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Breckenridge

$71+ 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 6/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — DEN
may. 4 — may. 111
dom. 5/4
dom. 5/11
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 Wednesday or Tuesday 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 abril 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$115
(SmartFares)

One-way from

$71
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$199
Provider with most accurate pricing for Chicago (CHI)-Denver Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Denver Intl flights.
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From Chicago (CHI) to Breckenridge
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One-way flight from Chicago (CHI) to Breckenridge
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Highest demand for flights based on searches. 4% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 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 abril 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
dom. 7/275:40 amORD - DEN
Nonstop2h 50mFrontier
vie. 8/18:21 pmDEN - ORD
Nonstop2h 38mFrontier
Deal found 4/29$117
This Southwest deal was found by Cheapflights users on 4/29. 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.
mié. 5/2812:40 pmORD - DEN
Nonstop2h 45mSouthwest
mié. 6/47:30 pmDEN - ORD
Nonstop2h 35mSouthwest
Deal found 4/29$151
This Southwest deal was found by Cheapflights users on 4/28. 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.
mié. 5/287:55 amMDW - DEN
Nonstop2h 40mSouthwest
mié. 6/47:25 pmDEN - MDW
Nonstop2h 25mSouthwest
Deal found 4/28$151
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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.
sáb. 5/242:44 pmMDW - DEN
Nonstop2h 49mFrontier
sáb. 5/315:26 pmDEN - MDW
Nonstop2h 27mFrontier
Deal found 4/28$156
This American Airlines deal was found by Cheapflights users on 4/29. 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.
vie. 5/309:45 pmORD - DEN
Nonstop2h 48mAmerican Airlines
mié. 6/412:19 pmDEN - ORD
Nonstop2h 32mAmerican Airlines
Deal found 4/29$165
This eDestinos deal was found by Cheapflights users on 4/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/137:30 pmORD - DEN
1 stop14h 01mMultiple Airlines
vie. 6/208:21 pmDEN - ORD
Nonstop2h 38mMultiple Airlines
Deal found 4/29$168
This United Airlines deal was found by Cheapflights users on 4/29. 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.
vie. 5/239:40 pmORD - DEN
Nonstop2h 50mUnited Airlines
mar. 5/278:50 pmDEN - ORD
Nonstop2h 35mUnited Airlines
Deal found 4/29$173
This Delta deal was found by Cheapflights users on 4/29. 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.
vie. 6/135:59 pmORD - DEN
1 stop7h 22mDelta
vie. 6/202:00 pmDEN - ORD
1 stop6h 24mDelta
Deal found 4/29$217
This Delta deal was found by Cheapflights users on 4/29. 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.
vie. 6/136:20 pmMDW - DEN
1 stop5h 38mDelta
vie. 6/209:21 amDEN - MDW
1 stop7h 19mDelta
Deal found 4/29$217
This Sun Country Air deal was found by Cheapflights users on 4/29. 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.
mié. 6/2511:50 amORD - DEN
1 stop9h 17mSun Country Air
lun. 6/309:39 amDEN - ORD
1 stop6h 36mSun Country Air
Deal found 4/29$245

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 abril 29, 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

jue. 5/29

6:00 am-8:02 am

Nonstop3h 02m

Denver Intl

lun. 6/2

8:22 pm-11:59 pm

Nonstop2h 37m

$115

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

mié. 5/28

12:40 pm-2:25 pm

Nonstop2h 45m

Denver Intl

mié. 6/4

7:30 pm-11:05 pm

Nonstop2h 35m

$151

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

mié. 5/28

7:55 am-9:35 am

Nonstop2h 40m

Denver Intl

mié. 6/4

7:25 pm-10:50 pm

Nonstop2h 25m

$151

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

sáb. 5/24

2:44 pm-4:33 pm

Nonstop2h 49m

Denver Intl

sáb. 5/31

5:26 pm-8:53 pm

Nonstop2h 27m

$156

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

vie. 6/6

6:25 pm-8:14 pm

Nonstop2h 49m

Denver Intl

mié. 6/11

7:21 am-11:01 am

Nonstop2h 40m

$173

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

jue. 6/5

5:02 am-6:45 am

Nonstop2h 43m

Denver Intl

dom. 6/8

8:50 pm-12:25 am

Nonstop2h 35m

$187

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

sáb. 5/24

6:00 am-8:02 am

Nonstop3h 02m

Denver Intl

mar. 5/27

4:55 pm-1:55 pm

1 stop20h 00m

$214

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

vie. 6/13

5:59 pm-12:21 am

1 stop7h 22m

Denver Intl

vie. 6/20

2:00 pm-9:24 pm

1 stop6h 24m

$217

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

vie. 6/13

6:20 pm-10:58 pm

1 stop5h 38m

Denver Intl

vie. 6/20

9:21 am-5:40 pm

1 stop7h 19m

$217

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

mié. 6/25

11:50 am-8:07 pm

1 stop9h 17m

Denver Intl

lun. 6/30

9:39 am-5:15 pm

1 stop6h 36m

$245

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 23 results
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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 April 25, 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 abril 29, 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. Monday at noon 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 abril 29, 2025.

The most flights from CHI to BK9 are scheduled on a Tuesday (59 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).

Rainfall in Breckenridge by month

Plan your trip to Breckenridge by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Breckenridge ranges from 0.5 - 2.3 inches per month. May is typically the wettest month, when rainfall can reach 2.3 in. January is typically the driest time to visit Breckenridge when rainfall is around 0.5 in.

Temperature in Breckenridge by month

Plan your trip to Breckenridge by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Breckenridge, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 abril 29, 2025.
To help decide which airline to fly from Chicago to Breckenridge, see what other customers have to say about Alaska Airlines, Southwest and Delta. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,295 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,929 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Allegiant Air
7.3
Good
734 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $71 on Frontier. Other airlines that offer cheap prices include Southwest from $76 and United Airlines from $76 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 Frontier (94%), Copa Airlines (93%) or Austrian Airlines (90%) 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 $79. On average you can expect to pay $536. The most popular route, (Chicago O'Hare Intl - Denver Intl), can usually be booked for $106.

  • 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.

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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 abril 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$47Average$135FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$147Average$392FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$154Average$460FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$159Average$305FlexibilityNo cancel feeOn-time63%

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