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CA $164 Cheap Flights from Chicago (MDW) to Denver (DEN)

View CA $164 flight on Mon, Aug 24, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Denver International Airport (DEN)

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Cheap flights from Chicago (MDW) to Denver (DEN)

Prices were available within the past 7 days and start at CA $164 for one-way flights and CA $327 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Aug 24 - Sat, Aug 29
MDW
Chicago
DEN
Denver
CA $327 Roundtrip, found 1 day ago
CA $327
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Aug 24 from Chicago to Denver, returning Sat, Aug 29, priced at CA $327 found 1 day ago
Delta
Mon, Aug 24 - Sat, Aug 29
MDW
Chicago
DEN
Denver
CA $328 Roundtrip, found 1 day ago
CA $328
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Aug 24 from Chicago to Denver, returning Sat, Aug 29, priced at CA $328 found 1 day ago
Delta
Mon, Sep 21 - Tue, Sep 22
MDW
Chicago
DEN
Denver
CA $362 Roundtrip, found 11 hours ago
CA $362
Roundtrip
found 11 hours ago
Select Delta flight, departing Mon, Sep 21 from Chicago to Denver, returning Tue, Sep 22, priced at CA $362 found 11 hours ago
Delta
Mon, Aug 24 - Sat, Aug 29
MDW
Chicago
DEN
Denver
CA $374 Roundtrip, found 1 day ago
CA $374
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Aug 24 from Chicago to Denver, returning Sat, Aug 29, priced at CA $374 found 1 day ago
Delta
Mon, Sep 21 - Fri, Oct 2
MDW
Chicago
DEN
Denver
CA $376 Roundtrip, found 11 hours ago
CA $376
Roundtrip
found 11 hours ago
Select Delta flight, departing Mon, Sep 21 from Chicago to Denver, returning Fri, Oct 2, priced at CA $376 found 11 hours ago
Delta
Mon, Aug 24 - Sat, Aug 29
MDW
Chicago
DEN
Denver
CA $384 Roundtrip, found 1 day ago
CA $384
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Aug 24 from Chicago to Denver, returning Sat, Aug 29, priced at CA $384 found 1 day ago
Delta
Wed, Sep 2 - Sun, Sep 6
MDW
Chicago
DEN
Denver
CA $385 Roundtrip, found 3 days ago
CA $385
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 2 from Chicago to Denver, returning Sun, Sep 6, priced at CA $385 found 3 days ago
Delta
Wed, Sep 2 - Sun, Sep 6
MDW
Chicago
DEN
Denver
CA $386 Roundtrip, found 3 days ago
CA $386
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 2 from Chicago to Denver, returning Sun, Sep 6, priced at CA $386 found 3 days ago
Delta
Mon, Aug 24 - Sat, Aug 29
MDW
Chicago
DEN
Denver
CA $389 Roundtrip, found 1 day ago
CA $389
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Aug 24 from Chicago to Denver, returning Sat, Aug 29, priced at CA $389 found 1 day ago
Delta
Mon, Aug 24 - Sat, Aug 29
MDW
Chicago
DEN
Denver
CA $392 Roundtrip, found 1 day ago
CA $392
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Aug 24 from Chicago to Denver, returning Sat, Aug 29, priced at CA $392 found 1 day ago

Alternative airports near Denver

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Denver Intl. DEN. Cheapest option available. Average driving time to city centre is 32 minutes. Flights from CA $573
DEN
Denver Intl.
Cheapest
Average driving time to city centre32 min
Flights from CA $573

Frequently asked questions

How much does a flight from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) cost?
You can find one-way and return flights from MDW to DEN with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when MDW to DEN ticket fares go up or down.
What is the cheapest month to fly from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
The cheapest months to fly from MDW to DEN are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
Only one airline offers direct flights from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.). Southwest Airlines operates 49 direct flights from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) every week.
What is the cheapest airline that flies from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
Frontier Airlines is one of the cheapest airlines offering nonstop return flights from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.), with tickets starting from around CA$104 for flights that can be booked for departure within the next year. Southwest Airlines offers one of the cheapest connecting return flights from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) with a layover in Love Field (DAL), starting from around CA$158. These prices are per adult for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
To find a cheap flight from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
The best airline to fly with from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) will differ from traveler to traveler. If you like to fly early, Southwest Airlines offers early morning flights. If price is the most important factor, Frontier Airlines typically offers the lowest fares. Southwest Airlines offers the most daily flights from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
You'll find approximately 7 nonstop flights per day from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.). For even more choices, look at flights that include layovers, as there are around 156 connecting flights per day. Some common connection points include Minneapolis - St. Paul Intl. (MSP), Hartsfield-Jackson Atlanta Intl. (ATL), and Love Field (DAL).
What is the earliest flight from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
The earliest flight from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) typically departs around 5:00 AM local time. This flight is operated by Frontier Airlines. This is a seasonal service, active only in April. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
You'll typically find the most flights from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) on a Sunday, with around 69 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include Southwest Airlines, Delta, and Frontier Airlines. Looking at the week, Sunday offers notably more flight options compared to other days, ensuring you have a good selection to choose from.
What are the most popular departure times for flights from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
The most popular departure times for flights from Chicago Midway International Airport (MDW) to Denver International Airport (DEN) are in the morning, from 9am to 12pm. Many major carriers, including Southwest Airlines, Delta and Frontier Airlines, offer flights during this window. Many travelers prefer these times as it allows for an early start to their day in Denver.
How long does it take to fly from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
A non-stop flight from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) typically takes around 2 hours 48 minutes. This route covers a distance of approximately 1439 kilometres (894 miles). If you opt for a flight with one stop, your travel time will be longer, usually around 7 hours. Flights with two or more stops can take even longer, averaging about 9 hours 48 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.
Can you fly business or first class from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
Yes, you can fly business class or first class between MDW and DEN. You can fly business class with Frontier Airlines and Delta.First class cabins are available on Delta.
How do I earn miles on a Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) flight with Expedia?
It's easy to earn miles on a Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Denver, CO (DEN) from Chicago, IL (MDW)?
If you're planning to travel to Denver from Midway Intl. (MDW), you can fly directly into Denver Intl. (DEN) which offers international flights and connections. Some flights may connect through major hubs like Love Field (DAL), Nashville Intl. (BNA), or Louisville Intl. (SDF) before reaching Denver. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) at the last minute?
Typically, booking a last minute flight from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) flight and hotel package?
Securing a Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.)?
If you booked your Chicago, IL (MDW-Midway Intl.) to Denver, CO (DEN-Denver Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Midway Intl.
Destination airport
Denver Intl.
Airlines serving
Delta
Roundtrip price
CA $327
Distance
1430 km
Average flight time
1 hour 32 mins

Book with confidence

Chicago to Denver Flights

The easy way to book your flights from Chicago to Denver 

With Expedia, it’s simple to find and book flights to Denver from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Denver Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Denver today, tomorrow, or this week.  

 

Save dollars with cheap flights from Midway Intl., MDW to Denver Intl., DEN 

Sort your search results by price to find great deals on your flight from Chicago to Denver—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Denver from Chicago currently is just CA $327 rising to CA $392.  

Here are more money-saving tips: 

  • Fly in August when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Denver  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Denver from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Denver with Expedia today.

Chicago to Denver Flights

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