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Cheap flights from Chicago Midway Airport to Colorado from $90

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 4/30. 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
0 bags

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Find the cheapest flights from Chicago Midway Airport to Colorado

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
4:52 pm - 8:24 am
MDW
-
DEN
16h 32m
1 stop
Frontier Logo
11:54 pm - 11:09 am
DEN
-
MDW
10h 15m
1 stop
$152Frontier
Fri, May 8 - Mon, May 11
Frontier Logo
4:52 pm - 8:24 am
MDW
-
DEN
16h 32m
1 stop
Frontier Logo
11:54 pm - 11:09 am
DEN
-
MDW
10h 15m
1 stop
$153Frontier
Fri, May 8 - Mon, May 11
Frontier Logo
6:00 am - 12:14 pm
MDW
-
DEN
7h 14m
1 stop
Frontier Logo
1:09 pm - 10:14 pm
DEN
-
MDW
8h 05m
1 stop
$160Frontier
Sat, Apr 25 - Tue, Apr 28
Southwest Logo
5:30 pm - 9:20 pm
MDW
-
COS
4h 50m
1 stop
Southwest Logo
6:30 am - 3:25 pm
COS
-
MDW
7h 55m
1 stop
$291Southwest
Tue, Apr 21 - Wed, Apr 22
Delta Logo
9:27 am - 8:20 pm
MDW
-
COS
11h 53m
2 stops
Delta Logo
1:55 pm - 9:09 pm
COS
-
MDW
6h 14m
1 stop
$296Delta
Tue, May 5 - Tue, May 12
Delta Logo
1:24 pm - 8:20 pm
MDW
-
COS
7h 56m
2 stops
Delta Logo
8:15 am - 6:33 pm
COS
-
MDW
9h 18m
2 stops
$301Delta
Tue, May 5 - Tue, May 12
Delta Logo
6:00 am - 12:17 pm
MDW
-
COS
7h 17m
1 stop
Delta Logo
1:55 pm - 9:09 pm
COS
-
MDW
6h 14m
1 stop
$312Delta
Tue, May 5 - Tue, May 12
Southwest Logo
5:30 am - 10:00 am
MDW
-
COS
5h 30m
1 stop
Southwest Logo
1:10 pm - 11:20 pm
COS
-
MDW
9h 10m
1 stop
$321Southwest
Fri, May 15 - Tue, May 19
Southwest Logo
4:35 pm - 12:05 am
MDW
-
COS
8h 30m
2 stops
Southwest Logo
2:30 pm - 9:45 pm
COS
-
MDW
6h 15m
1 stop
$326Southwest
Fri, May 15 - Tue, May 19
Southwest Logo
6:00 am - 9:20 am
MDW
-
COS
4h 20m
1 stop
Southwest Logo
5:20 pm - 11:40 pm
COS
-
MDW
5h 20m
1 stop
$333Southwest
Mon, May 18 - Mon, May 18

Frontier flights from Chicago Midway Airport to Colorado

Our best Frontier deals on Chicago Midway Airport to Colorado flight tickets
Frontier
May 8
MDW4:52 pmChicago Midway
16h 32m
1 stop
DEN8:24 amDenver Intl
May 11
DEN11:54 pmDenver Intl
10h 15m
1 stop
MDW11:09 amChicago Midway
$152
Frontier
May 8
MDW4:52 pmChicago Midway
16h 32m
1 stop
DEN8:24 amDenver Intl
May 11
DEN11:54 pmDenver Intl
10h 15m
1 stop
MDW11:09 amChicago Midway
$153
Frontier
Apr 25
MDW6:00 amChicago Midway
7h 14m
1 stop
DEN12:14 pmDenver Intl
Apr 28
DEN1:09 pmDenver Intl
8h 05m
1 stop
MDW10:14 pmChicago Midway
$160

Southwest flights from Chicago Midway Airport to Colorado

Our best Southwest deals on Chicago Midway Airport to Colorado flight tickets
Southwest
May 5
MDW10:10 amChicago Midway
2h 40m
DEN11:50 amDenver Intl
May 12
DEN11:05 amDenver Intl
4h 30m
1 stop
MDW4:35 pmChicago Midway
$207
Southwest
May 5
MDW1:55 pmChicago Midway
6h 05m
1 stop
DEN7:00 pmDenver Intl
May 6
DEN6:35 amDenver Intl
2h 20m
MDW9:55 amChicago Midway
$211
Southwest
Jun 3
MDW2:30 pmChicago Midway
6h 00m
1 stop
DEN7:30 pmDenver Intl
Jun 9
DEN12:20 pmDenver Intl
3h 45m
1 stop
MDW5:05 pmChicago Midway
$216

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 April 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

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 5/8

4:52 pm-8:24 am

1 stop16h 32m

Denver Intl

Mon 5/11

11:54 pm-11:09 am

1 stop10h 15m

$152

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 5/8

4:52 pm-8:24 am

1 stop16h 32m

Denver Intl

Mon 5/11

11:54 pm-11:09 am

1 stop10h 15m

$153

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 4/25

6:00 am-12:14 pm

1 stop7h 14m

Denver Intl

Tue 4/28

1:09 pm-10:14 pm

1 stop8h 05m

$160

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 4/21

5:30 pm-9:20 pm

1 stop4h 50m

Colorado Springs

Wed 4/22

6:30 am-3:25 pm

1 stop7h 55m

$291

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 5/5

9:27 am-8:20 pm

2 stops11h 53m

Colorado Springs

Tue 5/12

1:55 pm-9:09 pm

1 stop6h 14m

$296

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 5/5

1:24 pm-8:20 pm

2 stops7h 56m

Colorado Springs

Tue 5/12

8:15 am-6:33 pm

2 stops9h 18m

$301

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 5/5

6:00 am-12:17 pm

1 stop7h 17m

Colorado Springs

Tue 5/12

1:55 pm-9:09 pm

1 stop6h 14m

$312

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Fri 5/15

5:30 am-10:00 am

1 stop5h 30m

Colorado Springs

Tue 5/19

1:10 pm-11:20 pm

1 stop9h 10m

$321

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Fri 5/15

4:35 pm-12:05 am

2 stops8h 30m

Colorado Springs

Tue 5/19

2:30 pm-9:45 pm

1 stop6h 15m

$326
Quickest round-trip

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Mon 5/18

6:00 am-9:20 am

1 stop4h 20m

Colorado Springs

Mon 5/18

5:20 pm-11:40 pm

1 stop5h 20m

$333

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 October is, on average, the cheapest month to fly to Colorado from Chicago Midway Airport, with most prices found around $173. The month of September is another great option to travel to Colorado, with average flight prices from Chicago Midway Airport averaging around $210.

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 $224. 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 $332.

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 $213. In the morning is when there is more demand to fly to Colorado, so prices are often more expensive at around $260 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 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 $237 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 $183 on momondo.

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

There is only 1 cabin class available to choose from on Chicago Midway 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 3% 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

$176

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 $176. The best round-trip flight deal from Chicago Midway Airport to Colorado found on momondo in the last 72 hours is $259.
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 $83Free CancellationRating
5.7
3,001 reviews
Search Frontier flights
SouthwestPriceFrom $157Free CancellationRating
8.0
4,344 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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