AED430 Cheap Flights from Denver (DEN) to Chicago (MDW)

View AED430 flight on Mon, 9 February 2026Opens in a new window

Popular airlines from Denver Intl. Airport (DEN) to Chicago Midway Airport (MDW)

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Cheap Flights from Denver to Chicago (DEN-MDW)

Prices were available within the past 7 days and start at AED430 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frequently asked questions

How long does it take to fly from Denver Airport to Chicago Airport?
Frontier Airlines operates a direct flight leaving from DEN at 5:14PM and reaching Chicago Airport at 8:39PM — a travel time of 2 hours and 25 minutes. Secure the best available seat, bring a magazine to keep you busy and the time will zip by.
Is it cheaper to buy a plane ticket from DEN to Chicago Airport last minute?
Being a spontaneous soul is a fantastic way to explore the globe, but it's not always the best method to find a bargain fare. It's better to book your DIA airport to Midway Airport trip ahead of time instead of waiting till 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. Leave your spontaneity for when you're exploring Midway Airport!
What airports do you fly into for Chicago from Denver?
With Midway Intl. Airport (MDW), O'Hare Intl. Airport (ORD) and Lewis University Airport (LOT) to choose from, journeying from Denver to Chicago is easy. The city's main gateway, Midway Intl. Airport (MDW), is about 14 kilometers southwest of the downtown area. Besides ticket costs, consider factors like bus or train options from the airport and the distance to your hotel when deciding where to touch down. Get your Chicago adventure off to a superb start by discovering Wrigley Field and Millennium Park.
What are the most popular departure times for flights from DIA airport to Midway Intl. Airport (MDW)?
For Frontier Airlines flights from Denver Airport to Midway Intl. Airport (MDW), the peak period is between 8:00 AM - 9:00 AM. If you'd like to avoid any holdups, fly in the morning. This way you're likely to miss the air traffic that accumulates as the day goes by.
Can I change the date of my flight from Denver Airport to MDW?
Plans can change, so Expedia is here to help make amending your journey easy. First, find your DEN to Chicago Airport itinerary through the Expedia Trips portal and look up the fare rules and conditions about change fees or other charges. If you purchased your ticket in the last 24 hours, some airlines will let you cancel at no cost and organize new flights. If you booked more than 24 hours ago, connect with us through our Customer Service portal to run through your options.

Travel information

Origin airport
Denver Intl.
Destination airport
Midway Intl.
Distance
1430 km
Average flight time
3 hours 34 mins

Book with confidence

Denver to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Denver to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Denver to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is AED430 now!

Denver to Chicago Flights

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