HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$58+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — CHI
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Breckenridge to Chicago 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 Breckenridge to Chicago are usually found in September or October, booked 41 days in advance, depart on a Friday or Thursday and return on a Wednesday

Cheap flight deals from Breckenridge to Chicago

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Cheapflightsfares)

One-way from

$58
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$158
Provider with most accurate pricing for Denver Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Denver Intl-Chicago (CHI) flights.
Search Deals
From Breckenridge to Chicago (CHI)
Search Deals
One-way flight from Breckenridge to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 April 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/28:11 pmDEN - ORD
Nonstop2h 30mFrontier
Mon 5/55:21 pmORD - DEN
Nonstop3h 02mFrontier
Deal found 4/2$97
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/253:42 pmDEN - MDW
Nonstop2h 24mFrontier
Mon 4/288:01 pmMDW - DEN
Nonstop2h 48mFrontier
Deal found 4/2$97
This Southwest deal was found by Cheapflights users on 4/2. 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.
Sat 5/246:15 pmDEN - MDW
Nonstop2h 30mSouthwest
Tue 5/275:50 amMDW - DEN
Nonstop2h 35mSouthwest
Deal found 4/2$151
This United Airlines deal was found by Cheapflights users on 4/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/295:48 pmDEN - ORD
Nonstop2h 32mUnited Airlines
Fri 5/25:05 amORD - DEN
Nonstop2h 49mUnited Airlines
Deal found 4/2$169
This American Airlines deal was found by Cheapflights users on 4/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/305:26 pmDEN - ORD
Nonstop2h 34mAmerican Airlines
Fri 5/28:39 pmORD - DEN
Nonstop3h 00mAmerican Airlines
Deal found 4/2$173
This eDestinos deal was found by Cheapflights users on 4/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/258:15 pmDEN - ORD
Nonstop2h 22mMultiple Airlines
Sun 4/278:15 amORD - DEN
1 stop24h 02mMultiple Airlines
Deal found 4/2$175
This Southwest deal was found by Cheapflights users on 4/2. 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.
Mon 4/286:00 amDEN - ORD
1 stop9h 25mSouthwest
Tue 4/292:50 pmORD - DEN
1 stop6h 45mSouthwest
Deal found 4/2$185
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1412:55 amDEN - ORD
1 stop7h 27mDelta
Sat 8/163:50 pmORD - DEN
1 stop7h 38mDelta
Deal found 4/2$217
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1412:55 amDEN - MDW
1 stop6h 45mDelta
Tue 8/196:45 pmMDW - DEN
1 stop4h 43mDelta
Deal found 4/2$217
This Sun Country Air deal was found by Cheapflights users on 4/2. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2810:20 amDEN - ORD
1 stop7h 52mSun Country Air
Sun 8/316:16 pmORD - DEN
1 stop16h 03mSun Country Air
Deal found 4/2$245
This Mytrip deal was found by Cheapflights users on 4/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/28:03 amDEN - RFD
2 stops25h 26mMultiple Airlines
Thu 6/54:06 pmRFD - DEN
2 stops24h 55mMultiple Airlines
Deal found 4/2$411
This Mytrip deal was found by Cheapflights users on 4/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1111:13 amDEN - RFD
2 stops30h 59mAllegiant Air
Sun 4/138:42 amRFD - DEN
2 stops32h 45mAllegiant Air
Deal found 4/3$442

Cheapflights Fare Finder

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 April 3, 2025.
Use the filters below to find and compare flights from Breckenridge to Chicago that are best for you.

Fly from

Breckenridge

Fly to

Chicago

Route

Depart

Return

Price

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 5/2

8:11 pm-11:41 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 5/5

5:21 pm-7:23 pm

Nonstop3h 02m

$97

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 4/25

3:42 pm-7:06 pm

Nonstop2h 24m

Chicago Midway

Mon 4/28

8:01 pm-9:49 pm

Nonstop2h 48m

$97

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 5/24

6:15 pm-9:45 pm

Nonstop2h 30m

Chicago Midway

Tue 5/27

5:50 am-7:25 am

Nonstop2h 35m

$151

DenverChicago

DEN - ORD

DENORD

Denver Intl

Tue 4/29

5:48 pm-9:20 pm

Nonstop2h 32m

Chicago O'Hare Intl

Fri 5/2

5:05 am-6:54 am

Nonstop2h 49m

$169

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 4/30

5:26 pm-9:00 pm

Nonstop2h 34m

Chicago O'Hare Intl

Fri 5/2

8:39 pm-10:39 pm

Nonstop3h 00m

$173

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 4/25

8:15 pm-11:37 pm

Nonstop2h 22m

Chicago O'Hare Intl

Sun 4/27

8:15 am-7:17 am

1 stop24h 02m

$175

DenverChicago

DEN - ORD

DENORD

Denver Intl

Mon 4/28

6:00 am-4:25 pm

1 stop9h 25m

Chicago O'Hare Intl

Tue 4/29

2:50 pm-8:35 pm

1 stop6h 45m

$185

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 4/25

12:55 am-8:39 am

1 stop6h 44m

Chicago O'Hare Intl

Mon 5/5

5:05 pm-9:32 pm

1 stop5h 27m

$217

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 5/1

6:20 am-12:35 pm

1 stop5h 15m

Chicago Midway

Tue 5/6

6:04 am-11:09 am

1 stop6h 05m

$217

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 5/23

6:30 pm-12:27 pm

1 stop16h 57m

Chicago O'Hare Intl

Mon 5/26

10:45 am-11:27 am

1 stop25h 42m

$245

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 28 results
1
2
3

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.

Cheapflights Insights

Everything you need to know about your flight from Breckenridge to Chicago

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 March 28, 2025.

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 41 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 $321). 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 April 3, 2025.

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 Wednesday evenings 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 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 April 3, 2025.

The most flights from BK9 to CHI are scheduled on a Thursday (63 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (19 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 April 3, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta 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.
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,825 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,274 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,897 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,616 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Allegiant Air
7.3
Good
731 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $58 on Frontier. Other airlines that offer cheap prices include American Airlines from $76 and Southwest from $76 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: Finnair (100%), Turkish Airlines (89%), American Airlines( 87%).

  • What are the cheapest flights from Breckenridge to Chicago?

    On average you can expect to pay $2,696 for a flight from Breckenridge to Chicago. The cheapest flight overall is $70 while the most popular route, (Denver Intl - Chicago O'Hare Intl) is currently priced at $89.

  • 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 $321). 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

Traveling to a place near Breckenridge?

Book flights to Breckenridge if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Breckenridge to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Denver to O'Hare Intl flights
Denver to St. Louis flights
Denver to Midway flights
Colorado Springs to O'Hare Intl flights
Denver to Moline flights
Denver to Peoria flights
Colorado Springs to Midway flights
Grand Junction to O'Hare Intl flights
Aspen to O'Hare Intl flights
Denver to Bloomington flights
Montrose to St. Louis flights
Grand Junction to Midway flights
Durango to O'Hare Intl flights
Montrose to O'Hare Intl flights
Colorado Springs to St. Louis flights
Vail to O'Hare Intl flights
Grand Junction to St. Louis flights
Gunnison to O'Hare Intl flights
Grand Junction to Peoria flights
Vail to St. Louis flights
Denver to Evansville flights
Denver to Rockford flights
Hayden to O'Hare Intl flights
Durango to St. Louis flights
Aspen to Midway flights
Denver to Champaign flights
Montrose to Peoria flights
Denver to Dubuque flights
Denver to Springfield flights
Colorado Springs to Peoria flights
Denver to Decatur flights
Colorado Springs to Moline flights
Aspen to St. Louis flights
Durango to Moline flights
Colorado Springs to Springfield flights
Colorado Springs to Bloomington flights
Gunnison to St. Louis flights
Montrose to Midway flights
Grand Junction to Bloomington flights
Colorado Springs to Evansville flights
Montrose to Springfield flights
Hayden to Moline flights
Hayden to St. Louis flights
Vail to Midway flights
Durango to Midway flights
Colorado Springs to Champaign flights

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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$44Average$133FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$148Average$392FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$149Average$426FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$155Average$298FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.