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$118+ Cheap flights from Montana to Midway (MDW)

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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — MDW
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Montana to Midway

Keep the following information in mind while searching for Montana to Midway flight deals. Data was last updated September 15, 2025.

Round-trip from

$242
(Delta)

One-way from

$118
(Kiwi.com)

Popular in

November

Cheapest in

July

Average price

$302

Good round-trip deal

$253 or less

Good one-way deal

$255 or less
From Montana to Chicago Midway
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One-way flight from Montana to Chicago Midway
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Highest demand for flights based on searches. 17% potential increase in price ($81 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Montana to Chicago Midway.
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Price to beat on a one-way flight from Montana to Chicago Midway.
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Find flight deals from Montana to Midway

Cheapest flights from Montana to Midway
Explore the most affordable flight options available from Montana to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/226:25 amBIL - MDW
1 stop5h 42mDelta
Mon 11/247:02 pmMDW - BIL
1 stop5h 17mDelta
Deal found 9/14$249
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:00 amBZN - MDW
1 stop6h 08mDelta
Tue 10/216:00 amMDW - BZN
1 stop8h 19mDelta
Deal found 9/14$269
This Delta deal was found by Cheapflights users on 9/13. 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.
Wed 12/245:15 amBIL - MDW
2 stops11h 04mDelta
Thu 12/255:59 pmMDW - BIL
1 stop6h 21mDelta
Deal found 9/13$269
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/12:45 pmBZN - MDW
1 stop6h 50mSouthwest
Tue 11/47:00 amMDW - BZN
2 stops9h 25mSouthwest
Deal found 9/14$274
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:00 amBZN - MDW
2 stops8h 26mDelta
Tue 11/46:00 amMDW - BZN
2 stops12h 39mDelta
Deal found 9/14$279
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/185:10 amBZN - MDW
1 stop5h 30mSouthwest
Wed 10/225:30 pmMDW - BZN
2 stops6h 55mSouthwest
Deal found 9/14$285
This Delta deal was found by Cheapflights users on 9/13. 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 12/116:00 amBZN - MDW
1 stop6h 08mDelta
Sun 12/147:02 pmMDW - BZN
1 stop5h 34mDelta
Deal found 9/13$291
This Delta deal was found by Cheapflights users on 9/13. 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.
Sat 10/255:20 amFCA - MDW
2 stops11h 23mDelta
Fri 10/319:20 amMDW - FCA
1 stop6h 09mDelta
Deal found 9/13$294
This Delta deal was found by Cheapflights users on 9/13. 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 12/116:00 amBZN - MDW
1 stop6h 08mDelta
Mon 12/159:59 amMDW - BZN
2 stops13h 27mDelta
Deal found 9/13$296
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:00 amBZN - MDW
1 stop6h 03mDelta
Sat 10/47:15 pmMDW - BZN
1 stop5h 41mDelta
Deal found 9/15$299
This Delta deal was found by Cheapflights users on 9/13. 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.
Sat 10/256:25 amBIL - MDW
1 stop5h 43mDelta
Wed 10/291:08 pmMDW - BIL
2 stops10h 17mDelta
Deal found 9/13$315
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/255:20 amFCA - MDW
2 stops11h 23mDelta
Sat 11/13:00 pmMDW - FCA
2 stops9h 09mDelta
Deal found 9/14$319

Cheapflights Fare Finder

 
Customize your flight search to find flights from Montana to Midway 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 September 15, 2025.
Use the filters below to find and compare flights from Montana to Chicago Midway Airport that are best for you.

Fly from

Montana

Fly to

Midway

Route

Depart

Return

Price

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 2/26

6:00 am-6:34 pm

2 stops11h 34m

Chicago Midway

Mon 3/2

6:45 pm-12:04 am

1 stop6h 19m

$242

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 11/22

6:25 am-1:07 pm

1 stop5h 42m

Chicago Midway

Mon 11/24

7:02 pm-11:19 pm

1 stop5h 17m

$249

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Sat 11/1

10:25 am-4:25 pm

1 stop5h 00m

Chicago Midway

Tue 11/4

9:40 am-3:25 pm

1 stop6h 45m

$269

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Sat 10/18

6:00 am-1:08 pm

1 stop6h 08m

Chicago Midway

Tue 10/21

6:00 am-1:19 pm

1 stop8h 19m

$269

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Tue 11/11

6:04 am-1:07 pm

1 stop6h 03m

Chicago Midway

Wed 11/12

6:00 am-1:25 pm

1 stop8h 25m

$269

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Sat 10/18

6:00 am-1:08 pm

1 stop6h 08m

Chicago Midway

Wed 10/22

6:00 am-1:19 pm

1 stop8h 19m

$269

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Thu 2/26

6:15 am-6:34 pm

2 stops11h 19m

Chicago Midway

Mon 3/2

6:45 pm-10:50 pm

1 stop5h 05m

$269

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 12/12

5:00 am-11:05 am

1 stop5h 05m

Chicago Midway

Sun 12/14

6:25 pm-12:15 am

2 stops6h 50m

$274

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Sat 11/1

6:00 am-3:26 pm

2 stops8h 26m

Chicago Midway

Tue 11/4

6:00 am-1:19 pm

1 stop8h 19m

$274

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Sat 11/22

4:10 pm-12:35 am

1 stop7h 25m

Chicago Midway

Tue 11/25

5:15 am-9:35 am

1 stop5h 20m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 55 results
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Best time to book a flight from Montana to Midway

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

What is the cheapest time of day to fly from MT to MDW?

Find hourly flight availability from Montana to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

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

Related info for your journey

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

  • How long is the flight from Montana to Chicago Midway Airport?

    Airlines like Delta and Southwest fly from Montana to Chicago Midway Airport in about 5h. The time it takes to get you to your destination can typically vary by up to 6h 34m. There are 1194 mi between Montana and Chicago Midway Airport. This flight may include one or multiple stops.

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

    The most popular route from Montana to Chicago Midway Airport is Bozeman Gallatin Field - Chicago Midway. You may also consider Billings Logan Intl - Chicago Midway or Missoula Johnson-Bell Field - Chicago Midway.

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

    While on average a flight from Montana to Chicago Midway Airport is generally $295, our data shows the cheapest flight currently is $145. When looking at the most popular route, (Bozeman Gallatin Field - Chicago Midway), you can expect to pay $269 for that flight.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Montana to Chicago Midway Airport (average of $160). Flying from Montana to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Midway Airport?

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

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Alternative routes for Montana to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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