$103+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
Apr 10 — Apr 171
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 November, booked 48 days in advance, depart on a Wednesday or Saturday and return on a Wednesday
Cheap flight deals from Chicago to Colorado Springs
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Best
Last-minute
One-way
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 March 11, 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 March 11, 2026.
This United Airlines deal was found by Cheapflights users on 3/7. 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 4/47:45 pm
ORD
- COS
Nonstop3h 09m
United Airlines
Sat 4/111:33 pm
COS
- ORD
1 stop5h 41m
United Airlines
Deal found 3/7![United Airlines logo]()
$215
This American Airlines deal was found by Cheapflights users on 3/7. 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 4/49:41 am
ORD
- COS
Nonstop3h 00m
American Airlines
Sat 4/1112:22 pm
COS
- ORD
Nonstop2h 47m
American Airlines
Deal found 3/7![American Airlines logo]()
$222
This United Airlines deal was found by Cheapflights users on 3/8. 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 5/28:46 am
ORD
- COS
Nonstop3h 01m
United Airlines
Tue 5/511:43 am
COS
- ORD
Nonstop2h 44m
United Airlines
Deal found 3/8![United Airlines logo]()
$227
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/49:41 am
ORD
- COS
Nonstop3h 00m
American Airlines
Tue 4/75:41 am
COS
- ORD
1 stop5h 54m
American Airlines
Deal found 3/9![American Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 3/8. 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.
Tue 6/29:10 am
MDW
- COS
1 stop8h 00m
Southwest
Sat 6/69:25 am
COS
- MDW
Nonstop2h 25m
Southwest
Deal found 3/8![Southwest logo]()
$237
This American Airlines deal was found by Cheapflights users on 3/7. 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.
Sun 4/59:56 am
ORD
- COS
Nonstop3h 00m
American Airlines
Sat 4/1112:22 pm
COS
- ORD
Nonstop2h 47m
American Airlines
Deal found 3/7![American Airlines logo]()
$244
This Delta deal was found by Cheapflights users on 3/9. 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 4/45:00 pm
ORD
- COS
1 stop6h 05m
Delta
Tue 4/712:10 pm
COS
- ORD
1 stop8h 24m
Delta
Deal found 3/9![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 3/7. 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 4/255:30 pm
MDW
- COS
1 stop4h 15m
Southwest
Mon 4/277:20 pm
COS
- MDW
1 stop8h 40m
Southwest
Deal found 3/7![Southwest logo]()
$247
This American Airlines deal was found by Cheapflights users on 3/7. 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.
Tue 4/219:53 am
ORD
- COS
Nonstop2h 59m
American Airlines
Tue 4/2812:22 pm
COS
- ORD
Nonstop2h 47m
American Airlines
Deal found 3/7![American Airlines logo]()
$248
This United Airlines deal was found by Cheapflights users on 3/8. 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 5/168:46 am
ORD
- COS
Nonstop3h 01m
United Airlines
Tue 5/1911:43 am
COS
- ORD
Nonstop2h 44m
United Airlines
Deal found 3/8![United Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 3/7. 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.
Sun 4/57:00 am
ORD
- COS
1 stop6h 36m
United Airlines
Sat 4/116:00 am
COS
- ORD
Nonstop2h 50m
United Airlines
Deal found 3/7![United Airlines logo]()
$251
This Southwest deal was found by Cheapflights users on 3/8. 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 5/163:05 pm
ORD
- COS
1 stop6h 40m
Southwest
Tue 5/1912:40 pm
COS
- ORD
2 stops10h 15m
Southwest
Deal found 3/8![Southwest logo]()
$252
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 March 11, 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 March 11, 2026.
This Southwest deal was found by Cheapflights users on 3/7. 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 4/255:30 pm
MDW
- COS
1 stop4h 15m
Southwest
Mon 4/277:20 pm
COS
- MDW
1 stop8h 40m
Southwest
Deal found 3/7![Southwest logo]()
$247
This United Airlines deal was found by Cheapflights users on 3/9. 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 4/87:45 pm
ORD
- COS
Nonstop3h 09m
United Airlines
Thu 4/95:13 pm
COS
- ORD
1 stop6h 17m
United Airlines
Deal found 3/9![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 3/6. 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 5/306:23 am
MDW
- COS
1 stop7h 25m
Delta
Sat 6/61:55 pm
COS
- MDW
1 stop6h 14m
Delta
Deal found 3/6![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 3/8. 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 5/163:05 pm
ORD
- COS
1 stop6h 40m
Southwest
Tue 5/1912:40 pm
COS
- ORD
2 stops10h 15m
Southwest
Deal found 3/8![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 3/8. 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 5/26:00 am
MDW
- COS
1 stop4h 15m
Southwest
Tue 5/512:40 pm
COS
- MDW
2 stops6h 10m
Southwest
Deal found 3/8![Southwest logo]()
$252
This United Airlines deal was found by Cheapflights users on 3/8. 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 4/98:50 am
ORD
- COS
Nonstop3h 07m
United Airlines
Tue 4/1411:40 am
COS
- ORD
1 stop6h 19m
United Airlines
Deal found 3/8![United Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 3/8. 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 5/22:05 pm
ORD
- COS
2 stops7h 40m
Southwest
Tue 5/512:40 pm
COS
- ORD
2 stops10h 15m
Southwest
Deal found 3/8![Southwest logo]()
$258
This United Airlines deal was found by Cheapflights users on 3/8. 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.
Tue 4/287:45 pm
ORD
- COS
Nonstop3h 09m
United Airlines
Sat 5/211:43 am
COS
- ORD
Nonstop2h 44m
United Airlines
Deal found 3/8![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 3/8. 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 4/126:00 am
MDW
- COS
1 stop4h 20m
Southwest
Tue 4/142:30 pm
COS
- MDW
1 stop6h 15m
Southwest
Deal found 3/8![Southwest logo]()
$269
This United Airlines deal was found by Cheapflights users on 3/6. 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 5/305:00 am
ORD
- COS
1 stop6h 46m
United Airlines
Mon 6/112:16 pm
COS
- ORD
Nonstop2h 46m
United Airlines
Deal found 3/6![United Airlines logo]()
$298
This Southwest deal was found by Cheapflights users on 3/10. 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 5/16:00 am
MDW
- COS
1 stop4h 20m
Southwest
Tue 5/56:30 am
COS
- MDW
1 stop7h 55m
Southwest
Deal found 3/10![Southwest logo]()
$269
This Southwest deal was found by Cheapflights users on 3/9. 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.
Wed 4/811:55 am
ORD
- COS
2 stops10h 25m
Southwest
Thu 4/96:15 am
COS
- ORD
1 stop11h 35m
Southwest
Deal found 3/9![Southwest logo]()
$280
This Southwest deal was found by Cheapflights users on 3/10. 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.
Wed 4/87:45 am
ORD
- COS
1 stop9h 25m
Southwest
Wed 4/156:00 am
COS
- ORD
1 stop6h 55m
Southwest
Deal found 3/10![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 3/6. 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 5/306:00 am
MDW
- COS
1 stop4h 15m
Southwest
Mon 6/18:00 pm
COS
- MDW
1 stop8h 25m
Southwest
Deal found 3/6![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 3/6. 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 5/307:00 am
ORD
- COS
2 stops9h 40m
Southwest
Mon 6/15:30 am
COS
- ORD
1 stop7h 25m
Southwest
Deal found 3/6![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 3/8. 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.
Tue 3/245:55 am
MDW
- COS
1 stop4h 35m
Southwest
Tue 3/314:15 pm
COS
- MDW
2 stops6h 50m
Southwest
Deal found 3/8![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 3/7. 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 4/252:05 pm
ORD
- COS
2 stops7h 40m
Southwest
Mon 4/2712:10 pm
COS
- ORD
2 stops10h 45m
Southwest
Deal found 3/7![Southwest logo]()
$302
Last-minute flights from Chicago to Colorado SpringsDiscover last-minute flight deals from Chicago to Colorado Springs. Data last updated March 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Colorado Springs. Data last updated March 11, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 3/7. 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 4/47:45 pm
ORD
- COS
Nonstop3h 09m
United Airlines
Sat 4/111:33 pm
COS
- ORD
1 stop5h 41m
United Airlines
Deal found 3/7![United Airlines logo]()
$215
This American Airlines deal was found by Cheapflights users on 3/7. 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 4/49:41 am
ORD
- COS
Nonstop3h 00m
American Airlines
Sat 4/1112:22 pm
COS
- ORD
Nonstop2h 47m
American Airlines
Deal found 3/7![American Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/49:41 am
ORD
- COS
Nonstop3h 00m
American Airlines
Tue 4/712:22 pm
COS
- ORD
Nonstop2h 47m
American Airlines
Deal found 3/9![American Airlines logo]()
$227
This Delta deal was found by Cheapflights users on 3/9. 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 4/45:00 pm
ORD
- COS
1 stop6h 05m
Delta
Tue 4/712:10 pm
COS
- ORD
1 stop8h 24m
Delta
Deal found 3/9![Delta logo]()
$247
This American Airlines deal was found by Cheapflights users on 3/7. 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.
Sun 4/59:56 am
ORD
- COS
Nonstop3h 00m
American Airlines
Sat 4/1112:22 pm
COS
- ORD
Nonstop2h 47m
American Airlines
Deal found 3/7![American Airlines logo]()
$244
This United Airlines deal was found by Cheapflights users on 3/7. 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.
Sun 4/57:00 am
ORD
- COS
1 stop6h 36m
United Airlines
Sat 4/116:00 am
COS
- ORD
Nonstop2h 50m
United Airlines
Deal found 3/7![United Airlines logo]()
$251
This Southwest deal was found by Cheapflights users on 3/10. 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.
Wed 4/85:30 pm
MDW
- COS
1 stop4h 50m
Southwest
Sat 4/1111:25 am
COS
- MDW
1 stop5h 05m
Southwest
Deal found 3/10![Southwest logo]()
$269
This Southwest deal was found by Cheapflights users on 3/8. 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 4/96:40 am
MDW
- COS
1 stop13h 45m
Southwest
Tue 4/142:30 pm
COS
- MDW
1 stop6h 15m
Southwest
Deal found 3/8![Southwest logo]()
$275
This American Airlines deal was found by Cheapflights users on 3/7. 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.
Tue 4/219:53 am
ORD
- COS
Nonstop2h 59m
American Airlines
Tue 4/2812:22 pm
COS
- ORD
Nonstop2h 47m
American Airlines
Deal found 3/7![American Airlines logo]()
$248
This Southwest deal was found by Cheapflights users on 3/9. 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.
Tue 4/217:25 am
MDW
- COS
2 stops7h 25m
Southwest
Sat 4/259:50 am
COS
- MDW
2 stops6h 25m
Southwest
Deal found 3/9![Southwest logo]()
$280
This Southwest deal was found by Cheapflights users on 3/7. 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 4/255:30 pm
MDW
- COS
1 stop4h 15m
Southwest
Mon 4/277:20 pm
COS
- MDW
1 stop8h 40m
Southwest
Deal found 3/7![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 3/10. 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.
Wed 4/294:00 pm
MDW
- COS
1 stop5h 15m
Southwest
Wed 5/132:30 pm
COS
- MDW
1 stop6h 15m
Southwest
Deal found 3/10![Southwest logo]()
$289
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 March 11, 2026.
Search for one-way flight options from Chicago to Colorado Springs. Find affordable one-way fares based on user searches. Data last updated March 11, 2026.
This United Airlines deal was found by Cheapflights users on 3/8. 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 5/28:46 am
ORD
- COS
Nonstop3h 01m
United Airlines
Deal found 3/8![United Airlines logo]()
$103
This Delta deal was found by Cheapflights users on 3/7. 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 4/45:00 pm
ORD
- COS
1 stop6h 05m
Delta
Deal found 3/7![Delta logo]()
$113
This Delta deal was found by Cheapflights users on 3/8. 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 5/96:23 am
MDW
- COS
1 stop7h 25m
Delta
Deal found 3/8![Delta logo]()
$113
This Southwest deal was found by Cheapflights users on 3/8. 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 5/22:05 pm
ORD
- COS
2 stops7h 40m
Southwest
Deal found 3/8![Southwest logo]()
$118
This United Airlines deal was found by Cheapflights users on 3/7. 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 4/67:45 pm
ORD
- COS
Nonstop3h 09m
United Airlines
Deal found 3/7![United Airlines logo]()
$125
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/229:53 am
ORD
- COS
Nonstop2h 59m
American Airlines
Deal found 3/9![American Airlines logo]()
$126
This United Airlines deal was found by Cheapflights users on 3/8. 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.
Sun 4/57:00 am
ORD
- COS
1 stop6h 36m
United Airlines
Deal found 3/8![United Airlines logo]()
$135
This Delta deal was found by Cheapflights users on 3/9. 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.
Tue 4/712:47 pm
MDW
- COS
1 stop8h 41m
Delta
Deal found 3/9![Delta logo]()
$135
This United Airlines deal was found by Cheapflights users on 3/7. 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 4/47:45 pm
ORD
- COS
Nonstop3h 09m
United Airlines
Deal found 3/7![United Airlines logo]()
$138
This Southwest deal was found by Cheapflights users on 3/9. 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.
Wed 4/811:55 am
ORD
- COS
2 stops10h 25m
Southwest
Deal found 3/9![Southwest logo]()
$140
This Southwest deal was found by Cheapflights users on 3/9. 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.
Wed 4/87:25 am
MDW
- COS
2 stops7h 25m
Southwest
Deal found 3/9![Southwest logo]()
$140
This United Airlines deal was found by Cheapflights users on 3/8. 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.
Sun 6/289:06 am
ORD
- COS
Nonstop3h 04m
United Airlines
Deal found 3/8![United Airlines logo]()
$141
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 March 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $215 (United Airlines) |
One-way from | $103 (United Airlines) |
Popular in | May |
Cheapest in | April |
Average price | $360 |
Good round-trip deal | $299 or less |
Good one-way deal | $135 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 March 11, 2026.
Use the filters below to find and compare flights from Chicago to Colorado Springs that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoColorado Springs
MDW - COS
MDWCOS
Chicago Midway
Sat 4/25
5:30 pm-8:45 pm
1 stop4h 15m
Colorado Springs
Mon 4/27
7:20 pm-5:00 am
1 stop8h 40m
$247
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Sat 5/16
3:05 pm-8:45 pm
1 stop6h 40m
Colorado Springs
Tue 5/19
12:40 pm-11:55 pm
2 stops10h 15m
$252
ChicagoColorado Springs
MDW - COS
MDWCOS
Chicago Midway
Sat 5/2
6:00 am-9:15 am
1 stop4h 15m
Colorado Springs
Tue 5/5
12:40 pm-7:50 pm
2 stops6h 10m
$252
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Sat 5/2
2:05 pm-8:45 pm
2 stops7h 40m
Colorado Springs
Tue 5/5
12:40 pm-11:55 pm
2 stops10h 15m
$258
ChicagoColorado Springs
MDW - COS
MDWCOS
Chicago Midway
Sun 4/12
6:00 am-9:20 am
1 stop4h 20m
Colorado Springs
Tue 4/14
2:30 pm-9:45 pm
1 stop6h 15m
$269
ChicagoColorado Springs
MDW - COS
MDWCOS
Chicago Midway
Fri 5/1
6:00 am-9:20 am
1 stop4h 20m
Colorado Springs
Tue 5/5
6:30 am-3:25 pm
1 stop7h 55m
$269
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Wed 4/8
7:45 pm-9:54 pm
Nonstop3h 09m
Colorado Springs
Thu 4/9
5:13 pm-12:30 am
1 stop6h 17m
$279
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Wed 4/8
11:55 am-9:20 pm
2 stops10h 25m
Colorado Springs
Thu 4/9
6:15 am-6:50 pm
1 stop11h 35m
$280
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Thu 4/9
8:50 am-10:57 am
Nonstop3h 07m
Colorado Springs
Tue 4/14
11:40 am-6:59 pm
1 stop6h 19m
$281
ChicagoColorado Springs
ORD - COS
ORDCOS
Chicago O'Hare Intl
Wed 4/8
7:45 am-4:10 pm
1 stop9h 25m
Colorado Springs
Wed 4/15
6:00 am-1:55 pm
1 stop6h 55m
$289
Showing 1-10 of 36 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 March.
| 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
ORD-COS
MDW-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
ORD-COS
MDW-COS
How far ahead should I book a flight from Chicago to Colorado Springs?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Colorado Springs. Price data was last updated on March 6, 2026.
The best time to book flights from Chicago to Colorado Springs is 48 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.
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 $74). Flying from Chicago to Colorado Springs in February is currently the most expensive (average of $113). 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 March 11, 2026.
It’s optimal to fly from Chicago to Colorado Springs at noon. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight in the evening.
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 March 11, 2026.
The most flights from CHI to COS are scheduled on a Monday (2 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).
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 March 11, 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.
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
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.
Traveling to a place near Colorado Springs?
Book flights to Colorado Springs if you plan to visit one of these locationsCañon City
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Other flights to Colorado Springs
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Chicago and Colorado Springs flights
Browse other Chicago and Colorado Springs flight options. Last updated on March 11, 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 March 11, 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 March 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$191 | Average$312 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$239 | Average$380 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$241 | Average$357 | FlexibilityNo cancel fee | On-time63% |