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$44+ Cheap flights from Breckenridge, CO to Chicago (CHI)

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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — CHI
Dec 26 — Jan 21
Thu 12/26
Thu 1/2
1 adult, Economy
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The best prices from Breckenridge to Chicago are usually found in April or May, booked 61 days in advance, depart on a Wednesday or Saturday and return on a Saturday

Cheap flight deals from Breckenridge to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Breckenridge (BK9) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 21, 2024.

Round-trip from

$81
(Trip.com)

One-way from

$44
(Frontier)

Popular in

December

Cheapest in

April

Average price

$227
From Breckenridge to Chicago (CHI)
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One-way flight from Breckenridge to Chicago (CHI)
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High demand for flights, 12% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Breckenridge to Chicago

Cheapest flights from Breckenridge to Chicago
Explore the most affordable flight options available from Breckenridge to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 21, 2024.

This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/319:47 amDEN - ORD
Nonstop2h 33mFrontier
Sat 1/46:10 amORD - DEN
1 stop26h 10mFrontier
Deal found 12/21$111
This Frontier deal was found by Cheapflights users on 12/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3111:04 pmDEN - MDW
1 stop8h 17mFrontier
Mon 1/68:41 pmMDW - DEN
1 stop13h 48mFrontier
Deal found 12/20$178
This Southwest deal was found by Cheapflights users on 12/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:30 pmDEN - MDW
Nonstop2h 20mSouthwest
Mon 1/61:30 pmMDW - DEN
Nonstop2h 40mSouthwest
Deal found 12/20$193
This Mytrip deal was found by Cheapflights users on 12/20. 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.
Tue 12/319:47 amDEN - ORD
Nonstop2h 33mMultiple Airlines
Fri 1/311:53 amORD - DEN
1 stop6h 17mMultiple Airlines
Deal found 12/20$222
This Delta deal was found by Cheapflights users on 12/20. 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.
Mon 12/3012:20 amDEN - ORD
1 stop8h 01mDelta
Mon 1/64:15 pmORD - DEN
1 stop5h 10mDelta
Deal found 12/20$226
This American Airlines deal was found by Cheapflights users on 12/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/313:30 pmDEN - ORD
Nonstop2h 28mAmerican Airlines
Thu 1/29:19 pmORD - DEN
Nonstop2h 48mAmerican Airlines
Deal found 12/20$268
This Southwest deal was found by Cheapflights users on 12/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/317:05 amDEN - ORD
Nonstop2h 40mSouthwest
Sun 1/57:30 amORD - DEN
2 stops6h 40mSouthwest
Deal found 12/20$287
This Delta deal was found by Cheapflights users on 12/20. 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.
Mon 12/3012:20 amDEN - MDW
1 stop7h 30mDelta
Fri 1/311:48 amMDW - DEN
1 stop5h 58mDelta
Deal found 12/20$301
This eDestinos deal was found by Cheapflights users on 12/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/236:20 pmDEN - ORD
1 stop13h 43mSun Country Air
Mon 12/307:30 pmORD - DEN
1 stop14h 38mSun Country Air
Deal found 12/20$374
This United Airlines deal was found by Cheapflights users on 12/20. 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.
Sat 12/215:35 pmDEN - ORD
1 stop21h 34mUnited Airlines
Sun 12/226:30 pmORD - DEN
Nonstop2h 53mUnited Airlines
Deal found 12/20$419
This Mytrip deal was found by Cheapflights users on 12/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/216:55 pmDEN - RFD
2 stops20h 20mMultiple Airlines
Mon 12/2310:30 amRFD - DEN
2 stops25h 06mMultiple Airlines
Deal found 12/21$1,137

Find flights from Breckenridge to Chicago within your budget

Customize your flight search to find flights from Breckenridge to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 1/9

8:55 pm-12:13 am

Nonstop2h 18m

Chicago Midway

Sun 1/12

7:15 am-9:05 am

Nonstop2h 50m

$81

DenverChicago

DEN - ORD

DENORD

Denver Intl

Mon 2/10

7:50 am-3:00 pm

1 stop6h 10m

Chicago O'Hare Intl

Wed 2/12

6:50 am-8:53 am

Nonstop3h 03m

$82

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 2/19

7:10 pm-10:38 pm

Nonstop2h 28m

Chicago O'Hare Intl

Sat 2/22

4:06 pm-5:59 pm

Nonstop2h 53m

$139

DenverChicago

DEN - ORD

DENORD

Denver Intl

Sat 1/18

1:00 pm-4:35 pm

Nonstop2h 35m

Chicago O'Hare Intl

Sat 1/25

8:30 am-10:21 am

Nonstop2h 51m

$152

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 1/18

2:15 pm-5:35 pm

Nonstop2h 20m

Chicago Midway

Sat 1/25

7:20 pm-9:10 pm

Nonstop2h 50m

$160

DenverChicago

DEN - ORD

DENORD

Denver Intl

Sun 1/12

7:05 pm-10:35 pm

Nonstop2h 30m

Chicago O'Hare Intl

Wed 1/15

6:15 am-8:00 am

Nonstop2h 45m

$183

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 4/9

9:08 pm-12:42 am

Nonstop2h 34m

Chicago O'Hare Intl

Sun 4/13

9:15 pm-5:09 pm

1 stop20h 54m

$200

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 1/9

6:15 am-12:55 pm

1 stop5h 40m

Chicago O'Hare Intl

Wed 1/15

6:15 am-10:31 am

1 stop5h 16m

$216

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 1/7

6:05 am-12:46 pm

1 stop5h 41m

Chicago Midway

Mon 1/13

9:34 am-1:58 pm

1 stop5h 24m

$216

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 2/27

9:53 am-1:25 pm

Nonstop2h 32m

$44

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 24 results
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Best time to book a flight from Breckenridge to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Breckenridge 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.

Travel insights for flights from Breckenridge to Chicago

Get recent, data-driven insights about flights from Breckenridge to Chicago including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Breckenridge to Chicago. Price data was last updated on December 13, 2024.

The price you pay for your flight from Breckenridge to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 61 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 Breckenridge to Chicago?

Currently, August is the cheapest month in which you can book a flight from Breckenridge to Chicago (average of $245). Flying from Breckenridge to Chicago in March is currently the most expensive (average of $317). 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 BK9 to CHI?

Find hourly flight availability from Breckenridge to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 21, 2024.

When flying from Breckenridge to Chicago, 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 Breckenridge to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Breckenridge to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Breckenridge to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Breckenridge to Chicago

Explore weekly flight availability from Breckenridge to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 21, 2024.

The most flights from BK9 to CHI are scheduled on a Friday (72 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (18 on average).

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated December 21, 2024.
Get a feel of what it's like to fly with United Airlines, American Airlines and Southwest from Breckenridge to Chicago by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,814 reviews

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,814 reviews
Southwest
8.1
Very good
4,814 reviews

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,540 reviews
Southwest
8.1
Very good
4,814 reviews

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,597 reviews
Southwest
8.1
Very good
4,814 reviews

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,039 reviews
Southwest
8.1
Very good
4,814 reviews

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
825 reviews
Southwest
8.1
Very good
4,814 reviews

Crew

8.7

Boarding

8.2

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Breckenridge to Chicago. 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 Breckenridge to Chicago one-way?

    One-way options have recently been found by users for as low as $44 on Frontier. Other airlines that offer cheap prices include United Airlines from $70 and Southwest from $70 one-way.

  • What are the most popular routes from Breckenridge to Chicago?

    The most popular route from Breckenridge to Chicago is Denver Intl - Chicago O'Hare Intl. You may also consider Denver Intl - Chicago Midway or Denver Intl - Chicago Greater Rockford.

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

    Before booking your flight to Chicago from Breckenridge, check out the most reliable airlines to get you to your destination on time: Japan Airlines (94%), Copa Airlines (94%), Cathay Pacific( 93%).

  • What are the cheapest flights from Breckenridge to Chicago?

    On average you can expect to pay $1,387 for a flight from Breckenridge to Chicago. The cheapest flight overall is $84 while the most popular route, (Denver Intl - Chicago O'Hare Intl) is currently priced at $107.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Breckenridge to Chicago 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 Breckenridge to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Breckenridge to Chicago (average of $245). Flying from Breckenridge to Chicago in March is currently the most expensive (average of $317). 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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Alternative routes for Breckenridge to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Breckenridge to Chicago

Discover the top 4 airlines that operate flights from Breckenridge to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$39Average$132FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$139Average$347FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$142Average$400FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$143Average$242FlexibilityNo cancel feeOn-time63%
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