Cheap flights from Colorado Springs to South Suburbs

View AU$116 flight on Wed, 15 Oct. 2025Opens in a new window

Popular airlines from Colorado Springs to South Suburbs

  • American Airlines

    American Airlines

  • Alaska Airlines

    Alaska Airlines

  • Delta

    Delta

  • United

    United

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Cheap Flights from Colorado Springs (DEN) to South Suburbs (CHI)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, 23 Oct. - Wed, 29 Oct.
DEN
Denver
ORD
Chicago
AU$232 Return, found 15 hours ago
AU$232
Return
found 15 hours ago
Select American Airlines flight, departing Thu, 23 Oct. from Denver to Chicago, returning Wed, 29 Oct., priced at AU$232 found 15 hours ago
American Airlines
Thu, 11 Sep. - Mon, 15 Sep.
DEN
Denver
ORD
Chicago
AU$274 Return, found 6 days ago
AU$274
Return
found 6 days ago
Select American Airlines flight, departing Thu, 11 Sep. from Denver to Chicago, returning Mon, 15 Sep., priced at AU$274 found 6 days ago
American Airlines
Sat, 16 Aug. - Mon, 18 Aug.
DEN
Denver
ORD
Chicago
AU$286 Return, found 1 day ago
AU$286
Return
found 1 day ago
Select American Airlines flight, departing Sat, 16 Aug. from Denver to Chicago, returning Mon, 18 Aug., priced at AU$286 found 1 day ago
Delta
Sat, 16 Aug. - Mon, 18 Aug.
DEN
Denver
MDW
Chicago
AU$332 Return, found 6 days ago
AU$332
Return
found 6 days ago
Select Delta flight, departing Sat, 16 Aug. from Denver to Chicago, returning Mon, 18 Aug., priced at AU$332 found 6 days ago
United
Thu, 23 Oct. - Wed, 29 Oct.
DEN
Denver
ORD
Chicago
AU$337 Return, found 15 hours ago
AU$337
Return
found 15 hours ago
Select United flight, departing Thu, 23 Oct. from Denver to Chicago, returning Wed, 29 Oct., priced at AU$337 found 15 hours ago
Alaska Airlines
Thu, 23 Oct. - Wed, 29 Oct.
DEN
Denver
ORD
Chicago
AU$450 Return, found 15 hours ago
AU$450
Return
found 15 hours ago
Select Alaska Airlines flight, departing Thu, 23 Oct. from Denver to Chicago, returning Wed, 29 Oct., priced at AU$450 found 15 hours ago

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

September is typically the cheapest month to fly

From AU$74 - AU$187 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.