Cheap Flight Tickets from Denver (DEN) to Chicago (MDW), Starting at $219

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

$404

DL Delta Airlines • 1 stop • 7h 20m

Jan 01 – Jan 03

The cheapest round trip flight from Denver to Chicago (DEN-MDW-DEN) is currently $404

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Cheapest One way Flight

$219

WN Southwest Airlines • 1 stop • 17h 25m

Jul 08

The cheapest one way flight from Denver to Chicago (DEN-MDW) is currently $219

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Cheapest Direct Flight

$3023

WN Southwest Airlines • nonstop • 3h 35m

Jan 01

The cheapest nonstop flight from Denver to Chicago (DEN-MDW) is currently $3023

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Fastest Flight

3h 35m

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

Top Airlines Flying from Denver to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

Sun Country Airlines (SY)

Sun Country Airlines

WestJet Airlines

WestJet Airlines

American Airlines, AA

American Airlines

Alaska Airlines -AS

Alaska Airlines

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.

Jan 01 - Jan 03, Economy
DL
Denver → Chicago
7h 20m
11:10 AM - 4:50 PM • 1 stop
DL
Denver → Chicago
8h 32m
6:00 AM - 10:12 AM • 1 stop
$404
Delta Airlines
Jan 01 - Jan 03, Economy
WN
Denver → Chicago
3h 35m
9:00 AM - 12:15 PM • nonstop
WN
Denver → Chicago
4h 5m
10:45 PM - 12:30 AM • nonstop
$3023
Southwest Airlines
Jan 01 - Jan 03, Economy
WN
Denver → Chicago
3h 40m
7:10 AM - 10:30 AM • nonstop
WN
Denver → Chicago
4h 10m
8:05 AM - 9:55 AM • nonstop
$3023
Southwest Airlines
Jan 01 - Jan 03, Economy
WN
Denver → Chicago
3h 35m
2:05 PM - 5:20 PM • nonstop
WN
Denver → Chicago
4h 10m
6:25 PM - 8:15 PM • nonstop
$3023
Southwest Airlines
Jan 01 - Jan 03, Economy
WN
Denver → Chicago
6h 55m
2:20 PM - 7:35 PM • 1 stop
WN
Denver → Chicago
4h 10m
5:55 AM - 7:45 AM • nonstop
$3081
Southwest Airlines
Jan 01 - Jan 03, Economy
WN
Denver → Chicago
3h 35m
4:15 PM - 7:30 PM • nonstop
WN
Denver → Chicago
7h 20m
4:30 PM - 8:10 PM • 1 stop
$3081
Southwest 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 5:15 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 F9 : USD 372
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 6:25 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) on airlines like Frontier Airlines. For a round-trip economy ticket, you can expect low fares during advance booking periods. Book in time to secure savings.
What's the popular airline to fly from den to mdw?
Southwest Airlines offers budget-friendly flights from Denver International Airport (DEN) to Chicago Midway International Airport (MDW). As a round-trip passenger, you can enjoy affordable airfares on this airline. Book in advance to secure Low Fares for your trip.
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 Sunday. Flying on Sundays can result in budget-friendly flights, making it a great option for travelers looking for cheap airline tickets.
What's the cheapest month to fly from den to mdw?
The cheapest month to fly from Denver International Airport (DEN) to Chicago Midway International Airport (MDW) is November. This is based on historical data, which suggests that flights during this time tend to be more affordable due to lower demand.
Which airline/airlines fly from den to mdw?
The airlines that fly from Denver International Airport (DEN) to Chicago Midway International Airport (MDW) include Volaris Airline, American Airlines, Delta Airlines, Southwest Airlines, WestJet Airlines, United Airlines, Frontier Airlines, Allegiant, JetBlue Airways, and Alaska Airlines.
What is the cheapest airline to fly from Denver International Airport to Chicago Midway International Airport?
Frontier Airlines (F9) offers competitive airfares on this route.
How far in advance can I book my flight for a round trip to Milwaukee?
For optimal booking, consider booking at least 37 days in advance.
Can I book flights with airlines that operate from both Denver and Chicago airports?
Yes, you can book flights with airlines such as Southwest Airlines (WN), American Airlines (AA), Delta Airlines (DL), and United Airlines (UA).
What are the available airfare options for booking a flight to Chicago in July?
July is a popular travel month; consider booking during the week for better deals.
Are there any discounts or promotions available on flights to Chicago Midway International Airport from Denver International Airport?
Check our website for exclusive offers and promo codes.
How can I find the best deals on airfares for my trip to Milwaukee in December?
Book in advance during November, when fares tend to be lower.
What is the average cost of an airfare for a one-way ticket from Denver to Chicago?
Airfares can vary greatly depending on the airline and time of booking.
Are there any additional fees for booking flights through your website?
No, our website offers free booking services with no extra fees.

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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