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Amazing DEN to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $189 round trip and $99 one way. Prices and availability subject to change. Additional terms may apply.

FAQs about flights from Denver Intl. Airport (DEN) to Midway Intl. Airport (MDW)

Are there direct flights from Denver Airport to Chicago Airport?

The only thing standing between you and your next unforgettable adventure is just one flight. Southwest Airlines is the only air carrier that operates nonstop services between Denver, CO (DEN-Denver Intl.) and Chicago, IL (MDW-Midway Intl.), so it's smart to book well in advance.

If I am not able to travel due to COVID-19, can I change my booking to a later date?

For more info about changing your flight to Chicago, IL (MDW-Midway Intl.), please visit our Customer Service Portal.

How long is the flight from Denver Airport to Chicago Airport?

With the flight from Denver, CO (DEN-Denver Intl.) to Chicago, IL (MDW-Midway Intl.) taking around 3 hours and 54 minutes, you'll have time to get a lot of things done in the air. Make good use of your journey by bringing that book you never have time to read, seeing what in-flight entertainment is on offer or catching up on some rest. You may even find you can squeeze in all three before landing.

What is the flight distance from Denver Airport to Chicago Airport?

There's a flight distance of 1,491 mi separating Denver, CO (DEN-Denver Intl.) and Chicago, IL (MDW-Midway Intl.). This is classified as a medium-haul flight. You'll have plenty of time to take advantage of the in-flight entertainment and squeeze in a little sleep if you want to feel fresh on landing.

What airlines fly from Denver Airport to Chicago Airport?

Locked in the dates for your next vacation? Hoping to fly nonstop from Denver to Chicago? With Southwest Airlines offering as many as 215 flights each month, you'll be on your way in no time.

What is the best day to buy a plane ticket?

This just in! Airfares offered on Tuesdays tend to be the cheapest, according to flight demand on Travelocity in 2019. Wednesday and Friday prices are also good, but you may want to prepare your budget if booking on a Monday, as data shows the start of the week is when prices are generally at their highest.

What are the cheapest days to fly?

Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2019, flights departing on a Tuesday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.

How far in advance can you book a flight?

Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2019 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 1-2 weeks prior to their travel dates.

How can I save money on airline tickets?

We'll let you in on a secret...You can save big on flights if you mix and match your airlines and fare types. In fact, travelers who booked flights on Travelocity in 2019 saved nearly 50% when their return flights consisted of two different airlines or fare types.

*According to flight demand on from January to December 2019. Savings are subject to change based on departure location, date and destination.

Denver Intl. to Midway Intl. Flight FAQ

Traveling FromDenver Intl.
Traveling ToMidway Intl.
Shortest Flight Time4 hours 15 mins
Earliest Departure Time8:20AM CST
Latest Departure Time4:10PM CST
Lowest Flight Price$189

Denver to Chicago Carriers and Route Information

Flight path for flights from Denver International Airport to Chicago Midway International Airport.

898.00 miles

Popular Flight Routes from Denver (DEN)

Travelers at DEN love to visit these top cities. Roam to the top destinations from Denver (DEN) today with the cheap prices from Travelocity!

Popular Flight Routes from Chicago (MDW)

Travelers at MDW love to visit these top cities. Roam to the top destinations from Chicago(MDW) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.