$68 Find Cheap Flights from Chicago Midway Airport to Colorado

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Colorado departing on 2/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Colorado

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Colorado, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Colorado, as well as popular online travel agencies
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Cheap Flights from Midway to Colorado

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Denver
Denvernonstop$106
Aspen
Aspen1 stop$331
Grand Junction
Grand Junction2 stops$227
Denver
Denvernonstop$106
Aspen
Aspen1 stop$331
Grand Junction
Grand Junction2 stops$227

Book Cheap Midway to Colorado Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Colorado that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Colorado

Fri, Jan 9 - Mon, Jan 12
Frontier Logo
3:05 pm - 4:54 pm
MDW
-
DEN
2h 49mnonstop
Frontier Logo
10:43 am - 2:05 pm
DEN
-
MDW
2h 22mnonstop
$106Frontier
Mon, Jan 12 - Fri, Jan 16
Frontier Logo
3:00 pm - 4:49 pm
MDW
-
DEN
2h 49mnonstop
Frontier Logo
4:32 pm - 7:54 pm
DEN
-
MDW
2h 22mnonstop
$108Frontier
Thu, Jan 8 - Mon, Jan 12
Frontier Logo
12:41 pm - 9:38 pm
MDW
-
DEN
9h 57m1 stop
Frontier Logo
10:43 am - 2:05 pm
DEN
-
MDW
2h 22mnonstop
$114Frontier
Mon, Jan 12 - Thu, Jan 15
Frontier Logo
3:00 pm - 4:49 pm
MDW
-
DEN
2h 49mnonstop
Frontier Logo
11:59 pm - 6:54 pm
DEN
-
MDW
17h 55m1 stop
$125Frontier
Fri, Jan 9 - Mon, Jan 12
Frontier Logo
3:05 pm - 4:54 pm
MDW
-
DEN
2h 49mnonstop
Frontier Logo
10:43 am - 2:05 pm
DEN
-
MDW
2h 22mnonstop
$129Frontier
Tue, Mar 17 - Wed, Mar 25
Delta Logo
1:09 pm - 9:53 pm
MDW
-
GJT
9h 44m2 stops
Delta Logo
7:41 am - 6:40 pm
GJT
-
MDW
9h 59m2 stops
$227Delta
Thu, Feb 26 - Sun, Mar 1
Multiple Airlines Logo
5:16 pm - 9:55 am
MDW
-
COS
17h 39m2 stops
Multiple Airlines Logo
8:30 am - 11:51 pm
COS
-
MDW
14h 21m1 stop
$254Multiple Airlines
Sat, Jan 10 - Sat, Jan 17
Delta Logo
6:45 am - 12:22 pm
MDW
-
COS
6h 37m1 stop
Delta Logo
1:21 pm - 10:07 pm
COS
-
MDW
7h 46m1 stop
$263Delta
Wed, Jan 14 - Wed, Jan 21
Southwest Logo
3:40 pm - 10:35 pm
MDW
-
COS
7h 55m1 stop
Southwest Logo
12:05 pm - 7:55 pm
COS
-
MDW
6h 50m1 stop
$281Southwest
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
4:05 pm - 7:30 pm
MDW
-
COS
4h 25m1 stop
Southwest Logo
10:15 am - 10:40 pm
COS
-
MDW
11h 25m1 stop
$285Southwest
Booking Insights

KAYAK's insights & trends for Midway to Colorado flights

Get data-powered insights and trends into flights from Midway to Colorado to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Colorado flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Colorado from Chicago Midway Airport found in the last 72 hours was to Denver, at $110 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Denver (DEN), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $110.

Can I save money by flying with a layover from Chicago Midway Airport to Colorado?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $342, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Colorado, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Colorado is October, when tickets cost $173 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $268 and $241 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Colorado?

The average price of all round-trip flights from Chicago Midway Airport to Colorado clicked on KAYAK for each day over the last 12 months.

When flying from Chicago Midway Airport to Colorado, you should consider leaving on a Wednesday and avoid Sundays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Fridays and the most expensive ones on Saturdays.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Colorado, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Colorado, you should book around 3 weeks before departure, which saves you about 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$68
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Chicago Midway Airport to Denver

FAQs - booking Colorado flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Colorado?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Colorado.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Colorado?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Colorado is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Colorado?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Colorado with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Colorado?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Colorado up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Colorado?

    The cheapest time of day to fly to Colorado is generally in the afternoon, when round-trip flights cost $202 on average. Morning departures are around 17% cheaper than evening flights, on average. The most expensive time of day to fly to Colorado is generally in the evening, which is peak travel time and where the average cost of a ticket is $247.

Top tips for finding cheap flights to Colorado

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Denver $134 one-way - $193 round-trip

Reviews of the top airlines flying from Midway to Colorado

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Colorado. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Colorado? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4250 reviews
8.6Crew
7.5Entertainment
8.0Comfort
7.0Food
8.1Boarding
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

Better than expected. Staff were friendly and nice on both flights.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

Frontier Airlines was AWFUL. I was an hour early for my flight and the lady refused to check me in. I had to purchase a whole new ticket with a different airline.

Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck

First of all, we never got on the connecting flight to Denver. They delayed our flight for two hours. If we would have gotten on that flight, we would have been stuck in Denver for 13 hours. So we re- routed our flight for a straight through flight to Oklahoma two days later. THEN, they delayed that flight for two hours. After that we were able to finally get on our flight and come home. Frontier Airlines - one of the worst airlines I have ever been on.

Everything you need to know for your flight from Midway to Colorado

Information on your arrival and departure airports