prices only. Found in the last 45 days.