$106 Cheap Flights from Chicago (MDW) to Bozeman (BZN)

View $106 flight on Sat, Jul 5, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Bozeman (MDW-BZN)

Prices were available within the past 7 days and start at $106 for one-way flights and $221 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Fri, Jun 6 - Wed, Jun 11
MDW
Chicago
BZN
Bozeman
$221 Roundtrip, found 18 hours ago
$221
Roundtrip
found 18 hours ago
Select Southwest Airlines flight, departing Fri, Jun 6 from Chicago to Bozeman, returning Wed, Jun 11, priced at $221 found 18 hours ago
Delta
Tue, Jul 1 - Sat, Jul 12
MDW
Chicago
BZN
Bozeman
$224 Roundtrip, found 2 days ago
$224
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 1 from Chicago to Bozeman, returning Sat, Jul 12, priced at $224 found 2 days ago
Southwest Airlines
Fri, Jun 6 - Mon, Jun 16
MDW
Chicago
BZN
Bozeman
$231 Roundtrip, found 8 hours ago
$231
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Fri, Jun 6 from Chicago to Bozeman, returning Mon, Jun 16, priced at $231 found 8 hours ago
Southwest Airlines
Tue, Jun 10 - Sat, Jun 14
MDW
Chicago
BZN
Bozeman
$234 Roundtrip, found 1 hour ago
$234
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Tue, Jun 10 from Chicago to Bozeman, returning Sat, Jun 14, priced at $234 found 1 hour ago
Delta
Tue, Jun 10 - Sat, Jun 14
MDW
Chicago
BZN
Bozeman
$237 Roundtrip, found 1 hour ago
$237
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Jun 10 from Chicago to Bozeman, returning Sat, Jun 14, priced at $237 found 1 hour ago
Southwest Airlines
Sat, Aug 23 - Tue, Aug 26
MDW
Chicago
BZN
Bozeman
$239 Roundtrip, found 5 days ago
$239
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Aug 23 from Chicago to Bozeman, returning Tue, Aug 26, priced at $239 found 5 days ago
Southwest Airlines
Wed, Jun 11 - Sun, Jun 15
MDW
Chicago
BZN
Bozeman
$250 Roundtrip, just found
$250
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Jun 11 from Chicago to Bozeman, returning Sun, Jun 15, priced at $250 just found
Southwest Airlines
Tue, Jun 10 - Sat, Jun 14
MDW
Chicago
BZN
Bozeman
$254 Roundtrip, found 1 hour ago
$254
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Tue, Jun 10 from Chicago to Bozeman, returning Sat, Jun 14, priced at $254 found 1 hour ago
Delta
Tue, Jul 1 - Sat, Jul 12
MDW
Chicago
BZN
Bozeman
$255 Roundtrip, found 2 days ago
$255
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 1 from Chicago to Bozeman, returning Sat, Jul 12, priced at $255 found 2 days ago
Southwest Airlines
Sat, Aug 23 - Tue, Aug 26
MDW
Chicago
BZN
Bozeman
$259 Roundtrip, found 5 days ago
$259
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Aug 23 from Chicago to Bozeman, returning Tue, Aug 26, priced at $259 found 5 days ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Gallatin Field Airport (BZN) cost?
Discover the latest flight deals from MDW to BZN by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
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 $271 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 July 3 2025. Prices were last updated on April 22 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.
*Available to One Key members.