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$130+ Cheap flights from Bozeman (BZN) 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — CHI
Jun 15 — Jun 221
Mon 6/15
Mon 6/22
1 adult, Economy
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Cheapflights Tip: The best prices from Bozeman Gallatin Field to Chicago are usually found in September or January, booked 27 days in advance, depart on a Thursday or Wednesday and return on a Tuesday

Cheap flight deals from Bozeman to Chicago

Cheapest flights from Bozeman to Chicago
Explore the most affordable flight options available from Bozeman to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 16, 2026.

This Southwest deal was found by Cheapflights users on 5/12. 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 8/2712:20 pm
BZN
-
MDW
Nonstop2h 55m
Southwest
Sun 8/3010:20 am
MDW
-
BZN
Nonstop3h 10m
Southwest
Deal found 5/12$285
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Thu 7/212:30 pm
BZN
-
ORD
Nonstop3h 22m
American Airlines
Sun 7/51:49 pm
ORD
-
BZN
Nonstop3h 24m
American Airlines
Deal found 5/13$285
This United Airlines deal was found by Cheapflights users on 5/14. 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.
Wed 11/42:37 pm
BZN
-
ORD
1 stop7h 07m
United Airlines
Tue 11/109:10 am
ORD
-
BZN
Nonstop3h 23m
United Airlines
Deal found 5/14$291
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Thu 8/272:30 pm
BZN
-
ORD
1 stop7h 15m
United Airlines
Mon 8/315:00 am
ORD
-
BZN
1 stop5h 39m
United Airlines
Deal found 5/13$300
This Southwest deal was found by Cheapflights users on 5/11. 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.
Wed 7/156:40 am
BZN
-
MDW
Nonstop2h 50m
Southwest
Sun 7/196:05 am
MDW
-
BZN
1 stop14h 35m
Southwest
Deal found 5/11$301
This United Airlines deal was found by Cheapflights users on 5/11. 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.
Thu 6/118:00 am
BZN
-
ORD
Nonstop2h 59m
United Airlines
Mon 6/158:15 pm
ORD
-
BZN
Nonstop3h 28m
United Airlines
Deal found 5/11$304
This Delta deal was found by Cheapflights users on 5/13. 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 7/211:27 am
BZN
-
MDW
1 stop5h 51m
Delta
Sun 7/57:16 pm
MDW
-
BZN
1 stop5h 42m
Delta
Deal found 5/13$305
This Delta deal was found by Cheapflights users on 5/12. 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.
Tue 7/712:13 pm
BZN
-
ORD
1 stop5h 44m
Delta
Thu 7/167:40 pm
ORD
-
BZN
1 stop5h 43m
Delta
Deal found 5/12$305
This United Airlines deal was found by Cheapflights users on 5/14. 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.
Fri 11/62:37 pm
BZN
-
ORD
1 stop7h 07m
United Airlines
Sun 11/89:10 am
ORD
-
BZN
Nonstop3h 23m
United Airlines
Deal found 5/14$306
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Sun 8/304:30 pm
BZN
-
ORD
Nonstop3h 07m
United Airlines
Fri 9/45:30 pm
ORD
-
BZN
Nonstop3h 27m
United Airlines
Deal found 5/15$309
This Delta deal was found by Cheapflights users on 5/12. 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.
Fri 7/106:00 am
BZN
-
MDW
2 stops11h 25m
Delta
Tue 7/147:06 pm
MDW
-
BZN
1 stop5h 46m
Delta
Deal found 5/12$310
This Delta deal was found by Cheapflights users on 5/12. 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.
Tue 7/75:15 am
BZN
-
ORD
1 stop5h 44m
Delta
Mon 7/135:54 pm
ORD
-
BZN
2 stops7h 29m
Delta
Deal found 5/12$310

Find flight deals from Bozeman to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Bozeman (BZN) 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 May 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$285
(Southwest)

One-way from

$130
(Kiwi.com)

Popular in

May

Cheapest in

September

Average price

$403

Good round-trip deal

$440 or less

Good one-way deal

$218 or less
Provider with most accurate pricing for Bozeman Gallatin Field-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Bozeman Gallatin Field-Chicago (CHI) flights.
Search Deals
From Bozeman Gallatin Field to Chicago (CHI)
Search Deals
One-way flight from Bozeman Gallatin Field to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Bozeman Gallatin Field to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Bozeman Gallatin Field to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Bozeman 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 May 16, 2026.
Use the filters below to find and compare flights from Bozeman to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 11/4

12:30 pm-4:30 pm

Nonstop3h 00m

Chicago O'Hare Intl

Tue 11/10

9:10 am-11:33 am

Nonstop3h 23m

$285

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Fri 7/17

5:51 pm-12:44 am

1 stop5h 53m

Chicago O'Hare Intl

Sun 7/19

8:15 pm-10:43 pm

Nonstop3h 28m

$295

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Wed 11/4

2:00 pm-9:45 pm

1 stop6h 45m

Chicago Midway

Tue 11/10

5:35 pm-11:58 pm

1 stop7h 23m

$305

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 6/18

6:00 am-1:09 pm

1 stop6h 09m

Chicago Midway

Sat 6/20

9:54 am-2:50 pm

1 stop5h 56m

$305

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 7/15

5:15 am-11:59 am

1 stop5h 44m

Chicago O'Hare Intl

Wed 7/22

7:40 pm-12:23 am

1 stop5h 43m

$305

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Mon 7/27

5:15 am-11:59 am

1 stop5h 44m

Chicago O'Hare Intl

Thu 7/30

7:40 pm-12:23 am

1 stop5h 43m

$305

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Fri 6/26

5:15 am-12:00 pm

1 stop5h 45m

Chicago O'Hare Intl

Sun 6/28

6:30 am-10:22 am

1 stop4h 52m

$305

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 6/25

5:15 am-12:00 pm

1 stop5h 45m

Chicago O'Hare Intl

Sun 6/28

7:45 am-3:15 pm

1 stop8h 30m

$305

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 7/2

11:27 am-5:02 pm

1 stop4h 35m

Chicago O'Hare Intl

Sun 7/5

7:01 am-2:00 pm

1 stop7h 59m

$305

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Wed 7/1

6:00 am-1:09 pm

1 stop6h 09m

Chicago Midway

Sun 7/5

1:26 pm-11:58 pm

2 stops11h 32m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 43 resultsSorted by cheapest first
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5

Compare providers for flights from Bozeman to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Bozeman to Chicago in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Bozeman-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Bozeman-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Bozeman-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Bozeman-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Bozeman-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Bozeman to Chicago

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

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

The price you pay for your flight from Bozeman to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 88 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 Bozeman to Chicago?

Currently, July is the cheapest month in which you can book a flight from Bozeman to Chicago (average of $118). Flying from Bozeman to Chicago in May is currently the most expensive (average of $250). 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 BZN to CHI?

Find hourly flight availability from Bozeman 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 May 16, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Bozeman to Chicago as you normally would.

Weekly flight availability from Bozeman to Chicago

Explore weekly flight availability from Bozeman 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 May 16, 2026.

The most flights from BZN to CHI are scheduled on a Friday (7 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).

How much does it cost to fly round-trip from Bozeman to Chicago?

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 May 16, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Bozeman to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,296 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,296 reviews
Southwest
8.0
Very good
4,296 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,455 reviews
Southwest
8.0
Very good
4,296 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,727 reviews
Southwest
8.0
Very good
4,296 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,662 reviews
Southwest
8.0
Very good
4,296 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Bozeman to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Bozeman to Chicago?

    If you book a flight to Chicago from Bozeman, you will be flying from Gallatin Field, which is the city’s only airport. Bozeman Gallatin Field (BZN) is located 8.7 mi from the center of Bozeman. There are 5 flights from Gallatin Field to Chicago per day from 2 different airlines.

  • How long is the flight from Bozeman to Chicago?

    Southwest and Delta can get you from Bozeman to Chicago in just under 2h 55m. Your travel time can differ by up to 2h 56m. Airlines will cover a distance of 1194 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Bozeman to Chicago round-trip?

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $191. Another option worth looking into is United Airlines, starting at $229 round trip. You may be able to fly from Bozeman to Chicago for 36% less than the average price by searching for these airlines.

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

    $114 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Alaska Airlines, with prices starting from $124 and $132, respectively.

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

    Consider SkyWest Airlines (100%), United Airlines (88%) or Lufthansa (74%) when booking your flight. These represent the most reliable airlines when flying from Bozeman to Chicago.

  • What are the cheapest flights from Bozeman to Chicago?

    Looking at all options, your cheapest flight can be booked for $147. While the most popular route (Bozeman Gallatin Field - Chicago O'Hare Intl) can be booked for $285 on average, our data indicates $1,120 when flying from Bozeman to Chicago.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Bozeman to Chicago (average of $118). Flying from Bozeman to Chicago in May is currently the most expensive (average of $250). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Top 2 airlines flying from Bozeman to Chicago

Discover the top 2 airlines that operate flights from Bozeman 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 May 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$191Average$261FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$347FlexibilityNo cancel feeOn-time69%

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