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Find cheap flights from Chicago Midway Airport to Colorado from $54

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 6/28. 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
0 bags
Sat 6/29
Sat 7/6

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Best Colorado Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Denver
Denvernonstop$55
Colorado Springs
Colorado Springs2 stops$248
Aspen
Aspen1 stop$528

Good to know

Low season

January

High season

December

Cheapest flight

$54
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly with an average 31% 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 to Colorado from Chicago Midway Airport 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 to Colorado with an airline and back to Chicago Midway Airport 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 to Colorado from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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 $49 one-way - $88 round-trip
  • Morning departure is around 4% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 3 airlines serving from Midway to Colorado

 
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.
8.0
DeltaOverall score based on 10438 reviews
7.9Comfort
8.0Entertainment
7.4Food
8.2Boarding
8.6Crew
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The plane was not on time for boarding or departure or arrivals.

EVERYTHING WAS WONDERFUL HOSPITALITY THE HELP.THE SEATING FRIENDLY ALWAYS HAVE A GOOD RIDE NOT ONE BAD EXPERIENCE WITH THEM

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

My flight was cancelled!!! I had to spend 200.00 on another flight!!

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

Seats could use more padding. Kind of hard on the tush.

Amazed that Spirit can even get planes in the air, would never use again.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Plane could have been more on time. More leg room .

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Not have to pay for every single item to take a flight. Seating and delays sucked.

Terrible. Seats are bad and the baggage policy is inconsistent

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

Book cheap flights from Chicago to Colorado

Recent round-trip flight deals

6/22Sat
nonstopFrontier
2h 46mMDW-DEN
6/25Tue
nonstopFrontier
2h 24mDEN-MDW
$72
9/30Mon
nonstopFrontier
2h 43mMDW-DEN
10/1Tue
nonstopFrontier
2h 22mDEN-MDW
$76
6/15Sat
nonstopFrontier
2h 54mMDW-DEN
6/19Wed
nonstopFrontier
2h 22mDEN-MDW
$78
8/22Thu
nonstopFrontier
2h 43mMDW-DEN
8/25Sun
nonstopFrontier
2h 22mDEN-MDW
$80
9/27Fri
nonstopFrontier
2h 43mMDW-DEN
10/2Wed
nonstopFrontier
2h 22mDEN-MDW
$81
6/29Sat
nonstopFrontier
2h 46mMDW-DEN
7/2Tue
nonstopFrontier
2h 24mDEN-MDW
$82
6/19Wed
nonstopFrontier
2h 46mMDW-DEN
6/22Sat
nonstopFrontier
2h 22mDEN-MDW
$86
6/20Thu
nonstopFrontier
2h 54mMDW-DEN
6/26Wed
nonstopFrontier
2h 22mDEN-MDW
$88
10/19Sat
1 stopDelta
6h 30mMDW-DEN
10/21Mon
1 stopDelta
6h 50mDEN-MDW
$205
8/28Wed
2 stopsDelta
12h 27mMDW-COS
9/1Sun
1 stopDelta
6h 10mCOS-MDW
$248

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Recent one-way flight deals

6/28Fri
nonstopFrontier
2h 46mMDW-DEN
$54
6/21Fri
nonstopFrontier
2h 46mMDW-DEN
$57
8/22Thu
1 stopDelta
5h 04mMDW-DEN
$107
6/25Tue
1 stopDelta
7h 34mMDW-DEN
$108
6/7Fri
1 stopAllegiant Air
26h 46mMDW-DEN
$116
6/6Thu
nonstopSouthwest
2h 35mMDW-DEN
$148
6/6Thu
1 stopSouthwest
11h 45mMDW-DEN
$163
6/9Sun
3 stops
38h 45mMDW-DEN
$197
6/9Sun
3 stops
38h 45mMDW-DEN
$219
7/21Sun
2 stopsAllegiant Air
24h 07mMDW-DEN
$267

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Last minute flights from Midway to Colorado

Last minute flight, train and bus deals

6/4Tue
nonstopFrontier
2h 47mMDW-DEN
6/15Sat
nonstopFrontier
2h 26mDEN-MDW
$60
6/4Tue
nonstopFrontier
2h 47mMDW-DEN
6/12Wed
nonstopFrontier
2h 22mDEN-MDW
$70
6/4Tue
nonstopFrontier
2h 47mMDW-DEN
6/13Thu
nonstopFrontier
2h 24mDEN-MDW
$76
5/31Fri
nonstopFrontier
2h 48mMDW-DEN
6/15Sat
nonstopFrontier
2h 26mDEN-MDW
$96
6/4Tue
nonstopFrontier
2h 47mMDW-DEN
6/6Thu
nonstopFrontier
2h 26mDEN-MDW
$98
6/4Tue
nonstopFrontier
2h 47mMDW-DEN
6/5Wed
nonstopFrontier
2h 22mDEN-MDW
$105
6/4Tue
multi-stopDelta
6h 34mMDW-DEN
6/11Tue
multi-stopDelta
4h 59mDEN-MDW
$247
5/31Fri
multi-stopDelta
6h 01mMDW-DEN
6/5Wed
multi-stopDelta
5h 51mDEN-MDW
$382
6/1Sat
multi-stopDelta
5h 34mMDW-DEN
6/7Fri
multi-stopDelta
7h 08mDEN-MDW
$396
5/31Fri
multi-stop
26h 32mMDW-DEN
6/15Sat
multi-stop
31h 28mDEN-MDW
$409

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Chicago Midway Airport - Colorado Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Colorado - Chicago Midway Airport

Cabin classes:

$58