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 $45 on Frontier. Other airlines that offer cheap prices include Southwest from $95 and American Airlines from $96 one-way.

Weekly flight availability from Breckenridge to Chicago

The most flights from BK9 to CHI are scheduled on a Monday (74 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (48 on average).

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.

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).

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 cheapest flights from Breckenridge to Chicago?

On average you can expect to pay $864 for a flight from Breckenridge to Chicago. The cheapest flight overall is $92 while the most popular route, (Denver Intl - Chicago O'Hare Intl) is currently priced at $119.

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: Copa Airlines (94%), Turkish Airlines (92%), Envoy Air( 90%).

What are the most popular airlines that fly from Breckenridge to Chicago?

United Airlines, American Airlines and Frontier are the most popular airlines when flying from Breckenridge to Chicago.

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.

Find Cheap Flights from Breckenridge to Chicago

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Cheapflights Tip: The best prices from Breckenridge to Chicago are usually found in January or December, booked 79 days in advance, depart on a Friday or Thursday and return on a Friday

Find flight deals from Breckenridge to Chicago

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Popular in	July
Cheapest in	January
Average price	$286

Provider with most accurate pricing for Denver Intl-Chicago (CHI) flight deals.

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Provider most trusted by Cheapflights users for Denver Intl-Chicago (CHI) flights.

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Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).

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Average for round-trip flights in November 2026

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Cheapflights Insights

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

Prices

Airlines

What is the cheapest time of day to fly from BK9 to CHI?

When flying from Breckenridge to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 41% versus a flight in the morning.

What is the cheapest day to fly from Breckenridge to Chicago?

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

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Breckenridge to Chicago, such as Southwest,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,212 reviews

Reviews

1 / 20

10.0

Excellent

Courtney,Sep 2026

DEN - STL

I still think the aircraft should load from the back and window seats first for all passengers. It's so much easier and efficient to board when you do not have to worry about hitting Anyone already seated.

Southwest

8.0

Very good

4,212 reviews

Southwest

8.0

Very good

4,212 reviews

Reviews

1 / 20

10.0

Excellent

Courtney,Sep 2026

DEN - STL

United Airlines

7.3

Good

10,460 reviews

Southwest

8.0

Very good

4,212 reviews

Reviews

1 / 20

10.0

Excellent

Courtney,Sep 2026

DEN - STL

JetBlue

7.1

Good

3,065 reviews

Southwest

8.0

Very good

4,212 reviews

Reviews

1 / 20

10.0

Excellent

Courtney,Sep 2026

DEN - STL

American Airlines

7.0

Good

12,230 reviews

Southwest

8.0

Very good

4,212 reviews

Reviews

1 / 20

10.0

Excellent

Courtney,Sep 2026

DEN - STL

Frontier

5.5

Fair

2,511 reviews

Southwest

8.0

Very good

4,212 reviews

Reviews

1 / 20

10.0

Excellent

Courtney,Sep 2026

DEN - STL

Related info for your journey

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 $45 on Frontier. Other airlines that offer cheap prices include Southwest from $95 and American Airlines from $96 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: Copa Airlines (94%), Turkish Airlines (92%), Envoy Air( 90%).
What are the cheapest flights from Breckenridge to Chicago?
On average you can expect to pay $864 for a flight from Breckenridge to Chicago. The cheapest flight overall is $92 while the most popular route, (Denver Intl - Chicago O'Hare Intl) is currently priced at $119.
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.

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Top 5 airlines flying from Breckenridge to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$83	Average$207	FlexibilityNo cancel fee	On-time62%
JetBlue	Cheapest$138	Average$281	FlexibilityNo cancel fee	On-time62%
Southwest	Cheapest$170	Average$322	FlexibilityNo cancel fee	On-time63%
American Airlines	Cheapest$175	Average$398	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$191	Average$528	FlexibilityNo cancel fee	On-time69%

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Cheap flights from Breckenridge, CO to Chicago (CHI)

Find cheap flights from Breckenridge to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Breckenridge to Chicago

Most accurate provider

Most trusted provider

Popular in

Cheapest in

Average price

Cheapflights Insights

What is the cheapest time of day to fly from BK9 to CHI?

When flying from Breckenridge to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 41% versus a flight in the morning.

What is the cheapest day to fly from Breckenridge to Chicago?

Travelers seeking maximum savings on their Breckenridge to Chicago flight should consider departing on Friday 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

The most flights from BK9 to CHI are scheduled on a Monday (74 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (48 on average).

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Breckenridge to Chicago, such as Southwest,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

What are the most popular routes from Breckenridge to Chicago?

What are the most reliable airlines from Breckenridge to Chicago?

What are the cheapest flights from Breckenridge to Chicago?

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

How can I find direct flights from Breckenridge to Chicago?

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

Traveling to a place near Chicago?

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Alternative routes for Breckenridge to Chicago

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Other flights to Chicago

Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 5, 2026.

Complete your trip

Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Breckenridge to Chicago by cabin class

Find flights from Breckenridge to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Breckenridge and Chicago flights

Browse other Breckenridge and Chicago flight options. Last updated on November 5, 2026.

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Top 5 airlines flying from Breckenridge to Chicago

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