Cheap Flights from Denver (DEN) to Chicago (MDW) from HK$1,390~

View HK$1,390 flight on Thu, 23 Oct 2025Opens in a new window

Popular airlines from Denver Intl. Airport (DEN) to Chicago Midway Airport (MDW)

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Find Cheap Flights from Denver (DEN) to Chicago (MDW)

Prices were available within the past 7 days and start at HK$1,390 for one-way flights and HK$2,714 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$2,714 Return, found 3 days ago
HK$2,714
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$2,714 found 3 days ago
Delta
Thu, 23 Oct - Sun, 26 Oct
DEN
Denver
MDW
Chicago
HK$2,779 Return, found 5 days ago
HK$2,779
Return
found 5 days ago
Select Delta flight, departing Thu, 23 Oct from Denver to Chicago, returning Sun, 26 Oct, priced at HK$2,779 found 5 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$2,972 Return, found 3 days ago
HK$2,972
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$2,972 found 3 days ago
Delta
Thu, 23 Oct - Sun, 26 Oct
DEN
Denver
MDW
Chicago
HK$3,101 Return, found 5 days ago
HK$3,101
Return
found 5 days ago
Select Delta flight, departing Thu, 23 Oct from Denver to Chicago, returning Sun, 26 Oct, priced at HK$3,101 found 5 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$3,177 Return, found 3 days ago
HK$3,177
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$3,177 found 3 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$3,338 Return, found 3 days ago
HK$3,338
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$3,338 found 3 days ago
Delta
Thu, 23 Oct - Sun, 26 Oct
DEN
Denver
MDW
Chicago
HK$3,402 Return, found 5 days ago
HK$3,402
Return
found 5 days ago
Select Delta flight, departing Thu, 23 Oct from Denver to Chicago, returning Sun, 26 Oct, priced at HK$3,402 found 5 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$3,445 Return, found 3 days ago
HK$3,445
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$3,445 found 3 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$3,811 Return, found 3 days ago
HK$3,811
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$3,811 found 3 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$4,069 Return, found 3 days ago
HK$4,069
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$4,069 found 3 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$4,338 Return, found 3 days ago
HK$4,338
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$4,338 found 3 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$4,703 Return, found 3 days ago
HK$4,703
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$4,703 found 3 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$4,778 Return, found 3 days ago
HK$4,778
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$4,778 found 3 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$5,241 Return, found 3 days ago
HK$5,241
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$5,241 found 3 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
DEN
Denver
MDW
Chicago
HK$5,595 Return, found 3 days ago
HK$5,595
Return
found 3 days ago
Select Delta flight, departing Thu, 6 Nov from Denver to Chicago, returning Mon, 10 Nov, priced at HK$5,595 found 3 days ago

Find the cheapest month to fly from Denver (DEN) to Chicago (MDW)

March is typically the cheapest month to fly

From HK$372 - HK$2,218 per traveller.
Denver to Chicago route information
Origin airport
Denver Intl.
Destination airport
Midway Intl.
Return price
HK$2,714
Distance
1430 km
Average flight time
3 hours 18 mins

Flights from Denver to Chicago

Book cheap flights from Denver (DEN) to Chicago (MDW) on Expedia.com.hk. Find the best flight deals to destinations around the world for your next leisure or business travel on Expedia.com.hk.

Search for flights from Denver (DEN) to Chicago (MDW) to find great flight deals suitable to your travel date and time. Expedia.com.hk flight booking search engine is simple to use and looking for cheap flights is as easy as a click of a mouse or on your mobile devices.

Be assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Denver (DEN) to Chicago (MDW) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

Save more when combine your Chicago flight with a hotel for a package deal! Discover additional savings by booking in advance. Now you can find activities in Chicago and things to do in Chicago for your perfect vacation with Expedia Thing to Do.

If you would like to book flights to Chicago more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is HK$1,390 now!

 

Frequently asked questions

How much is a flight from DIA airport to Midway Airport?
Pack your bags, because round-trip journeys from Denver Airport to Midway Intl. Airport (MDW) start from HK$2,714. That's based on fares advertised within the last 7 days on Expedia for flights departing within the next year. Prices can change quickly, so book now to nab the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from DIA airport to Chicago Airport?
We get that life can throw the odd curveball, so we've made it as hassle-free as possible for you to cancel your trip online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from DIA airport to Chicago Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Denver Intl. Airport (DEN) to Midway Intl. Airport (MDW) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from DIA airport to Midway Airport?
With a flight distance of 1,450 kilometers, it's just a hop from DIA airport to MDW. It might be a quick one, but it's still worth bringing along a book to read.
Which airlines fly direct from DEN to Chicago Airport?
There are several airlines that fly from Denver Airport to MDW. Southwest Airlines (WN) is a top choice, offering 260 flights on this route each month. Another airline operating on this route is Frontier Airlines (F9). You'll have 47 flights each month to select from.
Are DIA airport to Midway Airport flight tickets cheaper when they're purchased at the last minute?
It is possible to nab a great last-minute deal from DEN to MDW, but it's also possible to miss out entirely! As many airlines advertise prices up to 12 months in advance, it's worthwhile keeping an eye on fares early and being ready to pounce when you see a bargain. Expedia compares carrier prices and updates flight deals all the time, so you can be sure you're always seeing the latest offers.

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