Direct (non-stop) flights from Denver (DEN) to Chicago (MDW)
Find comprehensive flight information, schedules, and booking details for direct flights from Denver (DEN), US to Chicago (MDW), US. This popular route is operated by 2 airlines, offering multiple daily departures.• Flight Duration: 2h 15m - 2h 35m (average flight time)• Distance: 898 miles (1445 km) (air miles between airports)• Daily Flights: 4-14 flights (scheduled departures per day)
Denver (DEN)
US
Chicago (MDW)
US
FLIGHT TIME
2h 15m - 2h 35m
FLIGHT DISTANCE
898 miles (1445 km)
2h 15m - 2h 25m
05:20
20:20
898 miles (1445 km)
February
2 (Show)
59
Flight Schedule
December 2025
Airlines with direct flights from Denver (DEN) to Chicago (MDW)
Route Insights
Duration variability: Flight duration on this route can vary based on aircraft type, wind conditions, and airline scheduling. Average duration is 2h 15m - 2h 35m.
Pricing patterns: February typically offers lower prices due to reduced demand outside peak travel seasons.
Airline service: This route is primarily served by Southwest Airlines and Frontier Airlines, reflecting hub connections and route network strategies.
Best departure times: Peak departure times are 5:00, 7:00, 10:00, offering more flight options and potentially better connections.
Denver (DEN) - Chicago (MDW) flight price statistics
$268
ApproximateThe numbers are average prices found based on user searches for direct flights between the airports. It's calculated from the cheapest prices found per month for a round-trip with 1 adult and can vary depending on the amount of data we have for this particular route.
$59
Jan$45
Feb$48
Mar$53
Apr$419
May$268
Jun$268
Jul$158
Aug$165
Sep$270
Oct$738
Nov$720
DecRelated Information
Airports: Denver (DEN) • Chicago Airport (MDW)
Airlines operating this route: Southwest Airlines (WN), Frontier Airlines
Frequently Asked Questions
How many flights operate from Denver (DEN) to Chicago (MDW)?
There are 9 direct flights operating from Denver (DEN) to Chicago (MDW). Approximately 4-14 flights daily.
Which airlines operate flights from Denver (DEN) to Chicago (MDW)?
2 airlines operate on this route: Southwest Airlines, Frontier Airlines.
How long is the flight from Denver (DEN) to Chicago (MDW)?
The flight duration from Denver (DEN) to Chicago (MDW) is approximately 2h 15m - 2h 35m.
What is the distance from Denver (DEN) to Chicago (MDW)?
The distance from Denver (DEN) to Chicago (MDW) is 898 miles (1445 km).
What is the flight time range for this route?
Flight times on this route range from 2h 15m - 2h 25m.
What are the earliest and latest flight departure times?
The earliest flight departs at 05:20 and the latest flight departs at 20:20.
What is the cheapest month to fly from Denver (DEN) to Chicago (MDW)?
February is typically the cheapest month to fly on this route.
How many flights operate per week on this route?
Approximately 59 flights operate per week from Denver (DEN) to Chicago (MDW).
What types of aircraft operate on this route?
This route is served by Boeing 737-800 (winglets) Passenger/BBJ2, Boeing 737MAX 8 Passenger, Airbus A320neo, Boeing 737-700 (winglets) Passenger/BBJ1.
What is the average flight price from Denver (DEN) to Chicago (MDW)?
The average flight price for a round-trip ticket from Denver (DEN) to Chicago (MDW) is approximately $268 USD. Prices can vary based on booking time, season, and airline.
When is the best time to book flights from Denver (DEN) to Chicago (MDW) for the lowest prices?
February is typically the cheapest month to fly from Denver (DEN) to Chicago (MDW). Booking in advance and avoiding peak travel seasons can help you find better deals.
How many airlines offer flights from Denver (DEN) to Chicago (MDW)?
2 airlines offer direct flights from Denver (DEN) to Chicago (MDW), providing travelers with multiple options for scheduling and pricing.
How far is Chicago (MDW) from Denver (DEN)?
The distance from Denver (DEN) to Chicago (MDW) is 898 miles (1445 km). This is a long-haul flight route.
How long does it take to fly from Denver (DEN) to Chicago (MDW)?
The flight time from Denver (DEN) to Chicago (MDW) is approximately 2h 15m - 2h 35m. Actual flight duration may vary based on weather conditions, aircraft type, and routing.
What city does Chicago (MDW) serve?
Chicago (MDW) serves Chicago, US.