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$96+ Cheap flights from Midway (MDW) to Montana

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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BZN
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Midway to Montana

Keep the following information in mind while searching for Midway to Montana flight deals. Data was last updated July 31, 2025.

Round-trip from

$211
(Southwest)

One-way from

$96
(Southwest)

Popular in

December

Cheapest in

April

Average price

$369

Good round-trip deal

$225 or less
From Chicago Midway to Montana
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One-way flight from Chicago Midway to Montana
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Highest demand for flights based on searches. 9% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago Midway to Montana.
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Find flight deals from Midway to Montana

Cheapest flights from Midway to Montana
Explore the most affordable flight options available from Midway to Montana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Southwest deal was found by Cheapflights users on 7/30. 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.
Tue 10/147:00 pmMDW - BZN
1 stop5h 25mSouthwest
Thu 10/168:00 pmBZN - MDW
1 stop8h 15mSouthwest
Deal found 7/30$211
This Delta deal was found by Cheapflights users on 7/30. 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 8/196:04 amMDW - BZN
1 stop8h 04mDelta
Sat 8/236:05 amBZN - MDW
1 stop5h 58mDelta
Deal found 7/30$237
This Delta deal was found by Cheapflights users on 7/30. 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 9/237:15 pmMDW - MSO
1 stop5h 31mDelta
Sat 9/275:45 amMSO - MDW
1 stop6h 18mDelta
Deal found 7/30$253
This Delta deal was found by Cheapflights users on 7/29. 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.
Sat 8/301:08 pmMDW - GTF
2 stops10h 37mDelta
Sat 9/65:45 amGTF - MDW
2 stops10h 52mDelta
Deal found 7/29$267
This Delta deal was found by Cheapflights users on 7/30. 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 8/191:43 pmMDW - BIL
2 stops9h 51mDelta
Sat 8/236:25 amBIL - MDW
1 stop5h 38mDelta
Deal found 7/30$269
This Delta deal was found by Cheapflights users on 7/30. 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 9/1912:43 pmMDW - FCA
2 stops12h 01mDelta
Wed 9/246:45 amFCA - MDW
1 stop5h 18mDelta
Deal found 7/30$303
This Delta deal was found by Cheapflights users on 7/29. 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.
Wed 8/136:04 amMDW - BTM
2 stops12h 02mDelta
Sun 8/176:14 pmBTM - MDW
2 stops14h 22mDelta
Deal found 7/29$979
This Delta deal was found by Cheapflights users on 7/31. 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 9/410:31 amMDW - HLN
2 stops12h 42mDelta
Mon 9/85:50 amHLN - MDW
2 stops10h 47mDelta
Deal found 7/31$1,089
This Delta deal was found by Cheapflights users on 7/31. 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 8/126:04 amMDW - WYS
2 stops9h 46mDelta
Sat 8/1611:25 amWYS - MDW
2 stops8h 47mDelta
Deal found 7/31$1,499

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Montana 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 July 31, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Montana that are best for you.

Fly from

Midway

Fly to

Montana

Route

Depart

Return

Price

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

Tue 10/14

7:00 pm-11:25 pm

1 stop5h 25m

Bozeman Gallatin Field

Thu 10/16

8:00 pm-5:15 am

1 stop8h 15m

$211

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

Tue 8/19

6:04 am-1:08 pm

1 stop8h 04m

Bozeman Gallatin Field

Sat 8/23

6:05 am-1:03 pm

1 stop5h 58m

$237

ChicagoMissoula

MDW - MSO

MDWMSO

Chicago Midway

Tue 9/23

7:15 pm-11:46 pm

1 stop5h 31m

Missoula Johnson-Bell Field

Sat 9/27

5:45 am-1:03 pm

1 stop6h 18m

$253

ChicagoGreat Falls

MDW - GTF

MDWGTF

Chicago Midway

Sat 8/30

1:08 pm-10:45 pm

2 stops10h 37m

Great Falls

Sat 9/6

5:45 am-5:37 pm

2 stops10h 52m

$267

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Tue 8/19

1:43 pm-10:34 pm

2 stops9h 51m

Billings Logan Intl

Sat 8/23

6:25 am-1:03 pm

1 stop5h 38m

$269

ChicagoKalispell

MDW - FCA

MDWFCA

Chicago Midway

Fri 9/19

12:43 pm-11:44 pm

2 stops12h 01m

Kalispell Glacier Park

Wed 9/24

6:45 am-1:03 pm

1 stop5h 18m

$303

ChicagoButte

MDW - BTM

MDWBTM

Chicago Midway

Wed 8/13

6:04 am-5:06 pm

2 stops12h 02m

Butte Silver Bow Co

Sun 8/17

6:14 pm-9:36 am

2 stops14h 22m

$979

ChicagoHelena

MDW - HLN

MDWHLN

Chicago Midway

Thu 9/4

10:31 am-10:13 pm

2 stops12h 42m

Helena

Mon 9/8

5:50 am-5:37 pm

2 stops10h 47m

$1,089

ChicagoWest Yellowstone

MDW - WYS

MDWWYS

Chicago Midway

Tue 8/12

6:04 am-2:50 pm

2 stops9h 46m

West Yellowstone

Sat 8/16

11:25 am-9:12 pm

2 stops8h 47m

$1,499

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

Tue 9/30

9:55 am-12:05 pm

Nonstop3h 10m

$96

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 20 results
1
2

Best time to book a flight from Midway to Montana

Have a flexible travel schedule? Discover the best time to fly to Montana from Midway 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 Chicago Midway Airport to Montana

What is the cheapest month to book a flight from Chicago Midway Airport to Montana?

Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Montana (average of $371). Flying from Chicago Midway Airport to Montana in May is currently the most expensive (average of $478). 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 MDW to MT?

Find hourly flight availability from Midway to Montana. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

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

Reviews of airlines servicing Montana

Get insights into the airlines that provide service to Montana. 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 Montana. Reviews last updated July 31, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Allegiant Air from Chicago Midway Airport to Montana. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
703 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,237 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Midway to Montana. 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 Chicago Midway Airport to Montana one-way?

    The cheapest airlines for a one-way flight from Chicago Midway Airport to Montana are Southwest ($96), Delta ($119), and Frontier ($210).

  • What are the most popular routes from Chicago Midway Airport to Montana?

    Most travelers choose Chicago Midway - Kalispell Glacier Park, Chicago Midway - Bozeman Gallatin Field or Chicago Midway - Missoula Johnson-Bell Field when deciding on the best route from Chicago Midway Airport to Montana.

  • What are the cheapest flights from Chicago Midway Airport to Montana?

    On average you can expect to pay $279 for a flight from Chicago Midway Airport to Montana. The cheapest flight overall is $161 while the most popular route, (Chicago Midway - Kalispell Glacier Park) is currently priced at $253.

  • Can I find deals for flights from Midway to Montana that include hotel bookings?

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

  • How can I find direct flights from Midway to Montana?

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

  • Can I find deals for business class flights from Midway to Montana?

    Yes. Cheapflights offers flight deals from Midway to Montana 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 Chicago Midway Airport to Montana?

    Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Montana (average of $371). Flying from Chicago Midway Airport to Montana in May is currently the most expensive (average of $478). 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

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Alternative routes for Midway to Montana

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to Montana

Discover the top airline that operate flights from Midway to Montana. 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$210Average$450FlexibilityNo cancel feeOn-time63%

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