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$186+ Cheap flights from Midway (MDW) to Billings (BIL)

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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BIL
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Midway to Billings

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Billings (BIL). 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 August 14, 2025.

Round-trip from

$249
(Delta)

One-way from

$186
(Delta)

Popular in

September

Cheapest in

August

Average price

$309
From Chicago Midway to Billings Logan Intl
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One-way flight from Chicago Midway to Billings Logan Intl
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Highest demand for flights based on searches. 12% potential increase in price ($70 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Midway to Billings

Cheapest flights from Midway to Billings
Explore the most affordable flight options available from Midway to Billings. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Delta deal was found by Cheapflights users on 8/13. 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.
Fri 9/57:17 pmMDW - BIL
1 stop4h 55mDelta
Tue 9/96:25 amBIL - MDW
1 stop5h 38mDelta
Deal found 8/13$249
This Delta deal was found by Cheapflights users on 8/14. 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.
Fri 9/127:15 pmMDW - BIL
1 stop4h 55mDelta
Sun 9/146:25 amBIL - MDW
1 stop5h 38mDelta
Deal found 8/14$264
This Delta deal was found by Cheapflights users on 8/13. 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 9/1311:00 amMDW - BIL
2 stops9h 44mDelta
Sun 9/146:25 amBIL - MDW
1 stop5h 38mDelta
Deal found 8/13$269
This Delta deal was found by Cheapflights users on 8/13. 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 9/131:43 pmMDW - BIL
1 stop7h 01mDelta
Tue 9/166:25 amBIL - MDW
1 stop5h 38mDelta
Deal found 8/13$354
This Delta deal was found by Cheapflights users on 8/14. 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.
Fri 9/127:15 pmMDW - BIL
1 stop4h 55mDelta
Tue 9/166:25 amBIL - MDW
1 stop5h 38mDelta
Deal found 8/14$369
This Delta deal was found by Cheapflights users on 8/13. 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 8/301:08 pmMDW - BIL
2 stops10h 54mDelta
Sat 9/66:25 amBIL - MDW
1 stop5h 38mDelta
Deal found 8/13$374
This Delta deal was found by Cheapflights users on 8/12. 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 9/201:43 pmMDW - BIL
1 stop7h 01mDelta
Thu 9/256:25 amBIL - MDW
1 stop5h 38mDelta
Deal found 8/12$410
This Delta deal was found by Cheapflights users on 8/12. 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 8/277:17 pmMDW - BIL
1 stop4h 55mDelta
Sun 8/316:25 amBIL - MDW
1 stop4h 09mDelta
Deal found 8/12$425

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Billings 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 August 14, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Billings that are best for you.

Fly from

Midway

Fly to

Billings

Route

Depart

Return

Price

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Fri 9/5

7:17 pm-11:12 pm

1 stop4h 55m

Billings Logan Intl

Tue 9/9

6:25 am-1:03 pm

1 stop5h 38m

$249

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Fri 9/12

7:15 pm-11:10 pm

1 stop4h 55m

Billings Logan Intl

Sun 9/14

6:25 am-1:03 pm

1 stop5h 38m

$264

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Sat 9/13

1:43 pm-7:44 pm

1 stop7h 01m

Billings Logan Intl

Sun 9/14

6:25 am-1:03 pm

1 stop5h 38m

$264

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Sat 9/13

1:43 pm-7:44 pm

1 stop7h 01m

Billings Logan Intl

Tue 9/16

6:25 am-1:03 pm

1 stop5h 38m

$354

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Sat 8/30

7:17 pm-11:12 pm

1 stop4h 55m

Billings Logan Intl

Sat 9/6

6:25 am-1:03 pm

1 stop5h 38m

$369

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Fri 9/12

7:15 pm-11:10 pm

1 stop4h 55m

Billings Logan Intl

Tue 9/16

6:25 am-1:03 pm

1 stop5h 38m

$369

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Fri 9/5

7:17 pm-11:12 pm

1 stop4h 55m

$186

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Mon 11/3

7:10 pm-11:18 pm

1 stop5h 08m

$186

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Sat 10/18

3:00 pm-7:42 pm

1 stop5h 42m

$230

ChicagoBillings

MDW - BIL

MDWBIL

Chicago Midway

Tue 8/19

12:43 pm-10:34 pm

2 stops10h 51m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Best time to book a flight from Midway to Billings

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

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

Find hourly flight availability from Midway to Billings. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Chicago Midway Airport to Billings, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Midway to Billings. 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 into for flights to Billings from Chicago Midway?

    Most people fly into Billings Logan Intl (BIL) if they book a flight to Billings from Chicago Midway. On average, Billings Logan Intl has 0 inbound flights from Chicago Midway per day from 0 airlines. Billings Logan Intl is conveniently located just 2.7 mi from Billings’s city center.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Billings (average of $393). Flying from Chicago Midway Airport to Billings in June is currently the most expensive (average of $511). 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.

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