$92+ Cheap flights from Chicago (CHI) to Breckenridge, CO
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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — DEN
Sep 20 — Sep 271
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Breckenridge 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 Breckenridge are usually found in October or January, booked 85 days in advance, depart on a Wednesday or Saturday and return on a Friday
Cheap flight deals from Chicago to Breckenridge
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Cheapest flights from Chicago to BreckenridgeExplore the most affordable flight options available from Chicago to Breckenridge. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
Explore the most affordable flight options available from Chicago to Breckenridge. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
This Frontier deal was found by Cheapflights users on 8/21. 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 10/306:30 am -
Nonstop2h 56m
Tue 11/109:20 pm -
1 stop11h 15m
Deal found 8/21![Frontier logo]()
$152
This Super.com deal was found by Cheapflights users on 8/17. 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.
Sun 9/206:30 am -
Nonstop2h 45m
Wed 9/238:55 pm -
Nonstop2h 28m
Deal found 8/17![Frontier logo]()
$153
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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 9/82:41 pm -
Nonstop3h 04m
Sat 9/129:50 am -
1 stop8h 51m
Deal found 8/17![Frontier logo]()
$154
This Priceline deal was found by Cheapflights users on 8/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:30 am -
Nonstop2h 45m
Mon 9/218:55 pm -
Nonstop2h 28m
Deal found 8/20![Frontier logo]()
$155
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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 9/172:46 pm -
1 stop18h 19m
Mon 9/219:16 pm -
1 stop16h 01m
Deal found 8/17![Frontier logo]()
$156
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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 9/76:05 am -
1 stop27h 02m
Wed 9/98:55 pm -
Nonstop2h 28m
Deal found 8/18![Frontier logo]()
$157
This Frontier deal was found by Cheapflights users on 8/18. 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.
Sat 10/108:01 pm -
1 stop14h 29m
Tue 10/206:10 am -
1 stop7h 15m
Deal found 8/18![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 8/16. 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.
Sat 9/191:06 pm -
1 stop9h 43m
Tue 9/2210:44 am -
1 stop6h 02m
Deal found 8/16![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 8/17. 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.
Sat 9/194:35 pm -
1 stop6h 14m
Sat 9/267:12 pm -
1 stop14h 08m
Deal found 8/17![Frontier logo]()
$159
This Frontier deal was found by Cheapflights users on 8/18. 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.
Sat 9/191:06 pm -
1 stop9h 43m
Mon 9/2110:44 am -
1 stop12h 00m
Deal found 8/18![Frontier logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/96:30 am -
Nonstop2h 45m
Wed 9/166:09 am -
1 stop7h 08m
Deal found 8/20![Frontier logo]()
$160
This Frontier deal was found by Cheapflights users on 8/16. 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.
Sat 9/121:06 pm -
1 stop9h 43m
Sat 9/1910:44 am -
1 stop6h 07m
Deal found 8/16![Frontier logo]()
$160
Best flights from Chicago to BreckenridgeDiscover carefully curated flight deals from Chicago to Breckenridge that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from Chicago to Breckenridge that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This United Airlines deal was found by Cheapflights users on 8/18. 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 9/153:56 pm -
Nonstop3h 00m
Thu 9/178:29 pm -
Nonstop2h 30m
Deal found 8/18![United Airlines logo]()
$213
This Southwest deal was found by Cheapflights users on 8/17. 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 10/266:25 pm -
Nonstop2h 40m
Thu 10/2911:20 am -
1 stop4h 55m
Deal found 8/17![Southwest logo]()
$219
This Delta deal was found by Cheapflights users on 8/18. 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 1/77:00 am -
1 stop8h 03m
Tue 1/1210:30 am -
1 stop7h 10m
Deal found 8/18![Delta logo]()
$233
This Southwest deal was found by Cheapflights users on 8/19. 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 9/1210:15 am -
1 stop4h 40m
Mon 9/148:25 pm -
Nonstop2h 25m
Deal found 8/19![Southwest logo]()
$223
This Alaska Airlines deal was found by Cheapflights users on 8/19. 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.
Sun 10/256:00 am -
2 stops18h 59m
Wed 10/289:45 am -
1 stop8h 08m
Deal found 8/19![Alaska Airlines logo]()
$464
This Delta deal was found by Cheapflights users on 8/20. 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 10/2012:27 pm -
1 stop4h 22m
Mon 10/266:20 am -
1 stop5h 27m
Deal found 8/20![Delta logo]()
$233
This United Airlines deal was found by Cheapflights users on 8/20. 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 12/2010:00 pm -
Nonstop2h 53m
Wed 12/237:40 am -
Nonstop2h 39m
Deal found 8/20![United Airlines logo]()
$244
This Southwest deal was found by Cheapflights users on 8/18. 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 9/118:15 pm -
Nonstop2h 35m
Mon 9/148:25 pm -
Nonstop2h 25m
Deal found 8/18![Southwest logo]()
$225
This Delta deal was found by Cheapflights users on 8/18. 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 9/269:59 am -
1 stop6h 25m
Wed 9/306:15 am -
1 stop6h 05m
Deal found 8/18![Delta logo]()
$233
This United Airlines deal was found by Cheapflights users on 8/16. 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 -
Nonstop2h 39m
Sun 10/118:29 pm -
Nonstop2h 30m
Deal found 8/16![United Airlines logo]()
$244
This Southwest deal was found by Cheapflights users on 8/17. 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 10/207:40 am -
Nonstop2h 35m
Fri 10/235:50 am -
Nonstop2h 20m
Deal found 8/17![Southwest logo]()
$225
This Delta deal was found by Cheapflights users on 8/20. 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 12/59:30 am -
1 stop6h 33m
Sat 12/126:05 am -
1 stop5h 30m
Deal found 8/20![Delta logo]()
$233
This Southwest deal was found by Cheapflights users on 8/16. 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 10/32:40 pm -
1 stop6h 25m
Mon 10/511:20 am -
1 stop4h 55m
Deal found 8/16![Southwest logo]()
$228
This Delta deal was found by Cheapflights users on 8/16. 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 -
1 stop5h 28m
Sat 9/1210:55 am -
1 stop5h 02m
Deal found 8/16![Delta logo]()
$233
This Delta deal was found by Cheapflights users on 8/20. 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 10/1011:09 am -
1 stop6h 59m
Sun 10/1112:59 am -
1 stop5h 42m
Deal found 8/20![Delta logo]()
$235
This Southwest deal was found by Cheapflights users on 8/18. 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 10/159:20 pm -
Nonstop2h 40m
Thu 10/225:50 am -
Nonstop2h 20m
Deal found 8/18![Southwest logo]()
$244
This Delta deal was found by Cheapflights users on 8/20. 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.
Fri 9/119:29 am -
1 stop5h 28m
Tue 9/156:30 am -
1 stop5h 09m
Deal found 8/20![Delta logo]()
$245
This Delta deal was found by Cheapflights users on 8/21. 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.
Mon 9/147:13 pm -
1 stop5h 22m
Thu 9/1712:59 am -
1 stop7h 08m
Deal found 8/21![Delta logo]()
$245
This Alaska Airlines deal was found by Cheapflights users on 8/20. 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.
Sat 9/127:20 am -
2 stops12h 12m
Sat 9/128:06 pm -
1 stop26h 53m
Deal found 8/20![Alaska Airlines logo]()
$468
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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.
Wed 9/306:00 am -
2 stops16h 13m
Wed 10/79:45 am -
1 stop8h 08m
Deal found 8/16![Alaska Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 8/20. 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 2/109:30 am -
1 stop7h 26m
Sun 2/146:45 am -
1 stop4h 52m
Deal found 8/20![Delta logo]()
$274
This United Airlines deal was found by Cheapflights users on 8/20. 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 1/156:00 am -
Nonstop2h 42m
Mon 1/188:30 pm -
1 stop13h 23m
Deal found 8/20![United Airlines logo]()
$467
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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 9/178:17 pm -
1 stop24h 09m
Tue 9/226:20 am -
2 stops16h 39m
Deal found 8/16![Alaska Airlines logo]()
$488
This Alaska Airlines deal was found by Cheapflights users on 8/17. 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.
Sat 9/196:00 am -
2 stops14h 26m
Sat 9/261:43 pm -
2 stops15h 37m
Deal found 8/17![Alaska Airlines logo]()
$493
Last-minute flights from Chicago to BreckenridgeDiscover last-minute flight deals from Chicago to Breckenridge. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Breckenridge. Data last updated August 21, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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 9/76:05 am -
1 stop27h 02m
Wed 9/98:55 pm -
Nonstop2h 28m
Deal found 8/18![Frontier logo]()
$157
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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 9/82:41 pm -
Nonstop3h 04m
Sat 9/129:50 am -
1 stop8h 51m
Deal found 8/17![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/96:30 am -
Nonstop2h 45m
Wed 9/166:09 am -
1 stop7h 08m
Deal found 8/20![Frontier logo]()
$160
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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.
Fri 9/116:30 am -
Nonstop2h 45m
Fri 9/188:55 pm -
Nonstop2h 28m
Deal found 8/18![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sat 9/126:30 am -
Nonstop2h 45m
Wed 9/236:09 am -
1 stop7h 08m
Deal found 8/18![Frontier logo]()
$152
This Frontier deal was found by Cheapflights users on 8/16. 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.
Sat 9/121:06 pm -
1 stop9h 43m
Sat 9/1910:44 am -
1 stop6h 07m
Deal found 8/16![Frontier logo]()
$160
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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 9/172:46 pm -
1 stop18h 19m
Mon 9/219:16 pm -
1 stop16h 01m
Deal found 8/17![Frontier logo]()
$156
This Frontier deal was found by Cheapflights users on 8/16. 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.
Sat 9/191:06 pm -
1 stop9h 43m
Tue 9/2210:44 am -
1 stop6h 02m
Deal found 8/16![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 8/17. 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.
Sat 9/194:35 pm -
1 stop6h 14m
Sat 9/267:12 pm -
1 stop14h 08m
Deal found 8/17![Frontier logo]()
$159
This Frontier deal was found by Cheapflights users on 8/18. 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.
Sat 9/191:06 pm -
1 stop9h 43m
Mon 9/2110:44 am -
1 stop12h 00m
Deal found 8/18![Frontier logo]()
$159
This Super.com deal was found by Cheapflights users on 8/17. 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.
Sun 9/206:30 am -
Nonstop2h 45m
Wed 9/238:55 pm -
Nonstop2h 28m
Deal found 8/17![Frontier logo]()
$153
This Priceline deal was found by Cheapflights users on 8/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:30 am -
Nonstop2h 45m
Mon 9/218:55 pm -
Nonstop2h 28m
Deal found 8/20![Frontier logo]()
$155
One-way flights from Chicago to BreckenridgeSearch for one-way flight options from Chicago to Breckenridge. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from Chicago to Breckenridge. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This Super.com deal was found by Cheapflights users on 8/21. 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 9/151:21 pm -
1 stop24h 30m
Deal found 8/21![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 8/20. 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 9/121:06 pm -
1 stop9h 43m
Deal found 8/20![Frontier logo]()
$92
This Cheapflightsfares deal was found by Cheapflights users on 8/21. 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 9/206:30 am -
Nonstop2h 45m
Deal found 8/21![Frontier logo]()
$93
This Frontier deal was found by Cheapflights users on 8/21. 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.
Sat 9/191:06 pm -
1 stop9h 43m
Deal found 8/21![Frontier logo]()
$93
This Mytrip deal was found by Cheapflights users on 8/20. 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.
Thu 9/101:01 pm -
1 stop9h 48m
Deal found 8/20![Frontier logo]()
$94
This Super.com deal was found by Cheapflights users on 8/17. 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.
Mon 10/123:30 pm -
1 stop9h 16m
Deal found 8/17![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/166:25 am -
1 stop15h 38m
Deal found 8/17![Frontier logo]()
$97
This Super.com deal was found by Cheapflights users on 8/20. 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 10/26:00 am -
1 stop6h 59m
Deal found 8/20![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 8/17. 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 11/131:12 pm -
1 stop7h 52m
Deal found 8/17![Frontier logo]()
$98
This Mytrip deal was found by Cheapflights users on 8/20. 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.
Fri 9/112:46 pm -
1 stop7h 10m
Deal found 8/20![Frontier logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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 9/85:29 pm -
1 stop15h 23m
Deal found 8/17![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 8/18. 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.
Mon 9/2112:54 pm -
1 stop9h 55m
Deal found 8/18![Frontier logo]()
$101
Find flight deals from Chicago to Breckenridge
Keep the following information in mind while searching for Chicago to Breckenridge flight deals. Data was last updated August 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $152 (Frontier) |
One-way from | $92 (Super.com) |
Popular in | July |
Cheapest in | October |
Average price | $262 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Breckenridge 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 August 21, 2026.
Use the filters below to find and compare flights from Chicago to Breckenridge that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Tue 9/15
3:56 pm-5:56 pm
Nonstop3h 00m
Denver Intl
Thu 9/17
8:29 pm-11:59 pm
Nonstop2h 30m
$213
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Mon 10/26
6:25 pm-8:05 pm
Nonstop2h 40m
Denver Intl
Thu 10/29
11:20 am-5:15 pm
1 stop4h 55m
$219
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 9/12
10:15 am-1:55 pm
1 stop4h 40m
Denver Intl
Mon 9/14
8:25 pm-11:50 pm
Nonstop2h 25m
$223
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Fri 9/11
8:15 pm-9:50 pm
Nonstop2h 35m
Denver Intl
Mon 9/14
8:25 pm-11:50 pm
Nonstop2h 25m
$225
Quickest round-trip
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 10/20
7:40 am-9:15 am
Nonstop2h 35m
Denver Intl
Fri 10/23
5:50 am-9:10 am
Nonstop2h 20m
$225
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 10/3
2:40 pm-8:05 pm
1 stop6h 25m
Denver Intl
Mon 10/5
11:20 am-5:15 pm
1 stop4h 55m
$228
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Thu 1/7
7:00 am-2:03 pm
1 stop8h 03m
Denver Intl
Tue 1/12
10:30 am-6:40 pm
1 stop7h 10m
$233
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 10/20
12:27 pm-3:49 pm
1 stop4h 22m
Denver Intl
Mon 10/26
6:20 am-12:47 pm
1 stop5h 27m
$233
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 9/26
9:59 am-3:24 pm
1 stop6h 25m
Denver Intl
Wed 9/30
6:15 am-1:20 pm
1 stop6h 05m
$233
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 12/5
9:30 am-3:03 pm
1 stop6h 33m
Denver Intl
Sat 12/12
6:05 am-12:35 pm
1 stop5h 30m
$233
Showing 1-10 of 48 resultsSorted by cheapest first
Best time to book a flight from Chicago to Breckenridge
Have a flexible travel schedule? Discover the best time to fly to Breckenridge from Chicago with our price prediction graph.
ORD-DEN
MDW-DEN
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 Breckenridge
CHI-BK9
ORD-DEN
MDW-DEN
What is the cheapest time of day to fly from CHI to BK9?
Find hourly flight availability from Chicago to Breckenridge. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 21, 2026.
It’s typically best to fly out from Chicago to Breckenridge at noon. Doing so could potentially save you 12% on the flight price compared to flying in the evening, which is usually more expensive.
Weekly flight availability from Chicago to Breckenridge
Explore weekly flight availability from Chicago to Breckenridge. 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 21, 2026.
The most flights from CHI to BK9 are scheduled on a Wednesday (76 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (40 on average).
How much does it cost to fly round-trip from Chicago to Breckenridge?
Airfare is below average for this route at the moment.
Chicago to Breckenridge flights typically cost between $186 and $320 in October.The cheapest round-trip price found within the last 5 days was $152 on Frontier (Oct 30-Nov 4).
What is the cheapest day to fly from Chicago to Breckenridge?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Breckenridge. Price data was last updated on August 15, 2026.
Travelers seeking maximum savings on their Chicago to Breckenridge flight should consider departing on Saturday 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.
Reviews of airlines servicing Breckenridge
Get insights into the airlines that provide service to Breckenridge. 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 Breckenridge. Reviews last updated August 21, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Chicago to Breckenridge have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
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Chicago and Breckenridge flights
Browse other Chicago and Breckenridge flight options. Last updated on August 21, 2026.
Other flights from Chicago
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Chicago to Breckenridge flights
Consider these flights traveling from Chicago to Breckenridge.
Top 6 airlines flying from Chicago to Breckenridge
Discover the top 6 airlines that operate flights from Chicago to Breckenridge. 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 August 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$70 | Average$180 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$105 | Average$284 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$145 | Average$223 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$156 | Average$354 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$350 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$170 | Average$414 | FlexibilityNo cancel fee | On-time69% |