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$69+ Cheap flights from Midway (MDW) to Denver (DEN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DEN
Aug 21 — Aug 281
Thu 8/21
Thu 8/28
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Denver Intl are usually found in November or September, booked 35 days in advance, depart on a Wednesday or Tuesday and return on a Friday

Cheap flight deals from Midway to Denver

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Denver (DEN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 16, 2025.

Round-trip from

$111
(Frontier)

One-way from

$69
(Southwest)

Popular in

August

Cheapest in

November

Average price

$238

Good round-trip deal

$160 or less

Good one-way deal

$99 or less
From Chicago Midway to Denver Intl
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One-way flight from Chicago Midway to Denver Intl
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Highest demand for flights based on searches. 2% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago Midway to Denver Intl.
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Price to beat on a one-way flight from Chicago Midway to Denver Intl.
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Find flight deals from Midway to Denver

Cheapest flights from Midway to Denver
Explore the most affordable flight options available from Midway to Denver. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.

This CheapOair deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/34:48 pmMDW - DEN
Nonstop2h 38mFrontier
Mon 10/612:28 pmDEN - MDW
Nonstop2h 25mFrontier
Deal found 8/15$111
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:24 pmMDW - DEN
Nonstop2h 44mFrontier
Sun 10/269:12 pmDEN - MDW
Nonstop2h 24mFrontier
Deal found 8/14$112
This Frontier deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/96:24 pmMDW - DEN
Nonstop2h 44mFrontier
Mon 10/136:05 amDEN - MDW
Nonstop2h 26mFrontier
Deal found 8/16$114
This Cheapflightsfares deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3012:30 pmMDW - DEN
Nonstop2h 46mFrontier
Thu 11/68:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 8/14$115
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:24 pmMDW - DEN
Nonstop2h 44mFrontier
Sun 10/197:00 amDEN - MDW
1 stop8h 42mFrontier
Deal found 8/15$117
This CheapOair deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:20 pmMDW - DEN
1 stop7h 23mFrontier
Mon 10/208:58 pmDEN - MDW
Nonstop2h 26mFrontier
Deal found 8/15$118
This Cheapflightsfares deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:20 pmMDW - DEN
1 stop6h 39mFrontier
Mon 10/138:58 pmDEN - MDW
Nonstop2h 26mFrontier
Deal found 8/15$119
This Mytrip deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/46:30 amMDW - DEN
1 stop17h 23mFrontier
Mon 9/812:28 pmDEN - MDW
Nonstop2h 25mFrontier
Deal found 8/15$120
This Frontier deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/185:20 pmMDW - DEN
1 stop7h 23mFrontier
Thu 10/239:12 pmDEN - MDW
Nonstop2h 24mFrontier
Deal found 8/15$121
This Frontier deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/262:26 pmMDW - DEN
1 stop9h 27mFrontier
Mon 9/2912:28 pmDEN - MDW
Nonstop2h 25mFrontier
Deal found 8/15$123
This Cheapflightsfares deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:24 pmMDW - DEN
Nonstop2h 44mFrontier
Mon 10/208:58 pmDEN - MDW
Nonstop2h 26mFrontier
Deal found 8/14$124
This Cheapflightsfares deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/193:48 pmMDW - DEN
Nonstop2h 44mFrontier
Mon 9/2212:28 pmDEN - MDW
Nonstop2h 25mFrontier
Deal found 8/14$125

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Denver that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 16, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Denver that are best for you.

Fly from

Midway

Fly to

Denver

Route

Depart

Return

Price

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 10/24

6:24 pm-8:08 pm

Nonstop2h 44m

Denver Intl

Sun 10/26

9:12 pm-12:36 am

Nonstop2h 24m

$114

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 10/17

6:24 pm-8:08 pm

Nonstop2h 44m

Denver Intl

Sun 10/19

9:12 pm-12:36 am

Nonstop2h 24m

$114

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 10/9

6:24 pm-8:08 pm

Nonstop2h 44m

Denver Intl

Mon 10/13

6:05 am-9:31 am

Nonstop2h 26m

$114

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 10/16

6:24 pm-8:08 pm

Nonstop2h 44m

Denver Intl

Sun 10/19

7:00 am-4:42 pm

1 stop8h 42m

$117

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 9/19

9:47 pm-9:01 am

1 stop12h 14m

Denver Intl

Mon 9/22

12:28 pm-3:53 pm

Nonstop2h 25m

$118

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 9/20

11:23 am-9:22 pm

1 stop10h 59m

Denver Intl

Mon 9/22

12:28 pm-3:53 pm

Nonstop2h 25m

$118

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 9/5

7:15 am-1:52 pm

1 stop7h 37m

Denver Intl

Mon 9/8

12:28 pm-3:53 pm

Nonstop2h 25m

$118

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 10/10

5:20 pm-10:59 pm

1 stop6h 39m

Denver Intl

Mon 10/13

8:58 pm-12:24 am

Nonstop2h 26m

$119

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 9/12

4:48 pm-6:26 pm

Nonstop2h 38m

Denver Intl

Mon 9/15

6:10 am-1:11 pm

1 stop6h 01m

$119

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 11/4

6:00 pm-7:40 pm

Nonstop2h 40m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 20 results
1
2

The best insider tips for Chicago Midway Airport to Denver flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Denver trip
Airlines
Frontier

Frontier offers extra comfort seats with 32” separation for a fee, ideal for longer flights.


Early check-in helps avoid overbooking issues and secures your seat on Frontier flights.

Read more about Frontierby Marisa Garcia
Southwest

Southwest offers two free checked bags, including oversized items like skis or golf clubs.


Enjoy free in-flight entertainment on Southwest, including movies and live TV streamed to your device.

Read more about Southwestby Marisa Garcia
Airports
MDW

Order food via the airport’s mobile system to your gate, saving time and ensuring you don't miss boarding for your Southwest flight.

Read more about MDWby Ramsey Qubein
DEN

Use the A Line train for a 37-minute ride to downtown Denver, offering a cost-effective and efficient alternative to taxis and rideshares.

Read more about DENby Emily Zemler
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Emily Zemler

Emily Zemler

Expert on DEN

Emily Zemler

Emily Zemler

Emily is a freelance writer and book author based in London covering entertainment and travel. Her work has appeared in Los Angeles Times, Observer, and Conde Nast Traveler She has ventured to more than 40 countries and all seven continents, always in search of a great art museum. She has written extensively about hotels, luxury travel, and aviation.

Read more

Best time to book a flight from Midway to Denver

Have a flexible travel schedule? Discover the best time to fly to Denver from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Denver

How far ahead should I book a flight from Chicago Midway Airport to Denver?

Use this chart to determine the optimal time to book a round-trip flight from Midway to Denver. Price data was last updated on August 8, 2025.

The price you pay for your flight from Chicago Midway Airport to Denver may vary depending on when you book. For the best chance of a lower fare, look to book 35 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago Midway Airport to Denver?

Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Denver (average of $197). Flying from Chicago Midway Airport to Denver in March is currently the most expensive (average of $278). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to DEN?

Find hourly flight availability from Midway to Denver. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Denver in the morning. If you’re flexible enough to do this you can expect to save up to 11% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Chicago Midway Airport to Denver?

Use this chart to determine the cheapest time to fly round-trip from Midway to Denver. Price data was last updated on August 10, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to Denver flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago Midway Airport to Denver

Explore weekly flight availability from Midway to Denver. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 16, 2025.

The most flights from MDW to DEN are scheduled on a Monday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing Denver

Get insights into the airlines that provide service to Denver. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Denver. Reviews last updated August 16, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Denver, such as Southwest and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.8
Fair
3,211 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Midway to Denver. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Denver from Chicago Midway?

    Denver Intl (DEN) is the airport you will fly into if you book a flight from Chicago Midway to Denver. You should not have trouble finding flights to Denver Intl from Chicago Midway; the airport handles an average of 7 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Denver airport from Chicago Midway. It is only a 18.5 mi journey from Denver Intl (DEN) to Denver’s city center.

  • What are the cheapest airlines flying from Chicago Midway Airport to Denver round-trip?

    Currently priced at $65, Frontier will fly you from Chicago Midway Airport to Denver and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Southwest for as low as $162. You may be able to fly from Chicago Midway Airport to Denver for 66% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Chicago Midway Airport to Denver?

    No one likes to see their flight delayed. When booking a flight from Chicago Midway Airport to Denver consider choosing United Airlines (100%), Frontier (64%) or Southwest (63%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago Midway Airport to Denver?

    While on average a flight from Chicago Midway Airport to Denver is generally $164, our data shows the cheapest flight currently is $82. When looking at the most popular route, (Chicago Midway - Denver Intl), you can expect to pay $88 for that flight.

  • Can I find deals for flights from Midway to Denver that include hotel bookings?

    Yes. In addition to deals on Midway to Denver flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Denver?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Denver.

  • Can I find deals for business class flights from Midway to Denver?

    Yes. Cheapflights offers flight deals from Midway to Denver by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Denver?

    Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Denver (average of $197). Flying from Chicago Midway Airport to Denver in March is currently the most expensive (average of $278). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Denver?

Book flights to Denver if you plan to visit one of these locations
Westminster
Black Hawk
Golden
Winter Park
Greeley
Lone Tree
Lakewood
Cripple Creek
Silverthorne
Thornton
Broomfield
Frisco
Manitou Springs
Grand Lake
Fort Morgan
Glendale
Copper Mountain
Wheat Ridge
Brighton
Longmont

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Midway to Denver

Discover the top 2 airlines that operate flights from Midway to Denver. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$166FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$162Average$261FlexibilityNo cancel feeOn-time63%

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