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$95+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — MDW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Delta deal was found by Cheapflights users on 12/17. 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.
Sun 12/216:25 amBIL - MDW
2 stops10h 01mDelta
Thu 1/15:59 pmMDW - BIL
1 stop6h 20mDelta
Deal found 12/17$409
This Southwest deal was found by Cheapflights users on 12/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:30 amBZN - MDW
1 stop4h 55mSouthwest
Thu 12/251:15 pmMDW - BZN
2 stops10h 30mSouthwest
Deal found 12/15$505
This Delta deal was found by Cheapflights users on 12/16. 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 12/316:25 amBIL - MDW
2 stops10h 01mDelta
Sun 1/45:59 pmMDW - BIL
1 stop6h 20mDelta
Deal found 12/16$632
This Delta deal was found by Cheapflights users on 12/16. 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 12/3112:36 pmBZN - MDW
1 stop8h 46mDelta
Sun 1/46:00 amMDW - BZN
1 stop9h 06mDelta
Deal found 12/16$829
This Delta deal was found by Cheapflights users on 12/15. 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.
Wed 12/2412:15 pmBZN - MDW
2 stops9h 07mDelta
Mon 12/295:59 pmMDW - BZN
1 stop6h 47mDelta
Deal found 12/15$974
This Delta deal was found by Cheapflights users on 12/17. 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 12/258:10 amMSO - MDW
1 stop8h 09mDelta
Fri 1/29:29 amMDW - MSO
2 stops9h 06mDelta
Deal found 12/17$1,054
This Delta deal was found by Cheapflights users on 12/17. 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 12/265:14 amBIL - MDW
2 stops11h 12mDelta
Tue 12/305:59 pmMDW - BIL
1 stop6h 20mDelta
Deal found 12/17$1,094
This Delta deal was found by Cheapflights users on 12/15. 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.
Wed 12/318:10 amMSO - MDW
1 stop8h 09mDelta
Sun 1/49:29 amMDW - MSO
2 stops9h 06mDelta
Deal found 12/15$1,164
This Delta deal was found by Cheapflights users on 12/16. 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 12/186:25 amBIL - MDW
1 stop5h 45mDelta
Sat 12/205:59 pmMDW - BIL
1 stop6h 20mDelta
Deal found 12/16$1,244
This Delta deal was found by Cheapflights users on 12/17. 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.
Mon 12/228:10 amMSO - MDW
1 stop8h 09mDelta
Mon 12/299:29 amMDW - MSO
2 stops9h 06mDelta
Deal found 12/17$1,565
This Delta deal was found by Cheapflights users on 12/15. 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 12/306:18 pmGTF - MDW
2 stops13h 47mDelta
Sat 1/39:29 amMDW - GTF
2 stops9h 09mDelta
Deal found 12/15$1,980
This Delta deal was found by Cheapflights users on 12/15. 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 12/305:20 amFCA - MDW
2 stops10h 59mDelta
Sat 1/36:00 amMDW - FCA
2 stops12h 07mDelta
Deal found 12/15$2,461

Find flight deals from Montana to Midway

Keep the following information in mind while searching for Montana to Midway flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Southwest)

One-way from

$95
(Southwest)

Popular in

April

Cheapest in

January

Average price

$338
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.
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From Montana to Chicago Midway
Search Deals
One-way flight from Montana to Chicago Midway
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($95 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
Search Deals

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 December 18, 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

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Fri 1/16

6:22 am-1:09 pm

1 stop5h 47m

Chicago Midway

Fri 1/23

1:49 pm-7:24 pm

1 stop6h 35m

$249

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Thu 3/26

6:25 am-1:23 pm

1 stop5h 58m

Chicago Midway

Mon 3/30

2:03 pm-8:20 pm

1 stop7h 17m

$249

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 1/9

7:40 am-3:25 pm

1 stop6h 45m

Chicago Midway

Mon 1/12

8:10 am-3:05 pm

1 stop7h 55m

$270

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 4/9

5:50 am-1:23 pm

1 stop6h 33m

Chicago Midway

Sun 4/12

2:03 pm-8:14 pm

1 stop7h 11m

$270

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 1/9

2:39 pm-10:07 pm

1 stop6h 28m

Chicago Midway

Mon 1/12

1:49 pm-11:17 pm

2 stops10h 28m

$275

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 1/29

7:40 am-7:00 pm

2 stops10h 20m

Chicago Midway

Sun 2/1

8:00 am-2:45 pm

1 stop7h 45m

$285

MissoulaChicago

MSO - MDW

MSOMDW

Missoula Johnson-Bell Field

Thu 1/29

5:00 am-5:55 pm

2 stops11h 55m

Chicago Midway

Tue 2/3

1:51 pm-8:14 pm

1 stop7h 23m

$285

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 4/9

4:20 pm-11:40 pm

1 stop6h 20m

Chicago Midway

Sun 4/12

6:55 am-3:45 pm

2 stops9h 50m

$305

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Mon 4/13

7:20 am-2:20 pm

1 stop6h 00m

Chicago Midway

Mon 4/13

5:15 pm-11:00 pm

1 stop6h 45m

$341

MissoulaChicago

MSO - MDW

MSOMDW

Missoula Johnson-Bell Field

Thu 2/19

11:36 am-11:51 pm

1 stop11h 15m

Chicago Midway

Sun 2/22

3:26 pm-3:15 pm

2 stops24h 49m

$371

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 54 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
No data available for this route at this time. Please check back soon.

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 47m. The time it takes to get you to your destination can typically vary by up to 58m. There are 1070 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.

  • 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.

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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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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Top airline flying from Montana to Midway

Discover the top airline that operate flights from Montana to Midway. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$290Average$514FlexibilityNo cancel feeOn-timeN/A

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