Cheap flights from Denver (DEN) to Midway (MDW) from $31

This is the cheapest one-way flight price, found on 9/20. Prices may vary by date and flight preferences.
DEN — MDW
sept. 26 — oct. 31

How to find the cheapest flight from Denver (DEN) to Midway (MDW)

All the information you need to plan the best DEN to MDW flight in 2023: compare Denver to Midway flight prices with the expected peak season, weather and rainfall in Midway.

Popular in

July

Cheapest in

February

Round-trip from

$207

One-way from

$31
High demand for flights, 38% potential price rise
Best time to find cheap flights, 44% potential price drop
From Denver Intl to Chicago Midway
One-way flight from Denver Intl to Chicago Midway

DEN - CHI

Price

$207 - $364

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 28 days in advance, which can save you up to 15% on flights from Denver to Chicago Midway Airport compared to booking the week you need them. Waiting 28 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $269. For sooner than that we have options available in the next 3 days from $292.

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

February is one of the best times of the year to fly to Chicago Midway Airport from Denver. Prices for February average $252 per person but you can even find prices for as low as $79. The most expensive prices can be found in the month of June. Opting for a February flight can save you 47% on your journey compared to booking in June

When is the cheapest time to fly from Denver to Chicago Midway Airport (DEN - MDW)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Denver to Chicago Midway Airport as you normally would.

Cheap Frontier flights from Denver to Midway

Take a peek at the cheapest Frontier flights we've detected traveling from Denver to Chicago. Make sure to check back often as deals are often changing.

Cheap Delta flights from Denver to Midway

To aid your search, here are some of the cheapest Delta flights we've found from Denver to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.

Cheap Denver to Midway flights in September & October 2023

The best prices found for DEN to MDW flights for September, October
Check out some of the best flight deals from Denver to Chicago in 2023. For more flight deals, be sure to check back very soon.

Denver to Midway 2023 flight deals

Cheap flights to Midway from Denver found for this year
Check out some of the best flight deals from Denver to Chicago in 2023. For more flight deals, be sure to check back very soon.

Non-stop flights to Midway from Denver

Save time with Denver to Midway direct flight deals
To help reduce your travel time, choose from one of these non-stop flights from Denver to Chicago. Search for alternative flights from Denver to Chicago by utilizing the search form above.

Denver to Midway flights leaving soon

Late deals on return flights to Midway from Denver, departing today and this week
Users seeking a last-minute flight from Denver to Chicago should consider booking one of these fares. Tip: verify your flight details before completing your reservation.

One-way flights to Midway from Denver

The cheapest one-way flights from Denver to Midway
Take a look at some of the one-way flights we've detected from Denver to Chicago. Users needing a return flight from Denver to Chicago should utilize the search form above.

Find flights from Denver to Midway within your budget

Use the slider to find flights from Denver to Midway that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$40 - $207

Route

Depart

Return

Price

Denver IntlChicago Midway

DEN - MDW

DENMDW

Denver Intl

mar. 10/24

Nonstop2h 29m

Chicago Midway

mar. 10/31

Nonstop2h 47m

Denver IntlChicago Midway

DEN - MDW

DENMDW

Denver Intl

mer. 10/18

Nonstop2h 30m

Chicago Midway

mer. 10/25

Nonstop2h 47m

Denver IntlChicago Midway

DEN - MDW

DENMDW

Denver Intl

mar. 10/17

Nonstop2h 29m

Chicago Midway

mer. 10/18

Nonstop2h 47m

Denver IntlChicago Midway

DEN - MDW

DENMDW

Denver Intl

jeu. 10/26

Nonstop2h 29m

Chicago Midway

mer. 11/1

Nonstop2h 47m

Denver IntlChicago Midway

DEN - MDW

DENMDW

Denver Intl

dim. 12/10

Nonstop2h 18m

Chicago Midway

mer. 12/13

Nonstop2h 51m

Denver IntlChicago Midway

DEN - MDW

DENMDW

Denver Intl

lun. 10/30

Nonstop2h 30m

Chicago Midway

mar. 10/31

Nonstop2h 47m

Denver IntlChicago Midway

DEN - MDW

DENMDW

Denver Intl

jeu. 10/26

Nonstop2h 29m

Chicago Midway

lun. 10/30

Nonstop2h 47m

Denver IntlChicago Midway

DEN - MDW

DENMDW

Denver Intl

mar. 10/10

1 stop7h 49m

Chicago Midway

sam. 10/14

1 stop8h 27m

Denver IntlChicago Midway

DEN - MDW

DENMDW

Denver Intl

mar. 10/17

Nonstop2h 20m

Chicago Midway

mer. 10/18

Nonstop2h 40m

Flights are sorted by cheapest first

Deals found on 9/20

Reviews of airlines servicing Midway

To help decide which airline to fly from Denver to Chicago, see what other customers have to say about Frontier, Delta and Southwest. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
3,017 reviews

Overall

7.9

Crew

8.5

Boarding

8.0

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 10

Landing in Syracuse was ruff no bad weather just bad piloting. A/C barely. Working from LGA to Syracuse.

Delta
7.9
Good
3,017 reviews
Delta
7.9
Good
3,017 reviews

Overall

7.9

Crew

8.5

Boarding

8.0

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 10

Landing in Syracuse was ruff no bad weather just bad piloting. A/C barely. Working from LGA to Syracuse.

Southwest
7.6
Good
1,517 reviews
Delta
7.9
Good
3,017 reviews

Overall

7.9

Crew

8.5

Boarding

8.0

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 10

Landing in Syracuse was ruff no bad weather just bad piloting. A/C barely. Working from LGA to Syracuse.

Volaris
6.5
Okay
532 reviews
Delta
7.9
Good
3,017 reviews

Overall

7.9

Crew

8.5

Boarding

8.0

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 10

Landing in Syracuse was ruff no bad weather just bad piloting. A/C barely. Working from LGA to Syracuse.

Frontier
5.8
Fair
762 reviews
Delta
7.9
Good
3,017 reviews

Overall

7.9

Crew

8.5

Boarding

8.0

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 10

Landing in Syracuse was ruff no bad weather just bad piloting. A/C barely. Working from LGA to Syracuse.

Related info for your journey

Useful info, stats and facts about Denver to Midway flights.

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

If you book a flight to Chicago Midway from Denver, you will be flying from Denver Intl, which is the city’s only airport. Denver Intl (DEN) is located 18.5 mi from the center of Denver. There are 17 flights from Denver Intl to Chicago Midway per day from 3 different airlines.

Can I find flights from Denver to Chicago Midway Airport for under $100 on Cheapflights?

Yes, there are multiple flights from Denver to Chicago Midway Airport for under $100. The cheapest flight booked recently is on Frontier for just $40, but on average you can expect to pay $65.

Are there nonstop flights from Denver to Chicago Midway Airport for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Denver to Chicago Midway Airport under $100. A good price for a nonstop flight from Denver to Chicago Midway Airport is less than $67.

Are there last-minute flights available from Denver to Chicago Midway Airport for under $100?

There are currently 20+ open flights from Denver to Chicago Midway Airport within the next 7 days for less than $100.

What is the cheapest airline to fly from Denver to Chicago Midway Airport round-trip?

Currently priced at $40, Frontier will fly you from Denver to Chicago Midway Airport and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Users have found that Frontier is 80% cheaper than the other options available to this destination.

What are the most popular airlines that fly from Denver to Chicago Midway Airport?

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

The top 3 most reliable airlines when flying from Denver to Chicago Midway Airport are Frontier (76%), Southwest (69%) and United Airlines (0%).

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

On average you can expect to pay $99 for a flight from Denver to Chicago Midway Airport. The cheapest flight overall is $32 while the most popular route, (Denver Intl - Chicago Midway) is currently priced at $45.

What does DEN to MDW mean?

DEN stands for Denver Intl Airport, while MDW stands for Chicago Midway Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry.

Alternative routes for Denver to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Denver to Midway

The chart below displays the airlines Cheapflights users traveling from Denver to Midway choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$70Average$180FlexibilityNo cancel feeOn-time62%
Search Frontier flights
DeltaCheapest$197Average$344FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$219Average$308FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Hourly flight availability from Denver to Midway

See what time of day planes typically take off from Denver to Midway
19%of flight departuresEarly morningMidnight to 6 am
36%of flight departuresMorning6 am to noon
25%of flight departuresAfternoonNoon to 6 pm
20%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Denver to Midway

See how many times per day planes take to the skies headed from Denver to Midway
Sunday10daily flights
Monday22daily flights
Tuesday18daily flights
Wednesday18daily flights
Thursday21daily flights
Friday22daily flights
Saturday10daily flights
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