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Midway

$186+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — MDW
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap 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 February 4, 2026.

This Delta deal was found by Cheapflights users on 2/3. 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 4/256:24 am
BIL
-
MDW
1 stop6h 08m
Delta
Tue 4/282:12 pm
MDW
-
BIL
1 stop6h 54m
Delta
Deal found 2/3$249
This Delta deal was found by Cheapflights users on 2/4. 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 4/116:25 am
BIL
-
MDW
1 stop6h 00m
Delta
Mon 4/132:12 pm
MDW
-
BIL
1 stop6h 54m
Delta
Deal found 2/4$270
This Delta deal was found by Cheapflights users on 2/4. 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 5/96:25 am
BIL
-
MDW
1 stop5h 54m
Delta
Wed 5/137:00 pm
MDW
-
BIL
1 stop5h 03m
Delta
Deal found 2/4$274
This Delta deal was found by Cheapflights users on 2/1. 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 2/246:20 am
BIL
-
MDW
1 stop5h 45m
Delta
Sun 3/11:28 pm
MDW
-
BIL
2 stops7h 11m
Delta
Deal found 2/1$309
This Delta deal was found by Cheapflights users on 2/3. 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 4/146:24 am
BIL
-
MDW
1 stop6h 08m
Delta
Fri 4/172:12 pm
MDW
-
BIL
1 stop6h 54m
Delta
Deal found 2/3$331
This Delta deal was found by Cheapflights users on 2/4. 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 3/266:25 am
BIL
-
MDW
1 stop6h 00m
Delta
Mon 3/302:05 pm
MDW
-
BIL
1 stop7h 14m
Delta
Deal found 2/4$334
This Delta deal was found by Cheapflights users on 2/1. 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 7/106:15 am
BIL
-
MDW
1 stop5h 52m
Delta
Tue 7/141:00 pm
MDW
-
BIL
2 stops10h 37m
Delta
Deal found 2/1$359

Find 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 February 4, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$249
(Delta)

One-way from

$186
(Delta)

Popular in

November

Cheapest in

January

Average price

$423
Provider with most accurate pricing for Billings Logan Intl-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Billings Logan Intl-Chicago Midway flights.
Search Deals
From Billings Logan Intl to Chicago Midway
Search Deals
One-way flight from Billings Logan Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 4, 2026.
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

Tue 5/5

6:24 am-1:32 pm

1 stop6h 08m

Chicago Midway

Tue 5/12

7:00 pm-11:03 pm

1 stop5h 03m

$249

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 4/25

5:20 am-1:32 pm

2 stops7h 12m

Chicago Midway

Mon 4/27

2:12 pm-8:06 pm

1 stop6h 54m

$254

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 4/25

5:20 am-1:32 pm

2 stops7h 12m

Chicago Midway

Tue 4/28

2:12 pm-8:06 pm

1 stop6h 54m

$254

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 4/11

6:25 am-1:25 pm

1 stop6h 00m

Chicago Midway

Mon 4/13

2:12 pm-8:06 pm

1 stop6h 54m

$270

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Tue 2/24

6:20 am-1:05 pm

1 stop5h 45m

Chicago Midway

Sun 3/1

1:28 pm-7:39 pm

2 stops7h 11m

$309

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Thu 3/26

6:25 am-1:25 pm

1 stop6h 00m

Chicago Midway

Mon 3/30

2:05 pm-8:19 pm

1 stop7h 14m

$334

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 3/21

6:25 am-1:25 pm

1 stop6h 00m

Chicago Midway

Sat 3/28

2:05 pm-8:19 pm

1 stop7h 14m

$384

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Wed 2/18

6:20 am-5:37 pm

2 stops10h 17m

Chicago Midway

Mon 2/23

10:49 am-10:26 pm

2 stops12h 37m

$389

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Tue 4/14

6:24 am-5:58 pm

2 stops10h 34m

Chicago Midway

Fri 4/17

1:23 pm-8:06 pm

2 stops7h 43m

$391

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Fri 4/10

6:25 am-5:54 pm

2 stops10h 29m

Chicago Midway

Mon 4/13

2:12 pm-8:06 pm

1 stop6h 54m

$410

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 18 results
1
2
  • Most accurate provider: When it comes to deals on Billings-Chicago Midway Airport flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Billings-Chicago Midway Airport flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Billings-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Billings-Chicago Midway Airport flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Billings-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated February 4, 2026.
Get a feel of what it's like to fly with Delta from Billings to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,146 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Comfort

7.9

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,146 reviews
Delta
7.9
Good
8,146 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Comfort

7.9

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 1 airline has 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 6h 08m. Delta provides one of the quickest options available for as low as $249. 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.

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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Top airline flying from Billings to Midway

Discover the top airline that operate flights from Billings 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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$290Average$514FlexibilityNo cancel feeOn-timeN/A

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