$91+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — DEN
Sep 25 — Oct 21
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 Friday 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 26, 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 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/24. 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.
Mon 9/216:30 am -
Nonstop2h 45m
Sat 9/268:55 pm -
Nonstop2h 28m
Deal found 8/24![Frontier logo]()
$152
This Super.com deal was found by Cheapflights users on 8/25. 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.
Wed 10/76:30 am -
Nonstop2h 45m
Sun 10/118:55 pm -
Nonstop2h 29m
Deal found 8/25![Frontier logo]()
$153
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.
Thu 10/156:30 am -
Nonstop2h 49m
Sun 10/258:55 pm -
Nonstop2h 29m
Deal found 8/21![Frontier logo]()
$154
This Frontier deal was found by Cheapflights users on 8/23. 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 9/116:30 am -
Nonstop2h 45m
Wed 9/168:55 pm -
Nonstop2h 28m
Deal found 8/23![Frontier logo]()
$156
This CheapOair deal was found by Cheapflights users on 8/26. 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.
Thu 9/172:46 pm -
1 stop10h 29m
Tue 9/228:55 pm -
Nonstop2h 28m
Deal found 8/26![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/24. 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
Sat 9/1910:44 am -
1 stop6h 39m
Deal found 8/24![Frontier logo]()
$158
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.
Fri 10/28:55 pm -
1 stop22h 38m
Wed 10/78:55 pm -
Nonstop2h 28m
Deal found 8/21![Frontier logo]()
$159
This Trip.com deal was found by Cheapflights users on 8/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/172:46 pm -
1 stop10h 29m
Mon 9/218:55 pm -
Nonstop2h 28m
Deal found 8/25![Frontier logo]()
$160
This Super.com deal was found by Cheapflights users on 8/24. 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 9/126:30 am -
Nonstop2h 45m
Tue 9/158:55 pm -
Nonstop2h 28m
Deal found 8/24![Frontier logo]()
$161
This Cheapflightsfares deal was found by Cheapflights users on 8/26. 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 9/246:00 am -
1 stop6h 59m
Mon 9/288:55 pm -
Nonstop2h 28m
Deal found 8/26![Frontier logo]()
$162
This Cheapflightsfares deal was found by Cheapflights users on 8/25. 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 11/106:30 am -
Nonstop2h 56m
Mon 11/168:55 pm -
Nonstop2h 26m
Deal found 8/25![Frontier logo]()
$163
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
Tue 9/2210:44 am -
1 stop6h 02m
Deal found 8/21![Frontier logo]()
$174
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 26, 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 26, 2026.
This Southwest deal was found by Cheapflights users on 8/25. 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 12/108:05 am -
Nonstop2h 55m
Thu 12/178:40 pm -
Nonstop2h 15m
Deal found 8/25![Southwest logo]()
$213
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:00 am -
Nonstop2h 39m
Mon 10/128:29 pm -
Nonstop2h 30m
Deal found 8/21![United Airlines logo]()
$225
This Delta deal was found by Cheapflights users on 8/22. 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 9/151:19 pm -
1 stop5h 02m
Tue 9/226:30 am -
1 stop5h 09m
Deal found 8/22![Delta logo]()
$233
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:00 pm -
1 stop4h 45m
Mon 10/125:50 am -
Nonstop2h 20m
Deal found 8/21![Southwest logo]()
$223
This Delta deal was found by Cheapflights users on 8/25. 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 2/39:30 am -
1 stop7h 26m
Sat 2/611:10 am -
1 stop4h 39m
Deal found 8/25![Delta logo]()
$233
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:20 pm -
Nonstop2h 40m
Mon 10/128:55 pm -
Nonstop2h 20m
Deal found 8/21![Southwest logo]()
$225
This United Airlines deal was found by Cheapflights users on 8/23. 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 11/229:47 pm -
Nonstop2h 44m
Mon 11/307:45 am -
Nonstop2h 34m
Deal found 8/23![United Airlines logo]()
$275
This Delta deal was found by Cheapflights users on 8/25. 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 12/168:39 am -
1 stop7h 29m
Fri 1/16:00 am -
1 stop5h 11m
Deal found 8/25![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 8/22. 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 9/238:50 pm -
Nonstop2h 40m
Wed 9/307:25 pm -
Nonstop2h 30m
Deal found 8/22![Southwest logo]()
$244
This United Airlines deal was found by Cheapflights users on 8/25. 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 12/3010:00 pm -
Nonstop2h 53m
Tue 1/54:45 pm -
Nonstop2h 45m
Deal found 8/25![United Airlines logo]()
$293
This Southwest deal was found by Cheapflights users on 8/25. 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 11/111:20 pm -
1 stop5h 05m
Sun 11/158:10 am -
1 stop5h 00m
Deal found 8/25![Southwest logo]()
$259
This Delta deal was found by Cheapflights users on 8/24. 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 2/96:00 am -
1 stop5h 12m
Fri 2/126:45 am -
1 stop4h 52m
Deal found 8/24![Delta logo]()
$286
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:00 pm -
Nonstop2h 40m
Mon 9/148:25 pm -
Nonstop2h 25m
Deal found 8/21![Southwest logo]()
$272
This United Airlines deal was found by Cheapflights users on 8/22. 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 2/1210:00 pm -
Nonstop2h 58m
Sun 2/143:00 pm -
Nonstop2h 40m
Deal found 8/22![United Airlines logo]()
$336
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 12/215:45 pm -
1 stop5h 50m
Sat 1/911:10 am -
1 stop4h 39m
Deal found 8/21![Delta logo]()
$316
This Southwest deal was found by Cheapflights users on 8/25. 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 10/177:25 pm -
Nonstop2h 40m
Sun 10/186:25 am -
Nonstop2h 20m
Deal found 8/25![Southwest logo]()
$275
This United Airlines deal was found by Cheapflights users on 8/24. 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 12/2210:00 pm -
Nonstop2h 53m
Sat 1/28:57 pm -
Nonstop2h 33m
Deal found 8/24![United Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 8/25. 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 1/159:30 am -
1 stop7h 26m
Mon 1/186:45 am -
1 stop4h 52m
Deal found 8/25![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 8/25. 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 10/26:25 pm -
1 stop5h 15m
Sun 10/46:25 am -
Nonstop2h 20m
Deal found 8/25![Southwest logo]()
$276
This Southwest deal was found by Cheapflights users on 8/22. 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 9/119:20 am -
Nonstop2h 35m
Tue 9/1511:15 am -
1 stop4h 45m
Deal found 8/22![Southwest logo]()
$278
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:00 am -
Nonstop2h 39m
Mon 9/76:00 am -
Nonstop2h 43m
Deal found 8/23![United Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 8/24. 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 12/299:12 pm -
Nonstop3h 00m
Sat 1/28:57 pm -
Nonstop2h 33m
Deal found 8/24![United Airlines logo]()
$385
Last-minute flights from Chicago to BreckenridgeDiscover last-minute flight deals from Chicago to Breckenridge. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Breckenridge. Data last updated August 26, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/23. 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 9/116:30 am -
Nonstop2h 45m
Wed 9/168:55 pm -
Nonstop2h 28m
Deal found 8/23![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 8/24. 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
Sat 9/1910:44 am -
1 stop6h 39m
Deal found 8/24![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/166:09 am -
1 stop7h 08m
Deal found 8/23![Frontier logo]()
$161
This Frontier deal was found by Cheapflights users on 8/24. 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.
Wed 9/166:30 am -
Nonstop2h 45m
Mon 9/288:55 pm -
Nonstop2h 28m
Deal found 8/24![Frontier logo]()
$154
This CheapOair deal was found by Cheapflights users on 8/26. 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.
Thu 9/172:46 pm -
1 stop10h 29m
Tue 9/228:55 pm -
Nonstop2h 28m
Deal found 8/26![Frontier logo]()
$157
This Trip.com deal was found by Cheapflights users on 8/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/172:46 pm -
1 stop10h 29m
Mon 9/218:55 pm -
Nonstop2h 28m
Deal found 8/25![Frontier logo]()
$160
This Frontier deal was found by Cheapflights users on 8/24. 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 9/188:55 pm -
1 stop14h 12m
Tue 9/298:55 pm -
Nonstop2h 28m
Deal found 8/24![Frontier logo]()
$153
This Cheapflightsfares deal was found by Cheapflights users on 8/25. 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 9/188:55 pm -
1 stop22h 38m
Mon 9/218:55 pm -
Nonstop2h 28m
Deal found 8/25![Frontier logo]()
$159
This Expedia deal was found by Cheapflights users on 8/26. 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.
Fri 9/186:00 am -
1 stop11h 01m
Fri 9/258:55 pm -
Nonstop2h 28m
Deal found 8/26![Frontier logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 8/24. 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.
Mon 9/216:30 am -
Nonstop2h 45m
Thu 9/248:55 pm -
Nonstop2h 28m
Deal found 8/24![Frontier logo]()
$152
This Flightnetwork deal was found by Cheapflights users on 8/24. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:30 am -
Nonstop2h 45m
Mon 9/288:55 pm -
Nonstop2h 28m
Deal found 8/24![Frontier logo]()
$155
This Cheapflightsfares deal was found by Cheapflights users on 8/26. 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 9/246:00 am -
1 stop6h 59m
Mon 9/288:55 pm -
Nonstop2h 28m
Deal found 8/26![Frontier logo]()
$162
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 26, 2026.
Search for one-way flight options from Chicago to Breckenridge. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Super.com deal was found by Cheapflights users on 8/25. 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.
Wed 9/163:50 pm -
1 stop28h 47m
Deal found 8/25![Frontier logo]()
$91
This Super.com deal was found by Cheapflights users on 8/24. 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 9/191:06 pm -
1 stop9h 43m
Deal found 8/24![Frontier logo]()
$91
This Super.com deal was found by Cheapflights users on 8/26. 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.
Wed 10/71:21 pm -
1 stop11h 23m
Deal found 8/26![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 8/25. 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 9/2812:54 pm -
1 stop9h 55m
Deal found 8/25![Frontier logo]()
$92
This Frontier deal was found by Cheapflights users on 8/26. 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 9/226:00 am -
1 stop11h 01m
Deal found 8/26![Frontier logo]()
$93
This Frontier deal was found by Cheapflights users on 8/25. 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.
Wed 10/211:12 pm -
1 stop9h 37m
Deal found 8/25![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.
Wed 9/307:28 pm -
1 stop13h 36m
Deal found 8/21![Frontier logo]()
$94
This Trip.com deal was found by Cheapflights users on 8/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:21 pm -
1 stop21h 46m
Deal found 8/22![Frontier logo]()
$95
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:30 am -
Nonstop2h 45m
Deal found 8/21![Frontier logo]()
$97
This Super.com deal was found by Cheapflights users on 8/25. 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 10/163:30 pm -
1 stop9h 16m
Deal found 8/25![Frontier logo]()
$98
This Cheapflightsfares deal was found by Cheapflights users on 8/26. 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 10/26:00 am -
1 stop6h 59m
Deal found 8/26![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 10/98:01 pm -
1 stop22h 33m
Deal found 8/24![Frontier logo]()
$100
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 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $152 (Kiwi.com) |
One-way from | $91 (Super.com) |
Popular in | July |
Cheapest in | October |
Average price | $265 |
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 26, 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
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Thu 12/10
8:05 am-10:00 am
Nonstop2h 55m
Denver Intl
Thu 12/17
8:40 pm-11:55 pm
Nonstop2h 15m
$213
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 10/10
3:00 pm-6:45 pm
1 stop4h 45m
Denver Intl
Mon 10/12
5:50 am-9:10 am
Nonstop2h 20m
$223
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Fri 10/9
5:00 am-6:39 am
Nonstop2h 39m
Denver Intl
Mon 10/12
8:29 pm-11:59 pm
Nonstop2h 30m
$225
Quickest round-trip
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Fri 10/9
9:20 pm-11:00 pm
Nonstop2h 40m
Denver Intl
Mon 10/12
8:55 pm-12:15 am
Nonstop2h 20m
$225
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 9/15
1:19 pm-5:21 pm
1 stop5h 02m
Denver Intl
Tue 9/22
6:30 am-12:39 pm
1 stop5h 09m
$233
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Wed 2/3
9:30 am-3:56 pm
1 stop7h 26m
Denver Intl
Sat 2/6
11:10 am-4:49 pm
1 stop4h 39m
$233
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 9/23
8:50 pm-10:30 pm
Nonstop2h 40m
Denver Intl
Wed 9/30
7:25 pm-10:55 pm
Nonstop2h 30m
$244
ChicagoDenver
ORD Chicago O'Hare Intl - DEN Denver Intl
ORDDEN
Chicago O'Hare Intl
Wed 12/16
8:39 am-3:08 pm
1 stop7h 29m
Denver Intl
Fri 1/1
6:00 am-12:11 pm
1 stop5h 11m
$259
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 11/11
1:20 pm-5:25 pm
1 stop5h 05m
Denver Intl
Sun 11/15
8:10 am-2:10 pm
1 stop5h 00m
$259
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 9/9
6:00 pm-7:40 pm
Nonstop2h 40m
Denver Intl
Mon 9/14
8:25 pm-11:50 pm
Nonstop2h 25m
$272
Showing 1-10 of 45 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 26, 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 26, 2026.
The most flights from CHI to BK9 are scheduled on a Tuesday (76 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (38 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 $192 and $325 in September.The cheapest round-trip price found within the last 5 days was $152 on Frontier (Sep 21-Sep 26).
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 22, 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 26, 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.
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Breckenridge. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
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Chicago and Breckenridge flights
Browse other Chicago and Breckenridge flight options. Last updated on August 26, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on August 26, 2026.
Popular flight searches
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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 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$70 | Average$182 | 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$151 | Average$356 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$156 | Average$355 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$171 | Average$416 | FlexibilityNo cancel fee | On-time69% |