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Breckenridge

$78+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — DEN
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Breckenridge are usually found in September or November, booked 30 days in advance, depart on a Friday or Wednesday and return on a Friday

Cheap flight deals from Chicago to Breckenridge

Keep the following information in mind while searching for Chicago to Breckenridge flight deals. Data was last updated July 3, 2025.

Round-trip from

$124
(Priceline)

One-way from

$79
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$197
From Chicago (CHI) to Breckenridge
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One-way flight from Chicago (CHI) to Breckenridge
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Chicago to Breckenridge

Cheapest flights from Chicago to Breckenridge
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 July 3, 2025.

This Justfly.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/27:00 amORD - DEN
Nonstop2h 53mFrontier
Wed 8/68:53 pmDEN - ORD
Nonstop2h 39mFrontier
Deal found 7/2$125
This Frontier deal was found by Cheapflights users on 7/3. 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.
Thu 7/312:44 pmMDW - DEN
Nonstop2h 49mFrontier
Mon 8/118:15 amDEN - MDW
Nonstop2h 26mFrontier
Deal found 7/3$128
This Southwest deal was found by Cheapflights users on 7/3. 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 8/73:10 pmORD - DEN
1 stop8h 45mSouthwest
Mon 8/1110:35 amDEN - ORD
Nonstop2h 30mSouthwest
Deal found 7/3$167
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/219:00 amMDW - DEN
Nonstop2h 35mSouthwest
Wed 8/278:30 amDEN - MDW
1 stop5h 40mSouthwest
Deal found 7/2$167

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 2,558,603 searches. Data last updated July 3, 2025.
Use the filters below to find and compare flights from Chicago to Breckenridge that are best for you.

Fly from

Chicago

Fly to

Breckenridge

Route

Depart

Return

Price

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Sat 8/2

7:00 am-8:53 am

Nonstop2h 53m

Denver Intl

Wed 8/6

8:53 pm-12:32 am

Nonstop2h 39m

$125

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 7/31

2:44 pm-4:33 pm

Nonstop2h 49m

Denver Intl

Mon 8/11

8:15 am-11:41 am

Nonstop2h 26m

$128

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 9/11

7:10 am-8:45 am

Nonstop2h 35m

Denver Intl

Sat 9/13

1:10 pm-4:30 pm

Nonstop2h 20m

$157

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Thu 8/7

3:10 pm-10:55 pm

1 stop8h 45m

Denver Intl

Mon 8/11

10:35 am-2:05 pm

Nonstop2h 30m

$167

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Fri 10/31

12:47 pm-9:49 pm

1 stop10h 02m

$78

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Mon 8/11

9:32 pm-11:22 pm

Nonstop2h 50m

$79

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 8/27

3:50 pm-5:20 pm

Nonstop2h 30m

$79

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 7/10

2:44 pm-4:33 pm

Nonstop2h 49m

$80

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Wed 11/5

1:45 pm-10:15 pm

2 stops9h 30m

$94

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Sun 11/23

11:45 am-1:24 pm

Nonstop2h 39m

$103

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 12 results
1
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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.
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

How far ahead should I book a flight from Chicago to Breckenridge?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Breckenridge. Price data was last updated on June 27, 2025.

The price you pay for your flight from Chicago to Breckenridge may vary depending on when you book. For the best chance of a lower fare, look to book 30 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Breckenridge?

Currently, October is the cheapest month in which you can book a flight from Chicago to Breckenridge (average of $197). Flying from Chicago to Breckenridge in March is currently the most expensive (average of $278). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to 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 July 3, 2025.

When flying from Chicago to Breckenridge, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 October 27, 2024.

Travelers seeking maximum savings on their Chicago to Breckenridge flight should consider departing on Saturday afternoons 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.

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 July 3, 2025.

The most flights from CHI to BK9 are scheduled on a Thursday (77 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 on average).

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 July 3, 2025.
See what other customers who have flown with Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
5.9
Fair
3,286 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

  • What are the cheapest airlines to fly from Chicago to Breckenridge one-way?

    One-way options have recently been found by users for as low as $79 on United Airlines. Other airlines that offer cheap prices include Southwest from $79 and Frontier from $80 one-way.

  • What are the most reliable airlines from Chicago to Breckenridge?

    No one likes to see their flight delayed. When booking a flight from Chicago to Breckenridge consider choosing Envoy Air (100%), Copa Airlines (76%) or United Airlines (74%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Breckenridge?

    The cheapest flight price from Chicago to Breckenridge is $90. On average you can expect to pay $856. The most popular route, (Chicago O'Hare Intl - Denver Intl), can usually be booked for $97.

  • Can I find deals for flights from Chicago to Breckenridge that include hotel bookings?

    Yes. In addition to deals on Chicago to Breckenridge flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Breckenridge?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Breckenridge.

  • Can I find deals for business class flights from Chicago to Breckenridge?

    Yes. Cheapflights offers flight deals from Chicago to Breckenridge by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Breckenridge?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Breckenridge (average of $197). Flying from Chicago to Breckenridge in March is currently the most expensive (average of $278). 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.

See more FAQs

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Top 4 airlines flying from Chicago to Breckenridge

Discover the top 4 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 2,558,603 searches. Data last updated July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$49Average$148FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$155Average$393FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$158Average$463FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$159Average$302FlexibilityNo cancel feeOn-time63%

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