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Cheap flights from Chicago Midway Airport to Colorado from $106

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Colorado departing on 8/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago Midway Airport to Colorado

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
8:50 pm - 10:25 pm
MDW
-
DEN
2h 35mnonstop
Southwest Logo
8:25 am - 11:50 am
DEN
-
MDW
2h 25mnonstop
$205Southwest
Tue, Aug 11 - Wed, Aug 19
Southwest Logo
6:50 am - 8:20 am
MDW
-
DEN
2h 30mnonstop
Southwest Logo
6:30 pm - 10:00 pm
DEN
-
MDW
2h 30mnonstop
$206Southwest
Sat, Sep 26 - Mon, Sep 28
Frontier Logo
12:11 pm - 10:05 pm
MDW
-
DEN
10h 54m
1 stop
Frontier Logo
10:09 am - 4:51 pm
DEN
-
MDW
5h 42m
1 stop
$210Frontier
Tue, Aug 4 - Tue, Aug 11
Southwest Logo
9:00 am - 12:55 pm
MDW
-
DEN
4h 55m
1 stop
Southwest Logo
6:00 am - 9:20 am
DEN
-
MDW
2h 20mnonstop
$211Southwest
Wed, Aug 12 - Sat, Aug 15
Southwest Logo
2:15 pm - 6:30 pm
MDW
-
DEN
5h 15m
1 stop
Southwest Logo
6:30 pm - 10:00 pm
DEN
-
MDW
2h 30mnonstop
$212Southwest
Sat, Sep 26 - Mon, Sep 28
Southwest Logo
5:30 am - 7:05 am
MDW
-
DEN
2h 35mnonstop
Southwest Logo
12:05 pm - 6:15 pm
DEN
-
MDW
5h 10m
1 stop
$215Southwest
Tue, Jul 21 - Tue, Jul 21
Southwest Logo
2:05 pm - 3:35 pm
MDW
-
DEN
2h 30mnonstop
Southwest Logo
6:30 pm - 10:00 pm
DEN
-
MDW
2h 30mnonstop
$216Southwest
Sat, Aug 22 - Mon, Aug 24
Delta Logo
6:05 am - 12:14 pm
MDW
-
COS
7h 09m
1 stop
Delta Logo
1:30 pm - 10:25 pm
COS
-
MDW
7h 55m
1 stop
$287Delta
Sat, Oct 3 - Sat, Oct 10
Delta Logo
6:05 am - 12:14 pm
MDW
-
COS
7h 09m
1 stop
Delta Logo
1:30 pm - 10:25 pm
COS
-
MDW
7h 55m
1 stop
$291Delta
Sat, Oct 3 - Sat, Oct 10
Delta Logo
6:05 am - 11:21 am
MDW
-
ASE
6h 16m
1 stop
Delta Logo
7:30 am - 4:20 pm
ASE
-
MDW
7h 50m
1 stop
$363Delta
Sun, Oct 4 - Wed, Oct 7

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Frontier flights from Chicago Midway Airport to Colorado

Our best Frontier deals on Chicago Midway Airport to Colorado flight tickets
Frontier
Aug 4
MDW12:11 pmChicago Midway
10h 54m
1 stop
DEN10:05 pmDenver Intl
Aug 11
DEN10:09 amDenver Intl
5h 42m
1 stop
MDW4:51 pmChicago Midway
$210
Frontier
Aug 4
MDW5:46 pmChicago Midway
6h 09m
1 stop
DEN10:55 pmDenver Intl
Aug 13
DEN10:09 amDenver Intl
9h 23m
1 stop
MDW8:32 pmChicago Midway
$225
Frontier
Jul 30
MDW12:11 pmChicago Midway
10h 54m
1 stop
DEN10:05 pmDenver Intl
Aug 4
DEN11:59 pmDenver Intl
8h 52m
1 stop
MDW9:51 amChicago Midway
$228

Southwest flights from Chicago Midway Airport to Colorado

Our best Southwest deals on Chicago Midway Airport to Colorado flight tickets
Southwest
Aug 11
MDW8:50 pmChicago Midway
2h 35m
DEN10:25 pmDenver Intl
Aug 19
DEN8:25 amDenver Intl
2h 25m
MDW11:50 amChicago Midway
$205
Southwest
Sep 26
MDW6:50 amChicago Midway
2h 30m
DEN8:20 amDenver Intl
Sep 28
DEN6:30 pmDenver Intl
2h 30m
MDW10:00 pmChicago Midway
$206
Southwest
Aug 12
MDW9:00 amChicago Midway
4h 55m
1 stop
DEN12:55 pmDenver Intl
Aug 18
DEN6:30 amDenver Intl
2h 20m
MDW9:50 amChicago Midway
$211

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Colorado 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, momondo users made 832,500 searches. Data last updated July 3, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Colorado that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 8/11

8:50 pm-10:25 pm

Nonstop2h 35m

Denver Intl

Wed 8/19

8:25 am-11:50 am

Nonstop2h 25m

$205

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 9/26

6:50 am-8:20 am

Nonstop2h 30m

Denver Intl

Mon 9/28

6:30 pm-10:00 pm

Nonstop2h 30m

$206

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 8/4

12:11 pm-10:05 pm

1 stop10h 54m

Denver Intl

Tue 8/11

10:09 am-4:51 pm

1 stop5h 42m

$210

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 8/12

9:00 am-12:55 pm

1 stop4h 55m

Denver Intl

Sat 8/15

6:00 am-9:20 am

Nonstop2h 20m

$211

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 9/26

2:15 pm-6:30 pm

1 stop5h 15m

Denver Intl

Mon 9/28

6:30 pm-10:00 pm

Nonstop2h 30m

$212

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 7/21

5:30 am-7:05 am

Nonstop2h 35m

Denver Intl

Tue 7/21

12:05 pm-6:15 pm

1 stop5h 10m

$215

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 8/22

2:05 pm-3:35 pm

Nonstop2h 30m

Denver Intl

Mon 8/24

6:30 pm-10:00 pm

Nonstop2h 30m

$216

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sat 10/3

6:05 am-12:14 pm

1 stop7h 09m

Colorado Springs

Sat 10/10

1:30 pm-10:25 pm

1 stop7h 55m

$287

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sat 10/3

6:05 am-12:14 pm

1 stop7h 09m

Colorado Springs

Sat 10/10

1:30 pm-10:25 pm

1 stop7h 55m

$291

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Sun 10/4

6:05 am-11:21 am

1 stop6h 16m

Aspen Pitkin County

Wed 10/7

7:30 am-4:20 pm

1 stop7h 50m

$363

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Colorado from

How to get the cheapest flight ticket from Chicago Midway Airport to Colorado

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Colorado?

The month of November is, on average, the cheapest month to fly to Colorado from Chicago Midway Airport, with most prices found around $62. The month of December is another great option to travel to Colorado, with average flight prices from Chicago Midway Airport averaging around $73.

What is the cheapest day to depart on your flight to Colorado?

The cheapest day to depart from Chicago Midway Airport to Colorado is on a Friday when prices can be found for as low as $262. On the other hand, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $361.

What is the cheapest time of day to depart on your flight to Colorado?

The cheapest time of day to fly to Colorado is at noon when flights can be purchased for as low as $245. In the morning is when there is more demand to fly to Colorado, so prices are often more expensive at around $304 per ticket.

What is the cheapest Chicago Midway to Colorado flight route?

Fly from Chicago Midway to Denver Intl for the best Chicago Midway - Colorado flight prices

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

You are more likely to see cheaper flights to Colorado from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Colorado for around $278 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Colorado from Chicago Midway Airport for as low as $200 on momondo.

What cabin class options are available on Chicago Midway Airport to Colorado flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport to Colorado flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Colorado flights?

You could potentially save up to 15% on your flight if you consider stops on a Chicago Midway Airport to Colorado flight.

Cheap Chicago Midway Airport to Colorado flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Colorado

Best Price Found

$195

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Colorado

87 airports
The best one-way flight to Colorado from Chicago Midway Airport in the past 72 hours is $195. The best round-trip flight deal from Chicago Midway Airport to Colorado found on momondo in the last 72 hours is $293.
The fastest flight from Chicago Midway Airport to Colorado takes 2h 30m
Direct flights go from Chicago Midway Airport to Colorado every day.
There are 87 airports in Colorado. From Chicago Midway Airport there are direct flights to Colorado Springs (COS), Denver Intl (DEN).
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Colorado

  • When did momondo last update prices for flights from Chicago Midway Airport to Colorado?

    Prices for flights from Chicago Midway Airport to Colorado refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Colorado?

  • How old do you have to be to fly from Chicago Midway Airport to Colorado?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Colorado.

  • What documentation or ID do you need to fly to Colorado?

    The required travel and health documents for your Colorado trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Colorado. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Colorado?

Best airlines flying from Chicago Midway Airport to Colorado

Compare and see reviews for airlines that fly from Chicago Midway Airport to Colorado with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $82Free CancellationRating
5.6
2,850 reviews
Search Frontier flights
SouthwestPriceFrom $164Free CancellationRating
7.9
4,250 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Colorado?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Colorado. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Colorado with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Colorado flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Colorado?

momondo helps you find the best flight between Chicago and Colorado by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Colorado right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Colorado flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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