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Flights from Chicago Midway Airport to Colorado

Flight deals from Chicago Midway Airport to Colorado

Looking for cheap tickets from Chicago Midway Airport to Colorado, or a last-minute trip? Find the lowest prices on one-way and return tickets right here.
Denver.$152 per passenger.Departing Thu, 6 Nov, returning Thu, 13 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Thu, 6 Nov, arriving in Denver International.Inbound direct flight with Frontier Airlines departs from Denver International on Thu, 13 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $152, select.
Colorado Springs.$302 per passenger.Departing Fri, 12 Sep, returning Mon, 15 Sep.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Fri, 12 Sep, arriving in Colorado Springs Peterson Field.Inbound indirect flight with Southwest Airlines, departs from Colorado Springs Peterson Field on Mon, 15 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $302, select.
Aspen.$390 per passenger.Departing Tue, 28 Oct, returning Sat, 1 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 28 Oct, arriving in Aspen.Inbound indirect flight with Delta, departs from Aspen on Sat, 1 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $390, select.
Montrose.$542 per passenger.Departing Thu, 16 Oct, returning Mon, 20 Oct.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Thu, 16 Oct, arriving in Montrose.Inbound indirect flight with Southwest Airlines, departs from Montrose on Mon, 20 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $542, select.
Grand Junction.$1,294 per passenger.Departing Sat, 18 Oct, returning Tue, 21 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 18 Oct, arriving in Grand Junction.Inbound indirect flight with Delta, departs from Grand Junction on Tue, 21 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $1,294, select.

Flying from Chicago Midway Airport to Colorado

Arm yourself with these facts on the fly.
Cheapest flight found$152, Denver
Cheapest month to flyNovember
Average flight time2 hrs, 38 mins
Average flights per week66
Most popular airlineSouthwest Airlines

Frequently asked questions

Yes - direct flights currently operate from Chicago Midway Airport to Denver International Airport and Colorado Springs Peterson Field Airport in Colorado.
Chicago O'Hare International Airport offers direct flights to Colorado.
We looked at all of the upcoming return flights from Chicago Midway Airport to Colorado we could find over the next 12 months. It looks like $152 is the best price. This is good, compared to the average Colorado ticket price of $536.
The cheapest month to fly from Chicago Midway Airport to Colorado Springs Peterson Field Airport is currently September.
The cheapest month to fly from Chicago Midway Airport to Aspen Airport is currently October.
The cheapest month to fly from Chicago Midway Airport to Grand Junction Airport is currently October.
And the cheapest month to fly from Chicago Midway Airport to Montrose Airport is usually October.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago Midway Airport to Colorado on Thursday, 6 November 2025.
If you're flying from Chicago Midway, the cheapest city in Colorado to fly into is Denver. The cheapest airport serving Denver at the moment is Denver International.
The average flight time between Chicago Midway Airport and Colorado is 2 hours and 37 minutes.