$110+ Cheap flights from Chicago (CHI) to Colorado Springs (COS)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
Sep 14 — Sep 211
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Colorado Springs with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Colorado Springs are usually found in April or January, booked 78 days in advance, depart on a Wednesday or Tuesday and return on a Saturday
Cheap flight deals from Chicago to Colorado Springs
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Cheapest flights from Chicago to Colorado SpringsExplore the most affordable flight options available from Chicago to Colorado Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 15, 2026.
Explore the most affordable flight options available from Chicago to Colorado Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 15, 2026.
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:50 am -
1 stop4h 10m
Sat 9/1912:15 pm -
1 stop6h 00m
Deal found 8/13![Southwest logo]()
$269
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:40 pm -
1 stop6h 30m
Tue 9/226:55 am -
2 stops9h 15m
Deal found 8/13![Southwest logo]()
$275
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:55 am -
Nonstop2h 53m
Sat 9/195:01 am -
Nonstop2h 49m
Deal found 8/14![American Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:51 pm -
1 stop7h 05m
Fri 9/111:25 pm -
1 stop6h 31m
Deal found 8/12![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:39 pm -
1 stop5h 59m
Sat 9/51:20 pm -
1 stop8h 16m
Deal found 8/12![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:55 am -
2 stops12h 01m
Sat 10/101:26 pm -
1 stop6h 26m
Deal found 8/13![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:29 am -
2 stops11h 27m
Sat 10/101:26 pm -
1 stop8h 07m
Deal found 8/13![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/141:55 pm -
2 stops9h 27m
Sat 10/171:26 pm -
1 stop6h 26m
Deal found 8/10![Delta logo]()
$280
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/141:27 pm -
2 stops9h 55m
Sat 10/171:26 pm -
1 stop8h 07m
Deal found 8/10![Delta logo]()
$280
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:51 pm -
1 stop7h 05m
Fri 9/111:25 pm -
1 stop6h 31m
Deal found 8/12![Delta logo]()
$281
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:20 am -
1 stop6h 05m
Mon 11/164:15 pm -
1 stop4h 10m
Deal found 8/10![Southwest logo]()
$281
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:05 am -
1 stop7h 09m
Sat 9/121:25 pm -
1 stop8h 19m
Deal found 8/12![Delta logo]()
$282
Best flights from Chicago to Colorado SpringsDiscover carefully curated flight deals from Chicago to Colorado Springs that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 15, 2026.
Discover carefully curated flight deals from Chicago to Colorado Springs that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 15, 2026.
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/141:27 pm -
2 stops9h 55m
Sat 10/171:26 pm -
1 stop8h 07m
Deal found 8/10![Delta logo]()
$280
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:30 am -
1 stop8h 05m
Mon 10/58:10 pm -
1 stop8h 30m
Deal found 8/14![Southwest logo]()
$297
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:00 am -
1 stop4h 40m
Sun 10/1111:57 am -
Nonstop2h 45m
Deal found 8/10![United Airlines logo]()
$301
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:45 pm -
1 stop8h 31m
Mon 10/261:31 pm -
1 stop8h 02m
Deal found 8/12![Delta logo]()
$282
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:45 pm -
Nonstop3h 09m
Sun 9/67:55 am -
Nonstop3h 04m
Deal found 8/14![United Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:50 pm -
1 stop8h 48m
Sat 9/511:27 am -
2 stops11h 30m
Deal found 8/13![Delta logo]()
$315
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:10 am -
1 stop7h 20m
Sun 10/45:10 am -
2 stops9h 30m
Deal found 8/15![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:00 am -
1 stop4h 40m
Mon 10/1211:57 am -
Nonstop2h 45m
Deal found 8/12![United Airlines logo]()
$351
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:20 pm -
2 stops5h 25m
Sun 11/155:00 am -
2 stops11h 35m
Deal found 8/14![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:00 am -
1 stop7h 27m
Sat 10/1711:57 am -
Nonstop2h 45m
Deal found 8/14![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:25 am -
1 stop7h 10m
Mon 8/314:20 pm -
1 stop4h 40m
Deal found 8/11![Southwest logo]()
$380
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:30 am -
1 stop15h 26m
Wed 9/238:15 am -
1 stop8h 49m
Deal found 8/13![Delta logo]()
$388
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:55 am -
Nonstop2h 52m
Mon 9/2811:57 am -
Nonstop2h 45m
Deal found 8/11![United Airlines logo]()
$372
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:50 am -
Nonstop2h 35m
Sun 10/189:05 pm -
1 stop7h 40m
Deal found 8/11![Southwest logo]()
$381
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:29 am -
2 stops11h 27m
Sat 10/106:00 am -
2 stops11h 00m
Deal found 8/10![Delta logo]()
$391
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:25 pm -
2 stops7h 10m
Wed 9/24:15 pm -
1 stop5h 35m
Deal found 8/13![Southwest logo]()
$386
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:55 am -
2 stops12h 01m
Fri 9/116:11 pm -
2 stops14h 14m
Deal found 8/10![Delta logo]()
$397
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:10 am -
1 stop5h 10m
Mon 9/283:00 pm -
2 stops6h 00m
Deal found 8/11![Southwest logo]()
$416
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:29 am -
2 stops11h 27m
Fri 9/111:25 pm -
1 stop8h 19m
Deal found 8/14![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:22 am -
2 stops11h 16m
Wed 9/28:10 am -
1 stop9h 09m
Deal found 8/13![Delta logo]()
$460
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:28 am -
2 stops10h 08m
Thu 8/271:20 pm -
1 stop6h 35m
Deal found 8/11![Delta logo]()
$468
Last-minute flights from Chicago to Colorado SpringsDiscover last-minute flight deals from Chicago to Colorado Springs. Data last updated August 15, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Colorado Springs. Data last updated August 15, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:39 pm -
1 stop5h 59m
Sat 9/51:20 pm -
1 stop8h 16m
Deal found 8/12![Delta logo]()
$278
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:00 am -
Nonstop2h 47m
Sat 9/195:01 am -
Nonstop2h 49m
Deal found 8/13![American Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:51 pm -
1 stop7h 05m
Fri 9/111:25 pm -
1 stop6h 31m
Deal found 8/12![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:55 am -
2 stops12h 01m
Sat 9/121:25 pm -
1 stop6h 31m
Deal found 8/11![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:51 pm -
1 stop7h 05m
Fri 9/111:25 pm -
1 stop6h 31m
Deal found 8/12![Delta logo]()
$281
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:05 am -
1 stop7h 09m
Sat 9/121:25 pm -
1 stop8h 19m
Deal found 8/12![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:50 am -
1 stop4h 10m
Sat 9/1912:15 pm -
1 stop6h 00m
Deal found 8/13![Southwest logo]()
$269
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:55 am -
Nonstop2h 53m
Sat 9/195:01 am -
Nonstop2h 49m
Deal found 8/14![American Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:25 am -
1 stop9h 10m
Tue 9/2210:45 am -
1 stop7h 25m
Deal found 8/11![Southwest logo]()
$283
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:59 pm -
1 stop5h 56m
Tue 9/224:08 pm -
1 stop6h 22m
Deal found 8/11![American Airlines logo]()
$288
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:40 pm -
1 stop6h 30m
Tue 9/226:55 am -
2 stops9h 15m
Deal found 8/13![Southwest logo]()
$275
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2610:10 am -
Nonstop2h 30m
Wed 9/301:15 pm -
Nonstop2h 20m
Deal found 8/11![Southwest logo]()
$286
One-way flights from Chicago to Colorado SpringsSearch for one-way flight options from Chicago to Colorado Springs. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
Search for one-way flight options from Chicago to Colorado Springs. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:25 am -
1 stop7h 10m
Deal found 8/12![Southwest logo]()
$110
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:46 am -
Nonstop2h 47m
Deal found 8/12![United Airlines logo]()
$111
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:55 am -
Nonstop2h 52m
Deal found 8/11![United Airlines logo]()
$114
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:15 am -
1 stop4h 15m
Deal found 8/12![Southwest logo]()
$121
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:55 am -
Nonstop2h 52m
Deal found 8/12![United Airlines logo]()
$122
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:51 pm -
1 stop7h 05m
Deal found 8/12![Delta logo]()
$124
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:55 am -
1 stop4h 30m
Deal found 8/12![Southwest logo]()
$124
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:04 am -
1 stop7h 17m
Deal found 8/12![Delta logo]()
$125
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:17 am -
2 stops9h 39m
Deal found 8/12![Delta logo]()
$126
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:29 am -
2 stops11h 27m
Deal found 8/12![Delta logo]()
$126
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1211:17 am -
2 stops9h 39m
Deal found 8/10![Delta logo]()
$127
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:30 am -
2 stops13h 00m
Deal found 8/12![Delta logo]()
$130
Find flight deals from Chicago to Colorado Springs
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Colorado Springs (COS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (Southwest) |
One-way from | $110 (Southwest) |
Popular in | July |
Cheapest in | April |
Average price | $353 |
Good round-trip deal | $297 or less |
Good one-way deal | $175 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Colorado Springs that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 15, 2026.
Use the filters below to find and compare flights from Chicago to Colorado Springs that are best for you.
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ChicagoColorado Springs
MDW Chicago Midway - COS Colorado Springs
MDWCOS
Chicago Midway
Wed 10/14
1:27 pm-10:22 pm
2 stops9h 55m
Colorado Springs
Sat 10/17
1:26 pm-10:33 pm
1 stop8h 07m
$280
ChicagoColorado Springs
MDW Chicago Midway - COS Colorado Springs
MDWCOS
Chicago Midway
Wed 10/21
12:45 pm-8:16 pm
1 stop8h 31m
Colorado Springs
Mon 10/26
1:31 pm-10:33 pm
1 stop8h 02m
$282
ChicagoColorado Springs
MDW Chicago Midway - COS Colorado Springs
MDWCOS
Chicago Midway
Mon 9/28
5:30 am-12:35 pm
1 stop8h 05m
Colorado Springs
Mon 10/5
8:10 pm-5:40 am
1 stop8h 30m
$297
ChicagoColorado Springs
ORD Chicago O'Hare Intl - COS Colorado Springs
ORDCOS
Chicago O'Hare Intl
Wed 10/7
5:00 am-8:40 am
1 stop4h 40m
Colorado Springs
Sun 10/11
11:57 am-3:42 pm
Nonstop2h 45m
$301
ChicagoColorado Springs
ORD Chicago O'Hare Intl - COS Colorado Springs
ORDCOS
Chicago O'Hare Intl
Sat 9/5
7:45 pm-9:54 pm
Nonstop3h 09m
Colorado Springs
Sun 9/6
7:55 am-11:59 am
Nonstop3h 04m
$314
ChicagoColorado Springs
ORD Chicago O'Hare Intl - COS Colorado Springs
ORDCOS
Chicago O'Hare Intl
Wed 9/2
1:50 pm-9:38 pm
1 stop8h 48m
Colorado Springs
Sat 9/5
11:27 am-11:57 pm
2 stops11h 30m
$315
ChicagoColorado Springs
ORD Chicago O'Hare Intl - COS Colorado Springs
ORDCOS
Chicago O'Hare Intl
Thu 10/8
5:00 am-8:40 am
1 stop4h 40m
Colorado Springs
Mon 10/12
11:57 am-3:42 pm
Nonstop2h 45m
$351
ChicagoColorado Springs
MDW Chicago Midway - COS Colorado Springs
MDWCOS
Chicago Midway
Sat 10/3
5:10 am-11:30 am
1 stop7h 20m
Colorado Springs
Sun 10/4
5:10 am-3:40 pm
2 stops9h 30m
$364
ChicagoColorado Springs
ORD Chicago O'Hare Intl - COS Colorado Springs
ORDCOS
Chicago O'Hare Intl
Wed 10/14
6:00 am-12:27 pm
1 stop7h 27m
Colorado Springs
Sat 10/17
11:57 am-3:42 pm
Nonstop2h 45m
$367
ChicagoColorado Springs
MDW Chicago Midway - COS Colorado Springs
MDWCOS
Chicago Midway
Fri 11/13
5:20 pm-9:45 pm
2 stops5h 25m
Colorado Springs
Sun 11/15
5:00 am-5:35 pm
2 stops11h 35m
$369
Showing 1-10 of 41 resultsSorted by cheapest first
Compare providers for flights from Chicago to Colorado Springs
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Colorado Springs in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Colorado Springs flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Colorado Springs flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Colorado Springs flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Colorado Springs flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Colorado Springs flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Colorado Springs
Have a flexible travel schedule? Discover the best time to fly to Colorado Springs from Chicago with our price prediction graph.
CHI-COS
MDW-COS
ORD-COS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Colorado Springs
CHI-COS
MDW-COS
ORD-COS
What is the cheapest month to book a flight from Chicago to Colorado Springs?
Currently, April is the cheapest month in which you can book a flight from Chicago to Colorado Springs (average of $326). Flying from Chicago to Colorado Springs in July is currently the most expensive (average of $464). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to COS?
Find hourly flight availability from Chicago to Colorado Springs. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 15, 2026.
It’s optimal to fly from Chicago to Colorado Springs in the afternoon. By choosing this option you can save up to 21% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from Chicago to Colorado Springs
Explore weekly flight availability from Chicago to Colorado Springs. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 15, 2026.
The most flights from CHI to COS are scheduled on a Monday (6 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Chicago to Colorado Springs?
Airfare is below average for this route at the moment.
Chicago to Colorado Springs flights typically cost between $283 and $391 in September.The cheapest round-trip price found within the last 5 days was $269 on Southwest (Sep 12-Sep 19).
How far ahead should I book a flight from Chicago to Colorado Springs?
The best time to book flights from Chicago to Colorado Springs is 76 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Reviews of airlines servicing Colorado Springs
Get insights into the airlines that provide service to Colorado Springs. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Colorado Springs. Reviews last updated August 15, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican Airlines from Chicago to Colorado Springs by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Colorado Springs. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Other flights to Colorado Springs
Explore flights to Colorado Springs departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 15, 2026.
Complete your trip
Complete your trip to Colorado Springs by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Colorado Springs by cabin class
Find flights from Chicago to Colorado Springs, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Colorado Springs flights
Browse other Chicago and Colorado Springs flight options. Last updated on August 15, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on August 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Colorado Springs
Discover the top 3 airlines that operate flights from Chicago to Colorado Springs. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$193 | Average$321 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$239 | Average$443 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$246 | Average$384 | FlexibilityNo cancel fee | On-time69% |