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$177+ Cheap flights from Billings (BIL) 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — MDW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Billings to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Billings (BIL) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$284
(Delta)

One-way from

$177
(Delta)

Popular in

November

Cheapest in

October

Average price

$443
From Billings Logan Intl to Chicago Midway
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One-way flight from Billings Logan Intl to Chicago Midway
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Highest demand for flights based on searches. 21% potential increase in price ($115 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Billings to Midway

Cheapest flights from Billings to Midway
Explore the most affordable flight options available from Billings to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Delta deal was found by Cheapflights users on 9/11. 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 9/11$299
This Delta deal was found by Cheapflights users on 9/9. 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 10/56:25 amBIL - MDW
1 stop5h 38mDelta
Tue 10/77:10 pmMDW - BIL
1 stop5h 08mDelta
Deal found 9/9$331
This Delta deal was found by Cheapflights users on 9/11. 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 9/11$339
This Delta deal was found by Cheapflights users on 9/11. 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 11/86:25 amBIL - MDW
1 stop5h 43mDelta
Mon 11/107:02 pmMDW - BIL
1 stop5h 17mDelta
Deal found 9/11$364

Cheapflights Fare Finder

 
Customize your flight search to find flights from Billings 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 11, 2025.
Use the filters below to find and compare flights from Billings to Chicago Midway Airport that are best for you.

Fly from

Billings

Fly to

Midway

Route

Depart

Return

Price

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

$284

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 10/25

6:25 am-1:08 pm

1 stop5h 43m

Chicago Midway

Wed 10/29

1:08 pm-10:25 pm

2 stops10h 17m

$299

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sun 10/5

6:25 am-1:03 pm

1 stop5h 38m

Chicago Midway

Tue 10/7

7:10 pm-11:18 pm

1 stop5h 08m

$331

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

$339

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Wed 10/29

6:25 am-1:08 pm

1 stop5h 43m

$177

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Wed 10/22

6:25 am-1:08 pm

1 stop5h 43m

$177

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sun 11/16

6:25 am-1:07 pm

1 stop5h 42m

$186

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 11/15

5:18 am-6:08 pm

2 stops11h 50m

$191

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Wed 10/22

12:11 pm-4:20 pm

3 stops51h 09m

$242

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Wed 10/29

12:11 pm-8:32 am

3 stops43h 21m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 14 results
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Best time to book a flight from Billings to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Billings 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.

Related info for your journey

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

  • What airport do you fly from for flights from Billings to Chicago Midway?

    Billings Logan Intl (BIL) is the airport you will fly out of if you book a flight from Billings to Chicago Midway. You should not have trouble finding flights to Chicago Midway from Billings Logan Intl; the airport handles an average of 0 outbound flights to Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Billings airport to Chicago Midway. It is only a 2.7 mi journey to Billings Logan Intl (BIL) from Billings’s city center.

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

    A quick flight from Billings to Chicago Midway Airport can take about 11h 19m. Delta provides one of the quickest options available for as low as $284. The distance between Billings and Chicago Midway Airport is about 1070 mi.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Billings to Chicago Midway Airport (average of $160). Flying from Billings 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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