HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$105+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — MDW
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Montana to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 October 30, 2025.

This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/195:30 amBZN - MDW
1 stop4h 55mSouthwest
Sat 11/227:00 pmMDW - BZN
1 stop6h 35mSouthwest
Deal found 10/29$209
This Delta deal was found by Cheapflights users on 10/29. 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 11/192:16 pmBZN - MDW
2 stops8h 24mDelta
Sat 11/221:47 pmMDW - BZN
2 stops10h 12mDelta
Deal found 10/29$227
This Southwest deal was found by Cheapflights users on 10/30. 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.
Sun 11/165:00 amBZN - MDW
1 stop6h 35mSouthwest
Thu 11/205:15 amMDW - BZN
1 stop7h 40mSouthwest
Deal found 10/30$234
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 11/142:35 pmBZN - MDW
1 stop8h 05mDelta
Tue 11/186:00 amMDW - BZN
1 stop8h 25mDelta
Deal found 10/29$259
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/78:53 pmGTF - MDW
1 stop16h 59mMultiple Airlines
Sun 12/2110:50 pmMDW - GTF
2 stops23h 45mMultiple Airlines
Deal found 10/29$293
This Delta deal was found by Cheapflights users on 10/28. 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 11/246:04 amBZN - MDW
1 stop6h 03mDelta
Wed 12/39:59 amMDW - BZN
2 stops8h 54mDelta
Deal found 10/28$293
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:53 pmGTF - MDW
1 stop16h 59mMultiple Airlines
Sun 12/2110:50 pmMDW - GTF
2 stops23h 45mMultiple Airlines
Deal found 10/29$297
This Delta deal was found by Cheapflights users on 10/30. 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.
Wed 11/122:35 pmBZN - MDW
1 stop8h 05mDelta
Sat 11/156:00 amMDW - BZN
1 stop8h 25mDelta
Deal found 10/30$299
This Delta deal was found by Cheapflights users on 10/28. 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 11/256:04 amBZN - MDW
1 stop6h 03mDelta
Wed 12/39:59 amMDW - BZN
2 stops8h 54mDelta
Deal found 10/28$330
This Southwest deal was found by Cheapflights users on 10/30. 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.
Thu 12/185:45 pmBZN - MDW
1 stop5h 20mSouthwest
Tue 12/235:45 pmMDW - BZN
1 stop7h 40mSouthwest
Deal found 10/30$331
This Delta deal was found by Cheapflights users on 10/30. 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.
Thu 11/206:25 amBIL - MDW
1 stop5h 42mDelta
Mon 11/247:02 pmMDW - BIL
1 stop5h 22mDelta
Deal found 10/30$365
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/78:53 pmGTF - MDW
1 stop16h 59mMultiple Airlines
Mon 12/226:12 amMDW - GTF
2 stops16h 23mMultiple Airlines
Deal found 10/29$367

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$209
(Southwest)

One-way from

$105
(Southwest)

Popular in

April

Cheapest in

July

Average price

$329
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.
Search Deals
From Montana to Chicago Midway
Search Deals
One-way flight from Montana to Chicago Midway
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 30, 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

Fri 1/23

11:15 am-7:00 pm

1 stop6h 45m

Chicago Midway

Sun 1/25

5:40 am-10:20 am

1 stop5h 40m

$209

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Wed 11/19

5:30 am-11:25 am

1 stop4h 55m

Chicago Midway

Sat 11/22

7:00 pm-12:35 am

1 stop6h 35m

$209

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Wed 11/19

2:16 pm-11:40 pm

2 stops8h 24m

Chicago Midway

Sat 11/22

1:47 pm-10:59 pm

2 stops10h 12m

$227

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 2/26

6:00 am-1:08 pm

1 stop6h 08m

Chicago Midway

Mon 3/2

9:30 am-12:37 pm

2 stops28h 07m

$265

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 11/14

2:16 pm-11:40 pm

2 stops8h 24m

Chicago Midway

Tue 11/18

1:47 pm-12:10 am

2 stops11h 23m

$269

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Thu 2/26

6:15 am-1:08 pm

1 stop5h 53m

Chicago Midway

Mon 3/2

6:45 pm-10:50 pm

1 stop5h 05m

$291

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Mon 11/24

6:04 am-1:07 pm

1 stop6h 03m

Chicago Midway

Wed 12/3

9:59 am-5:53 pm

2 stops8h 54m

$293

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Wed 11/12

2:35 pm-11:40 pm

1 stop8h 05m

Chicago Midway

Sat 11/15

6:00 am-1:25 pm

1 stop8h 25m

$299

KalispellChicago

FCA - MDW

FCAMDW

Kalispell Glacier Park

Tue 4/14

6:12 pm-9:51 am

2 stops14h 39m

Chicago Midway

Sat 4/18

9:20 am-1:45 pm

1 stop5h 25m

$305

MissoulaChicago

MSO - MDW

MSOMDW

Missoula Johnson-Bell Field

Thu 1/29

5:00 am-5:55 pm

2 stops11h 55m

Chicago Midway

Sun 2/1

1:49 pm-8:14 pm

1 stop7h 25m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 60 results
1
2
3
...
6

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 Southwest and Delta fly from Montana to Chicago Midway Airport in about 6h 45m. The time it takes to get you to your destination can typically vary by up to 1h 39m. 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 Missoula Johnson-Bell Field - Chicago Midway or Kalispell Glacier Park - 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Montana to Midway

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Seattle to O'Hare Intl flights
Denver to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Boston to O'Hare Intl flights
Atlanta to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Baltimore to Midway flights
Dallas/Fort Worth to Midway flights
Ontario to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Los Angeles to Midway flights
Hobby to Midway flights
Atlanta to Midway flights
LaGuardia to Midway flights
Newark to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Denver to Midway flights
Philadelphia to Midway flights
Charlotte to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
San Francisco to Midway flights
George Bush Intcntl to O'Hare Intl flights
Dulles Intl to Midway flights
Hobby to O'Hare Intl flights
Tampa to O'Hare Intl flights
Miami to O'Hare Intl flights
Minneapolis to Midway flights
Raleigh to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Reagan-National to Midway flights
Austin to O'Hare Intl flights
Cleveland to O'Hare Intl flights
Love Field to O'Hare Intl flights
Hartford to O'Hare Intl flights
Orlando to O'Hare Intl flights
San Diego to O'Hare Intl flights
Portland to O'Hare Intl flights
Boston to Midway flights
Providence to O'Hare Intl flights
Sacramento to O'Hare Intl flights
Columbus to O'Hare Intl flights

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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$328Average$616FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.