Cheap Flight Tickets from Denver (DEN) to Chicago (MDW), Starting at $217

Good to Know: Cheapest and Fastest DEN - MDW Flights

Useful information for finding best airline tickets from Denver International to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$217

WN Southwest Airlines • nonstop • 3h 40m

Nov 27 – Nov 29

The cheapest round trip flight from Denver to Chicago (DEN-MDW-DEN) is currently $217

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Cheapest Direct Flight

$217

WN Southwest Airlines • nonstop • 3h 40m

Nov 27

The cheapest nonstop flight from Denver to Chicago (DEN-MDW) is currently $217

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Fastest Flight

3h 35m

The fastest nonstop flight from Denver to Chicago (DEN-MDW) takes 3h 35m

Latest Flight Deals from Denver (DEN) to Chicago (MDW)

Compare and book low fare round-trip air tickets from Denver to Chicago. Ideal for travelers with confirmed return itineraries.

Nov 27 - Nov 29, Economy
WN
Denver → Chicago
3h 40m
8:40 AM - 12:00 PM • nonstop
WN
Denver → Chicago
4h 5m
7:05 PM - 8:50 PM • nonstop
$217
Southwest Airlines
Nov 27 - Nov 29, Economy
WN
Denver → Chicago
3h 35m
6:45 PM - 10:00 PM • nonstop
WN
Denver → Chicago
4h 5m
7:05 PM - 8:50 PM • nonstop
$217
Southwest Airlines
Nov 27 - Nov 29, Economy
WN
Denver → Chicago
3h 35m
8:40 PM - 11:55 PM • nonstop
WN
Denver → Chicago
4h 5m
5:45 PM - 7:30 PM • nonstop
$217
Southwest Airlines
Nov 27 - Nov 29, Economy
WN
Denver → Chicago
3h 35m
6:45 PM - 10:00 PM • nonstop
WN
Denver → Chicago
5h 45m
5:15 PM - 8:00 PM • 1 stop
$220
Southwest Airlines
Nov 27 - Nov 29, Economy
WN
Denver → Chicago
3h 35m
2:40 PM - 5:55 PM • nonstop
WN
Denver → Chicago
5h 45m
5:15 PM - 8:00 PM • 1 stop
$220
Southwest Airlines
Nov 27 - Nov 29, Economy
DL
Denver → Chicago
10h 5m
8:10 AM - 3:15 PM • 1 stop
DL
Denver → Chicago
10h 48m
5:46 PM - 11:34 PM • 1 stop
$671
Delta Airlines

Fly from Denver to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Denver to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Denver to Chicago Flights

What are the airports in Denver?
DEN
What’s the most popular airline flying from DEN to MDW?
The most popular airline flying from Denver to Chicago are
Can I fly from DEN to MDW non-stop?
Yes, you can fly DEN to MDW non-stop on
Which airlines fly nonstop between Denver and Chicago?
The non-stop flights between Denver and Chicago are .
What’s the earliest departure time from DEN to MDW Airport?
The earliest flight leaves DEN at 6:20 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Denver to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from DEN to MDW?
Read the fare rules of the Denver to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Denver and Chicago?
operate flights between Denver and Chicago
How long does a flight from Denver to Chicago take?
It takes approximately 2 hour to fly non-stop from DEN to MDW, which is 895.33 miles by air.
Which airlines provide the cheapest flights from Denver (DEN) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from DEN were found on WN : USD 220
Do I need a passport to fly between DEN and MDW?
No
What’s the latest departure time from DEN to MDW ?
The last flight leaves DEN at 8:40 pm

Essential Information for Booking Flights from Denver (DEN) - AI Insights

What's the cheapest airline from den to mdw?
You can find budget-friendly flights from Denver International Airport (DEN) to Chicago Midway International Airport (MDW) with Southwest Airlines. Low fares are available for a one-way trip with 2 stops, and advance booking is recommended at least 10 days in advance. You can find the cheapest airfares on our website for a cost-effective travel option.
What's the popular airline to fly from den to mdw?
You can fly from Denver International Airport (DEN) to Chicago Midway International Airport (MDW) on Southwest Airlines (WN). This is a two-stop flight with a layover in between. Please book your ticket at least 10 days in advance to get the best Low Fares. You can find the cheapest Airfares on our website.
What's the cheapest day of the week to fly from den to mdw?
The cheapest day to fly from Denver (DEN) to Chicago Midway International Airport (MDW) is typically on Fridays. Booking your flight on this day can help you secure a budget-friendly airfare.
What's the cheapest month to fly from den to mdw?
The cheapest month to fly from Denver (DEN) to Chicago Midway International Airport (MDW) is October, as it tends to have lower airfares compared to other months. Budget-friendly flights can be found during this period, making it an ideal time for a low-cost airline ticket. October airfares are often cheaper than those in December, November, or February.
Which airline/airlines fly from den to mdw?
The airlines that fly from Denver International Airport (DEN) to Chicago Midway International Airport (MDW) include Southwest Airlines (WN), Frontier Airlines (F9), United Airlines (UA), American Airlines (AA), and Delta Airlines (DL). You can find more information on airfares and flight schedules on the fareleaders.com website.
What is the estimated airfare from Denver International Airport (DEN) to Chicago Midway International Airport (MDW) for a one-way trip with 5 passengers?
The estimated airfare from Denver International Airport (DEN) to Chicago Midway International Airport (MDW) for a one-way trip with 5 passengers is available on our website fareleaders.com.
How many advance booking days are required for a one-way economy flight from Denver to Chicago?
For a one-way economy flight from Denver to Chicago, advance booking days are required 10 days in advance.
Can I book a direct flight from Denver to Chicago on a weekend?
Yes, you can book a direct flight from Denver to Chicago on a weekend.
What are the available flights from Milwaukee to Chicago with the best fares?
The available flights from Milwaukee to Chicago with the best fares are available on our website fareleaders.com.
How can I find the cheapest airline tickets for my trip to Chicago in July?
To find the cheapest airline tickets for your trip to Chicago in July, use our airfare comparison tool on fareleaders.com.
Can I book a flight with a specific airline from Denver to Chicago?
Yes, you can book a flight with a specific airline from Denver to Chicago on our website fareleaders.com.
What is the total cost of a one-way economy flight from Denver to Chicago with 2 stops?
The total cost of a one-way economy flight from Denver to Chicago with 2 stops is available on our website fareleaders.com.
How can I book a flight with the best fares for my trip to Chicago?
To book a flight with the best fares for your trip to Chicago, use our airfare comparison tool on fareleaders.com.
Can I book a flight with a specific airline and travel dates?
Yes, you can book a flight with a specific airline and travel dates on our website fareleaders.com.
What is the estimated airfare for a one-way trip from Denver to Chicago with a specific cabin class?
The estimated airfare for a one-way trip from Denver to Chicago with a specific cabin class is available on our website fareleaders.com.

Denver (DEN) to Chicago (MDW): Airport Information

Origin Airport Denver International , Denver, US
Destination Airport Chicago Midway International , Chicago, US
Distance 895 miles

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