Cheap Flights from Chicago (MDW) to Boulder (WBU)

Popular airlines from Chicago Midway Airport (MDW) to Boulder, CO (WBU-Boulder Municipal)

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Flights from Chicago (MDW) to Boulder (WBU)
Origin airport
Midway Intl.
Destination airport
Boulder Municipal
Distance
919 mi

Chicago to Boulder Flights

The cheapest times to fly from Chicago to Boulder

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Boulder are during the month of . You can find some of the cheapest flights from Chicago to Boulder with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Boulder

Sunday is one of the best days to book for cheap flights from Chicago to Boulder: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Boulder

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Boulder in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Boulder flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Boulder airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

Is it cheaper to buy a plane ticket from Chicago Airport to WBU last minute?
Being the spontaneous type is an amazing way to travel the world, but it’s not always the smartest method to pick up a cheap flight. Consider booking your Chicago Airport to WBU trip well ahead of time rather than waiting until the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. You can unleash your spontaneous side when you arrive in WBU!
What airports do you fly into for Boulder from Chicago?
From Chicago, you can fly into Boulder via Boulder, CO (WBU-Boulder Municipal), Denver Intl. Airport (DEN) and Broomfield, CO (BJC-Rocky Mountain Metropolitan). Research which hub is right for you before you make a decision. If you pick Boulder, CO (WBU-Boulder Municipal), it’s about 3 mi northeast of downtown. Use the money you save when booking your airfare with Expedia to discover the city’s awesome attractions, such as University of Colorado Boulder and Folsom Field.
Can I change the date of my flight from Midway Intl. Airport (MDW) to WBU?
It’s a piece of cake to make amendments to your Midway Intl. Airport (MDW) to WBU trip yourself. Access your details via the Expedia Trips portal and click on “change flight.” Search for new flights and lock in the one that works best. You’ll get an estimate of any flight change fees. Alternatively, visit our Customer Service portal to connect with our Virtual Agent and get answers to all your questions.

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