Cheap Flights from Colorado Springs, CO to Chicago, IL from $176

On Cheapflightsplus.com you will find 4 direct and 130 connecting flights from Colorado Springs to Chicago. You can compare airfare deals from 2 airlines and multiple travel sites from $176, book and save on cheap plane tickets and last minute offers. Also check out COS-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Colorado Springs to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $176 (one-way), $302 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Colorado Springs to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
05:30 — 11:28
05:30 — 06:32 UA4696 United Airlines
Colorado Springs — Denver
1h 16m stop
07:48 — 11:28 UA2430 United Airlines
Denver — Chicago
4h 58m
including layover
Find flight
from$171
05:30 — 11:25
05:30 — 06:30 UA4696 United Airlines
Colorado Springs — Denver
1h 20m stop
07:50 — 11:25 UA1811 United Airlines
Denver — Chicago
4h 55m
including layover
Find flight
from$172
06:00 — 11:28
06:00 — 07:02 UA5291 United Airlines
Colorado Springs — Denver
46m stop
07:48 — 11:28 UA2430 United Airlines
Denver — Chicago
4h 28m
including layover
Find flight
from$171
06:00 — 09:41
06:00 — 09:41 UA1150 United Airlines
Colorado Springs — Chicago
2h 41m
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from$176
06:05 — 09:55
06:05 — 09:55 UA5830 United Airlines
Colorado Springs — Chicago
2h 50m
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from$166
10:30 — 17:01
10:30 — 11:31 UA5266 United Airlines
Colorado Springs — Denver
1h 48m stop
13:25 — 17:05 UA617 United Airlines
Denver — Chicago
5h 31m
including layover
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from$172
12:02 — 15:54
12:02 — 15:54 UA5214 United Airlines
Colorado Springs — Chicago
2h 52m
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from$176
12:05 — 15:45
12:05 — 15:45 UA1398 United Airlines
Colorado Springs — Chicago
2h 40m
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from$154
13:55 — 19:57
13:55 — 15:00 UA4647 United Airlines
Colorado Springs — Denver
1h 17m stop
16:17 — 19:57 UA1224 United Airlines
Denver — Chicago
5h 2m
including layover
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from$171
15:45 — 21:32
15:45 — 16:35 UA2101 United Airlines
Colorado Springs — Denver
1h 25m stop
18:00 — 21:32 UA1367 United Airlines
Denver — Chicago
4h 47m
including layover
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from$171
17:09 — 06:03
+1 day
17:09 — 18:37 G41600 Allegiant Air
Colorado Springs — Santa Ana
1h 21m stop
19:58 — 21:14 NK1447 Spirit Airlines
Santa Ana — Las Vegas
3h 20m stop
00:34 — 06:03 NK1053 Spirit Airlines
Las Vegas — Chicago
11h 54m
including layover
Find flight
from$137
17:09 — 14:46
+1 day
17:09 — 18:37 G41600 Allegiant Air
Colorado Springs — Santa Ana
12h 8m stop
06:45 — 08:03 NK1159 Spirit Airlines
Santa Ana — Las Vegas
1h 1m stop
09:04 — 14:46 NK1269 Spirit Airlines
Las Vegas — Chicago
20h 37m
including layover
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from$137
17:09 — 06:03
+2 days
17:09 — 18:37 G41600 Allegiant Air
Colorado Springs — Santa Ana
22h 3m stop
16:40 — 18:02 NK1163 Spirit Airlines
Santa Ana — Las Vegas
6h 32m stop
00:34 — 06:03 NK1053 Spirit Airlines
Las Vegas — Chicago
35h 54m
including layover
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from$137
17:36 — 23:43
+1 day
17:36 — 19:04 G41600 Allegiant Air
Colorado Springs — Santa Ana
20h 27m stop
15:31 — 16:45 NK874 Spirit Airlines
Santa Ana — Las Vegas
1h 11m stop
17:56 — 23:43 NK184 Spirit Airlines
Las Vegas — Chicago
29h 7m
including layover
Find flight
from$165
17:36 — 23:43
+1 day
17:36 — 19:04 G41600 Allegiant Air
Colorado Springs — Santa Ana
11h 41m stop
06:45 — 07:57 NK870 Spirit Airlines
Santa Ana — Las Vegas
9h 59m stop
17:56 — 23:43 NK184 Spirit Airlines
Las Vegas — Chicago
29h 7m
including layover
Find flight
from$165
*Departure and arrival times - local. Updated on September 14, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Colorado Springs to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Colorado Springs and Chicago is 1484 miles. Time difference between the cities is 1h. Airplanes depart 05:30 to 18:35 from 3 Colorado Springs airports and arrive 05:30 to 18:35 to 7 Chicago airports. Average flight time is 2h 46m.

  • The fastest flight 2h 40m
  • Average flight time 2h 46m
  • The earliest flight 05:30
  • The latest flight 18:35
  • Distance 923 ml

Popular Airlines on the Route

The flight Colorado Springs — Chicago is served by 2 regular airlines and 1 low-cost airline. Most of the flights on this route are operated by United Airlines - 128 departures per week at the price of from $ 154 . And the most expensive tickets are offered by United Airlines airline - from $ 559.

Direct flights

There are 4 nonstop flights on the route. The fastest direct flight is UA1398 by United Airlines takes 2h 40m.

  • UA - United Airlines
    from $154
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Connecting Flights

There are 130 flights with layovers on the route. The fastest connecting flight is UA4719 by United Airlines takes 4h 14m.

  • UA - United Airlines
    from $171
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  • G4 - Allegiant Air
    from $137
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Airports

You can fly from Colorado Springs to Chicago from 3 airports (USAF Academy Airstrip, Colorado Springs, Butts AAF).

Colorado Springs airports

  • USAF Academy Airstrip-AFF
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  • Colorado Springs-COS
    from $137
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  • Butts AAF-FCS
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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