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Cheap Flights from Denver to Chicago $175.8

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Cheapest Flights from Denver to Chicago (DEN to MDW)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Denver to Chicago (DEN to MDW)

Question : How many departure times from Denver International Airport (DEN) to Chicago Midway International Airport (MDW) are there on a daily basis?
Answer : On average, you can expect to see six available departure times for this route. The average route has 31 different flight times per day, so expect fewer choices than you're used to.

Question : Are prices changing frequently for this route?
Answer : Flight prices for DEN to MDW fluctuate much more than most. The further out you book a route, the more likely you are to save.

Question : How long do most people stay in Chicago when they fly in from Denver?
Answer : The average time spent in Chicago by travelers flying from DEN is four days.

Question : Which airline is struggling to get to Chicago on time?
Answer : Delta Air Lines flights from DEN to MDW are delayed 100% of the time. If you're on Delta Air Lines, be sure to sign up for the delay notifications to stay up to date with your flight's status.

Question : What is the cheapest day to fly in the next four weeks?
Answer : January 31st offers bookings (as of January 16th) that are 17% below the average price for this route. Saving on booking fees means you'll have more cash to spend on your trip.

Question : Best case scenario, how quickly can someone get to MDW from DEN?
Answer : Southwest Airlines can get you there in 2 hours and 10 minutes. For example, if you were to leave Denver at 9:05 PM, you would arrive in Chicago at 12:15 AM CST (remember, there is a one-hour time change).