Cheap flights from Colorado Springs to Rush Street

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

Popular airlines from Colorado Springs to Rush Street

  • American Airlines

    American Airlines

  • Alaska Airlines

    Alaska Airlines

  • Delta

    Delta

  • United

    United

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 35% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Colorado Springs (DEN) to Rush Street (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 9 hours ago
AU$232
Return
found 9 hours ago
Select American Airlines flight, departing Thu, 23 Oct. from Denver to Chicago, returning Wed, 29 Oct., priced at AU$232 found 9 hours ago
American Airlines
Thu, 11 Sep. - Mon, 15 Sep.
DEN
Denver
ORD
Chicago
AU$274 Return, found 5 days ago
AU$274
Return
found 5 days ago
Select American Airlines flight, departing Thu, 11 Sep. from Denver to Chicago, returning Mon, 15 Sep., priced at AU$274 found 5 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 9 hours ago
AU$337
Return
found 9 hours ago
Select United flight, departing Thu, 23 Oct. from Denver to Chicago, returning Wed, 29 Oct., priced at AU$337 found 9 hours ago
Alaska Airlines
Thu, 23 Oct. - Wed, 29 Oct.
DEN
Denver
ORD
Chicago
AU$450 Return, found 9 hours ago
AU$450
Return
found 9 hours ago
Select Alaska Airlines flight, departing Thu, 23 Oct. from Denver to Chicago, returning Wed, 29 Oct., priced at AU$450 found 9 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.