$101 Cheap Flights from Chicago (MDW) to Bozeman (BZN)

View $101 flight on Mon, Aug 25, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Bozeman Yellowstone Intl. Airport (BZN)

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Cheap Flights from Chicago to Bozeman (MDW-BZN)

Prices were available within the past 7 days and start at $101 for one-way flights and $201 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Sep 23 - Thu, Oct 23
MDW
Chicago
BZN
Bozeman
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Sep 23 from Chicago to Bozeman, returning Thu, Oct 23, priced at $201 found 1 day ago
Southwest Airlines
Tue, Aug 26 - Thu, Aug 28
MDW
Chicago
BZN
Bozeman
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Aug 26 from Chicago to Bozeman, returning Thu, Aug 28, priced at $201 found 1 day ago
Southwest Airlines
Sun, Aug 17 - Thu, Aug 21
MDW
Chicago
BZN
Bozeman
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sun, Aug 17 from Chicago to Bozeman, returning Thu, Aug 21, priced at $211 found 2 days ago
Delta
Tue, Aug 19 - Thu, Aug 21
MDW
Chicago
BZN
Bozeman
$214 Roundtrip, found 6 days ago
$214
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Aug 19 from Chicago to Bozeman, returning Thu, Aug 21, priced at $214 found 6 days ago
Southwest Airlines
Fri, Oct 17 - Sat, Oct 25
MDW
Chicago
BZN
Bozeman
$216 Roundtrip, found 1 day ago
$216
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Oct 17 from Chicago to Bozeman, returning Sat, Oct 25, priced at $216 found 1 day ago
Delta
Tue, Aug 26 - Thu, Aug 28
MDW
Chicago
BZN
Bozeman
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 26 from Chicago to Bozeman, returning Thu, Aug 28, priced at $219 found 1 day ago
Delta
Sat, Oct 11 - Sat, Oct 18
MDW
Chicago
BZN
Bozeman
$224 Roundtrip, found 4 days ago
$224
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Oct 11 from Chicago to Bozeman, returning Sat, Oct 18, priced at $224 found 4 days ago
Southwest Airlines
Fri, Nov 7 - Tue, Nov 11
MDW
Chicago
BZN
Bozeman
$230 Roundtrip, found 18 hours ago
$230
Roundtrip
found 18 hours ago
Select Southwest Airlines flight, departing Fri, Nov 7 from Chicago to Bozeman, returning Tue, Nov 11, priced at $230 found 18 hours ago
Delta
Fri, Aug 22 - Mon, Aug 25
MDW
Chicago
BZN
Bozeman
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Aug 22 from Chicago to Bozeman, returning Mon, Aug 25, priced at $230 found 3 days ago
Southwest Airlines
Fri, Nov 7 - Tue, Nov 11
MDW
Chicago
BZN
Bozeman
$235 Roundtrip, found 18 hours ago
$235
Roundtrip
found 18 hours ago
Select Southwest Airlines flight, departing Fri, Nov 7 from Chicago to Bozeman, returning Tue, Nov 11, priced at $235 found 18 hours ago

Find the cheapest month to fly from Chicago (MDW) to Bozeman (BZN)

September is typically the cheapest month to fly

From $210 - $809 per traveler.

Graph displaying average flight prices per month

Alternative airports near Bozeman

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Gallatin Field BZN. Cheapest and Closest option available. Average driving time to city center is 13 minutes. Flights from $285
BZN
Gallatin Field
CheapestClosest
Average driving time to city center13 min
Flights from $285
Flights from Chicago (MDW) to Bozeman (BZN)
Origin airport
Midway Intl.
Destination airport
Bozeman Yellowstone Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$201
Distance
1195 mi
Average flight time
2 hours 11 mins

Chicago to Bozeman Flights

The cheapest times to fly from Chicago to Bozeman

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Bozeman are during the month of September. You can find some of the cheapest flights from Chicago to Bozeman with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Bozeman

Sunday is one of the best days to book for cheap flights from Chicago to Bozeman: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Bozeman

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Bozeman in 2025. You can also book with separate airlines for your outbound and return journeys, from $101 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Bozeman flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Bozeman airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Gallatin Field Airport (BZN) cost?
Cheap return fares from Midway Intl. Airport (MDW) to Gallatin Field Airport (BZN) start from $191. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines and American Airlines flight leaving MDW on August 19 2025 and touching down at BZN. The price was last updated on July 23 2025 and has not changed since.
What is the cheapest month to fly from MDW to BZN?
The cheapest flights from MDW to BZN are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Midway Intl. Airport (MDW) to Gallatin Field Airport (BZN)?
Although Chicago, IL (MDW-Midway Intl.) doesn't have any direct flights to Gallatin Field Airport (BZN), other airports have nonstop routes. Taking off from O'Hare Intl. Airport (ORD) will get you to Bozeman without any layovers.
What is the cheapest airline that flies from MDW to BZN?
With prices as low as $124 for a one-way flight from MDW to BZN, Southwest Airlines is currently the cheapest carrier for this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MDW on September 1 2025. Prices were last updated on July 23 2025 and have not changed since.
How many flights per day from Midway Intl. Airport (MDW) to Gallatin Field Airport (BZN)?
You'll have to hop on a flight with a layover if you're traveling from Midway Intl. Airport (MDW) to Gallatin Field Airport (BZN). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from MDW to BZN?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can change based on a number of factors, including the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from MDW to BZN?
Southwest Airlines has the strongest track record for on-time direct flights from Midway Intl. Airport (MDW) to Gallatin Field Airport (BZN), with an on-time rating of 96%. Use the Expedia App to view your flight status before you jet off and get real-time updates about any changes.
What is the best time to fly from Midway Intl. Airport (MDW) to Gallatin Field Airport (BZN)?
To avoid possible delays on the Midway Intl. Airport (MDW) to Gallatin Field Airport (BZN) route, travel before 3 PM. Later departures are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Gallatin Field Airport (BZN) last-minute?
Holding off until just before your departure to book a flight from MDW to BZN generally means paying more. While you might find some last-minute deals, they're not always guaranteed. Allow some flexibility in your schedule for a better chance of getting a bargain.
Is it cheaper to book a MDW to BZN flight and hotel package?
Opting for a MDW to BZN flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Choose from our extensive range of hotels and then add car rentals, activities and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Gallatin Field Airport (BZN)?
Typically, you can reschedule or cancel your MDW to BZN flight. However, additional charges may apply, especially if your booking was made over 24 hours ago. Check your itinerary for the airline's policies and fees on flight changes, or if you need further details, go to our Customer Service portal.

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*Available to One Key members.