$107+ Cheap flights from Colorado to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — CHI
Oct 8 — Oct 151
Round-trip
1 adult, Economy
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Find cheap flights from Colorado to Chicago 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.Cheap flight deals from Colorado to Chicago
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Cheapest flights from Colorado to ChicagoExplore the most affordable flight options available from Colorado to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 8, 2026.
Explore the most affordable flight options available from Colorado to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 8, 2026.
This Super.com deal was found by Cheapflights users on 9/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:55 pm -
Nonstop2h 26m
Mon 11/96:30 am -
Nonstop2h 56m
Deal found 9/4![Frontier logo]()
$162
This Cheapflightsfares deal was found by Cheapflights users on 9/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:55 pm -
Nonstop2h 28m
Mon 10/58:55 pm -
1 stop22h 38m
Deal found 9/3![Frontier logo]()
$163
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:55 pm -
Nonstop2h 28m
Mon 9/286:30 am -
Nonstop2h 45m
Deal found 9/4![Frontier logo]()
$164
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:55 pm -
Nonstop2h 28m
Tue 9/291:21 pm -
1 stop24h 30m
Deal found 9/3![Frontier logo]()
$165
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/28:55 pm -
Nonstop2h 26m
Thu 11/126:30 am -
Nonstop2h 56m
Deal found 9/4![Frontier logo]()
$166
This Cheapflightsfares deal was found by Cheapflights users on 9/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:48 pm -
Nonstop2h 34m
Sun 12/68:43 pm -
Nonstop3h 01m
Deal found 9/3![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:55 pm -
Nonstop2h 29m
Tue 10/206:30 am -
Nonstop2h 49m
Deal found 9/4![Frontier logo]()
$170
This Cheapflightsfares deal was found by Cheapflights users on 9/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:09 am -
1 stop14h 30m
Sun 10/46:30 am -
Nonstop2h 45m
Deal found 9/5![Frontier logo]()
$171
This CheapOair deal was found by Cheapflights users on 9/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:12 pm -
1 stop16h 13m
Sun 10/186:30 am -
Nonstop2h 49m
Deal found 9/3![Frontier logo]()
$172
This Cheapflightsfares deal was found by Cheapflights users on 9/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:55 pm -
Nonstop2h 29m
Tue 10/137:40 am -
1 stop29h 32m
Deal found 9/7![Frontier logo]()
$173
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:43 am -
1 stop12h 04m
Thu 10/2912:20 pm -
1 stop10h 22m
Deal found 9/3![Frontier logo]()
$190
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/910:41 am -
1 stop6h 06m
Fri 11/1312:20 pm -
1 stop10h 22m
Deal found 9/3![Frontier logo]()
$206
Best flights from Colorado to ChicagoDiscover carefully curated flight deals from Colorado to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
Discover carefully curated flight deals from Colorado to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 8, 2026.
This Southwest deal was found by Cheapflights users on 9/7. 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.
Thu 12/107:05 am -
Nonstop2h 25m
Sun 12/135:40 pm -
Nonstop2h 45m
Deal found 9/7![Southwest logo]()
$262
This Delta deal was found by Cheapflights users on 9/7. 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.
Sun 12/66:15 am -
1 stop6h 44m
Wed 12/95:33 pm -
1 stop7h 17m
Deal found 9/7![Delta logo]()
$292
This United Airlines deal was found by Cheapflights users on 9/6. 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 12/267:40 am -
Nonstop2h 39m
Tue 12/299:20 pm -
Nonstop3h 00m
Deal found 9/6![United Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:37 pm -
1 stop12h 46m
Thu 11/58:52 pm -
1 stop13h 56m
Deal found 9/4![Multiple Airlines logo]()
$321
This Sun Country Air deal was found by Cheapflights users on 9/7. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/197:05 pm -
1 stop22h 45m
Tue 12/296:40 pm -
1 stop23h 57m
Deal found 9/7![Sun Country Air logo]()
$355
This American Airlines deal was found by Cheapflights users on 9/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:54 pm -
1 stop8h 16m
Sun 11/155:00 pm -
1 stop6h 59m
Deal found 9/6![American Airlines logo]()
$374
This Alaska Airlines deal was found by Cheapflights users on 9/5. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:08 am -
2 stops14h 51m
Mon 10/57:16 pm -
1 stop16h 46m
Deal found 9/5![Alaska Airlines logo]()
$423
This Southwest deal was found by Cheapflights users on 9/4. 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 11/37:05 am -
Nonstop2h 25m
Thu 11/510:40 am -
Nonstop2h 45m
Deal found 9/4![Southwest logo]()
$276
This Delta deal was found by Cheapflights users on 9/7. 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.
Sun 12/66:15 am -
1 stop6h 44m
Sat 12/1212:32 pm -
1 stop4h 30m
Deal found 9/7![Delta logo]()
$292
This Southwest deal was found by Cheapflights users on 9/7. 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.
Fri 10/98:55 pm -
Nonstop2h 25m
Tue 10/136:05 am -
Nonstop2h 40m
Deal found 9/7![Southwest logo]()
$276
This Delta deal was found by Cheapflights users on 9/7. 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 12/126:15 am -
1 stop6h 44m
Tue 12/1512:34 pm -
1 stop4h 28m
Deal found 9/7![Delta logo]()
$297
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/233:14 pm -
1 stop6h 32m
Wed 10/282:30 pm -
1 stop7h 02m
Deal found 9/3![United Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 9/4. 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 11/107:05 am -
Nonstop2h 25m
Wed 11/111:20 pm -
1 stop5h 05m
Deal found 9/4![Southwest logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:47 pm -
1 stop11h 40m
Sun 10/49:36 pm -
2 stops21h 23m
Deal found 9/3![Multiple Airlines logo]()
$347
This Sun Country Air deal was found by Cheapflights users on 9/6. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/245:47 pm -
1 stop15h 36m
Sun 12/278:10 pm -
1 stop14h 23m
Deal found 9/6![Sun Country Air logo]()
$365
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/13:14 pm -
1 stop5h 38m
Mon 10/52:30 pm -
1 stop6h 51m
Deal found 9/3![United Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 9/5. 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 10/1911:20 am -
1 stop4h 55m
Thu 10/229:20 pm -
Nonstop2h 45m
Deal found 9/5![Southwest logo]()
$283
This American Airlines deal was found by Cheapflights users on 9/7. 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 9/224:41 pm -
1 stop6h 33m
Sat 9/265:00 am -
1 stop6h 25m
Deal found 9/7![American Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 9/3. 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 11/76:00 am -
2 stops11h 00m
Tue 11/1010:34 am -
2 stops11h 16m
Deal found 9/3![Delta logo]()
$323
This United Airlines deal was found by Cheapflights users on 9/3. 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 2/241:35 pm -
1 stop6h 38m
Sun 2/287:15 am -
1 stop6h 26m
Deal found 9/3![United Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 9/4. 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 9/194:41 pm -
1 stop6h 33m
Wed 9/233:50 pm -
1 stop7h 07m
Deal found 9/4![American Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 9/6. 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 10/36:55 am -
1 stop4h 10m
Mon 10/56:05 am -
Nonstop2h 40m
Deal found 9/6![Southwest logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/710:49 pm -
1 stop20h 24m
Sun 10/119:33 pm -
1 stop15h 45m
Deal found 9/3![Multiple Airlines logo]()
$383
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Wed 2/242:18 pm -
2 stops15h 08m
Sun 2/286:59 am -
1 stop7h 46m
Deal found 9/7![American Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 9/3. 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 10/111:35 am -
1 stop5h 10m
Sun 10/47:45 am -
1 stop4h 05m
Deal found 9/3![Southwest logo]()
$287
This Alaska Airlines deal was found by Cheapflights users on 9/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:08 pm -
2 stops10h 12m
Sat 10/37:00 am -
1 stop29h 02m
Deal found 9/7![Alaska Airlines logo]()
$463
This United Airlines deal was found by Cheapflights users on 9/6. 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.
Mon 10/1211:57 am -
Nonstop2h 45m
Sat 10/179:03 am -
Nonstop2h 52m
Deal found 9/6![United Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 9/3. 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 10/176:00 am -
2 stops11h 00m
Tue 10/206:04 am -
1 stop7h 26m
Deal found 9/3![Delta logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3010:50 pm -
1 stop20h 23m
Sun 10/49:36 pm -
1 stop13h 31m
Deal found 9/7![Multiple Airlines logo]()
$398
This Southwest deal was found by Cheapflights users on 9/4. 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 11/32:25 pm -
1 stop4h 15m
Fri 11/612:45 pm -
1 stop4h 50m
Deal found 9/4![Southwest logo]()
$287
Last-minute flights from Colorado to ChicagoDiscover last-minute flight deals from Colorado to Chicago. Data last updated September 8, 2026 and is based on user searches.
Discover last-minute flight deals from Colorado to Chicago. Data last updated September 8, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:55 pm -
Nonstop2h 28m
Mon 9/286:30 am -
Nonstop2h 45m
Deal found 9/4![Frontier logo]()
$164
This Super.com deal was found by Cheapflights users on 9/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:55 pm -
Nonstop2h 28m
Mon 9/286:30 am -
Nonstop2h 45m
Deal found 9/4![Frontier logo]()
$162
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:55 pm -
Nonstop2h 28m
Tue 9/291:21 pm -
1 stop24h 30m
Deal found 9/3![Frontier logo]()
$165
This Cheapflightsfares deal was found by Cheapflights users on 9/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:55 pm -
Nonstop2h 28m
Mon 10/58:55 pm -
1 stop22h 38m
Deal found 9/3![Frontier logo]()
$163
This Cheapflightsfares deal was found by Cheapflights users on 9/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:09 am -
1 stop14h 30m
Sun 10/46:30 am -
Nonstop2h 45m
Deal found 9/5![Frontier logo]()
$171
This Expedia deal was found by Cheapflights users on 9/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:55 pm -
Nonstop2h 28m
Tue 10/66:30 am -
Nonstop2h 45m
Deal found 9/7![Frontier logo]()
$168
This Cheapflightsfares deal was found by Cheapflights users on 9/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/68:55 pm -
Nonstop2h 28m
Tue 10/136:30 am -
Nonstop2h 49m
Deal found 9/7![Frontier logo]()
$175
This Frontier deal was found by Cheapflights users on 9/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/610:44 am -
1 stop6h 02m
Sat 10/103:30 pm -
1 stop7h 19m
Deal found 9/3![Frontier logo]()
$216
This Cheapflightsfares deal was found by Cheapflights users on 9/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:55 pm -
Nonstop2h 29m
Tue 10/137:40 am -
1 stop29h 32m
Deal found 9/7![Frontier logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:55 pm -
Nonstop2h 29m
Tue 10/206:30 am -
Nonstop2h 49m
Deal found 9/4![Frontier logo]()
$170
This CheapOair deal was found by Cheapflights users on 9/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:12 pm -
1 stop16h 13m
Sun 10/186:30 am -
Nonstop2h 49m
Deal found 9/3![Frontier logo]()
$172
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:43 am -
1 stop12h 04m
Thu 10/2912:20 pm -
1 stop10h 22m
Deal found 9/3![Frontier logo]()
$190
One-way flights from Colorado to ChicagoSearch for one-way flight options from Colorado to Chicago. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
Search for one-way flight options from Colorado to Chicago. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:55 pm -
Nonstop2h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$107
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:09 am -
1 stop7h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$109
This Frontier deal was found by Cheapflights users on 9/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:55 pm -
Nonstop2h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$110
This Super.com deal was found by Cheapflights users on 9/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:44 am -
1 stop6h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$110
This Frontier deal was found by Cheapflights users on 9/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:11 pm -
1 stop7h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$111
This Mytrip deal was found by Cheapflights users on 9/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:09 am -
1 stop7h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$112
This Mytrip deal was found by Cheapflights users on 9/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:10 pm -
1 stop16h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:10 pm -
1 stop19h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$114
This Cheapflightsfares deal was found by Cheapflights users on 9/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:09 am -
1 stop14h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$115
This Southwest deal was found by Cheapflights users on 9/7. 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.
Thu 10/18:55 pm -
Nonstop2h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Southwest logo]()
$115
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:10 am -
1 stop7h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$117
This Super.com deal was found by Cheapflights users on 9/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:05 am -
1 stop7h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$117
Find flight deals from Colorado to Chicago
Keep the following information in mind while searching for Colorado to Chicago flight deals. Data was last updated September 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $162 (Super.com) |
One-way from | $107 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $271 |
Good round-trip deal | $275 or less |
Good one-way deal | $168 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Colorado to Chicago 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 7,457,451 searches. Data last updated September 8, 2026.
Use the filters below to find and compare flights from Colorado to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DenverChicago
DEN Denver Intl - ORD Chicago O'Hare Intl
DENORD
Denver Intl
Wed 12/23
5:50 am-9:34 am
Nonstop2h 44m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$115
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Wed 10/14
7:50 pm-11:15 pm
Nonstop2h 25m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$115
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Tue 10/13
11:00 am-4:05 pm
1 stop4h 05m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$120
DenverChicago
DEN Denver Intl - ORD Chicago O'Hare Intl
DENORD
Denver Intl
Wed 10/14
12:59 am-7:41 am
1 stop5h 42m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$125
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Wed 9/30
12:59 am-9:07 am
1 stop7h 08m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$125
DenverChicago
DEN Denver Intl - ORD Chicago O'Hare Intl
DENORD
Denver Intl
Fri 10/16
6:10 pm-9:52 pm
Nonstop2h 42m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$131
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Fri 10/16
11:20 am-5:15 pm
1 stop4h 55m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$136
Quickest round-trip
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Tue 11/24
8:55 pm-12:10 am
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$138
DenverChicago
DEN Denver Intl - MDW Chicago Midway
DENMDW
Denver Intl
Tue 9/29
6:30 am-9:50 am
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
DenverChicago
DEN Denver Intl - RFD Chicago Greater Rockford
DENRFD
Denver Intl
Wed 9/23
10:38 am-3:03 pm
1 stop27h 25m
Chicago Greater Rockford
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Colorado to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Colorado with our price prediction graph.
DEN-MDW
DEN-ORD
DEN-RFD
DRO-ORD
HDN-ORD
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 Colorado to Chicago
USCO-CHI
DEN-MDW
DEN-ORD
DEN-RFD
DRO-ORD
What is the cheapest month to book a flight from Colorado to Chicago?
Currently, January is the cheapest month in which you can book a flight from Colorado to Chicago (average of $242). Flying from Colorado to Chicago in July is currently the most expensive (average of $356). 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 CO to CHI?
Find hourly flight availability from Colorado to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 8, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 51% on flights from Colorado to Chicago by exploring options for tickets in the evening.
Weekly flight availability from Colorado to Chicago
Explore weekly flight availability from Colorado to Chicago. 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 September 8, 2026.
The most flights from USCO to CHI are scheduled on a Sunday (76 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (24 on average).
How much does it cost to fly round-trip from Colorado to Chicago?
Airfare is below average for this route at the moment.
Colorado to Chicago flights typically cost between $213 and $343 in November.The cheapest round-trip price found within the last 5 days was $162 on Frontier (Nov 6-Nov 9).
How far ahead should I book a flight from Colorado to Chicago?
Booking 68 days in advance of your planned departure date is, on average, the best time to get cheap flights from Colorado to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Colorado to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Colorado to Chicago. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their Colorado to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Colorado to Chicago. 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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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.
Alternative routes
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Alternative routes for Colorado to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 8, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Colorado to Chicago by cabin class
Find flights from Colorado to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Colorado and Chicago flights
Browse other Colorado and Chicago flight options. Last updated on September 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Colorado to Chicago flights
Consider these flights traveling from Colorado to Chicago.
Top 5 airlines flying from Colorado to Chicago
Discover the top 5 airlines that operate flights from Colorado to Chicago. 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 7,457,451 searches. Data last updated September 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$198 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$281 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$170 | Average$347 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$171 | Average$383 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$462 | FlexibilityNo cancel fee | On-time69% |