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Cheap flights from Billings to Chicago from $254

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Billings to Chicago departing on 1/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Billings to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:15 am - 4:29 pmBIL-MDW
10h 14m2 stops
Delta Logo
1:49 pm - 7:25 pmMDW-BIL
6h 36m1 stop
$254Delta
Find Deal
Sat, Jan 10 - Sun, Jan 11
Delta Logo
6:25 am - 1:23 pmBIL-MDW
5h 58m1 stop
Delta Logo
2:03 pm - 8:20 pmMDW-BIL
7h 17m1 stop
$270Delta
Find Deal
Thu, Mar 26 - Mon, Mar 30
Delta Logo
6:22 am - 1:09 pmBIL-MDW
5h 47m1 stop
Delta Logo
1:49 pm - 7:24 pmMDW-BIL
6h 35m1 stop
$274Delta
Find Deal
Thu, Jan 15 - Thu, Jan 22
Delta Logo
6:25 am - 1:23 pmBIL-MDW
5h 58m1 stop
Delta Logo
2:03 pm - 8:20 pmMDW-BIL
7h 17m1 stop
$304Delta
Find Deal
Thu, Mar 26 - Mon, Mar 30
Delta Logo
5:15 am - 5:34 pmBIL-MDW
11h 19m2 stops
Delta Logo
1:49 pm - 7:24 pmMDW-BIL
6h 35m1 stop
$334Delta
Find Deal
Thu, Jan 15 - Thu, Jan 22
Delta Logo
6:25 am - 5:19 pmBIL-MDW
9h 54m1 stop
Delta Logo
5:59 pm - 11:19 pmMDW-BIL
6h 20m1 stop
$377Delta
Find Deal
Thu, Dec 25 - Wed, Dec 31
Delta Logo
6:25 am - 11:06 amBIL-MDW
27h 41m1 stop
Delta Logo
5:59 pm - 11:19 pmMDW-BIL
6h 20m1 stop
$402Delta
Find Deal
Wed, Dec 24 - Thu, Jan 1
Delta Logo
6:25 am - 11:06 amBIL-MDW
27h 41m1 stop
Delta Logo
5:59 pm - 11:19 pmMDW-BIL
6h 20m1 stop
$432Delta
Find Deal
Wed, Dec 24 - Fri, Jan 2
Delta Logo
6:15 am - 1:07 pmBIL-MDW
5h 52m1 stop
Delta Logo
6:45 pm - 10:37 pmMDW-BIL
4h 52m1 stop
$444Delta
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Sat, May 9 - Wed, May 13
Delta Logo
6:15 am - 1:07 pmBIL-MDW
5h 52m1 stop
Delta Logo
1:00 pm - 10:27 pmMDW-BIL
10h 27m2 stops
$449Delta
Find Deal
Sat, May 9 - Wed, May 13

Delta flights from Billings to Chicago Midway Airport

Our best Delta deals on Billings to Chicago Midway Airport flight tickets
Delta
Jan 10
BIL5:15 amBillings Logan Intl
10h 14m
2 stops
MDW4:29 pmChicago Midway
Jan 11
MDW1:49 pmChicago Midway
6h 36m
1 stop
BIL7:25 pmBillings Logan Intl
$254
Find similar
Delta
Mar 26
BIL6:25 amBillings Logan Intl
5h 58m
1 stop
MDW1:23 pmChicago Midway
Mar 30
MDW2:03 pmChicago Midway
7h 17m
1 stop
BIL8:20 pmBillings Logan Intl
$270
Find similar
Delta
Jan 15
BIL6:22 amBillings Logan Intl
5h 47m
1 stop
MDW1:09 pmChicago Midway
Jan 22
MDW1:49 pmChicago Midway
6h 35m
1 stop
BIL7:24 pmBillings Logan Intl
$274
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Billings to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated December 3, 2025.
Use the filters below to find and compare flights from Billings to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 1/10

5:15 am-4:29 pm

2 stops10h 14m

Chicago Midway

Sun 1/11

1:49 pm-7:25 pm

1 stop6h 36m

$254

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

$270

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Thu 1/15

6:22 am-1:09 pm

1 stop5h 47m

Chicago Midway

Thu 1/22

1:49 pm-7:24 pm

1 stop6h 35m

$274

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

$304

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Thu 1/15

5:15 am-5:34 pm

2 stops11h 19m

Chicago Midway

Thu 1/22

1:49 pm-7:24 pm

1 stop6h 35m

$334

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Thu 12/25

6:25 am-5:19 pm

1 stop9h 54m

Chicago Midway

Wed 12/31

5:59 pm-11:19 pm

1 stop6h 20m

$377

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Wed 12/24

6:25 am-11:06 am

1 stop27h 41m

Chicago Midway

Thu 1/1

5:59 pm-11:19 pm

1 stop6h 20m

$402

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Wed 12/24

6:25 am-11:06 am

1 stop27h 41m

Chicago Midway

Fri 1/2

5:59 pm-11:19 pm

1 stop6h 20m

$432

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 5/9

6:15 am-1:07 pm

1 stop5h 52m

Chicago Midway

Wed 5/13

6:45 pm-10:37 pm

1 stop4h 52m

$444

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 5/9

6:15 am-1:07 pm

1 stop5h 52m

Chicago Midway

Wed 5/13

1:00 pm-10:27 pm

2 stops10h 27m

$449

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Billings to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Billings Logan Intl to Chicago Midway?

Delta is the most popular carrier operating from Billings Logan Intl to Chicago Midway

When to book flights from Billings to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Billings to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Billings to Chicago Midway Airport (BIL to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Billings to Chicago Midway Airport

Fastest flight time

5h 45m

Direct flights

None
The fastest flight from Billings to Chicago Midway Airport takes 5h 45m
There are no direct flights from Billings to Chicago Midway Airport. There are no popular flight routes from Billings to Chicago Midway Airport.
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  • How far is Billings Logan Intl to Chicago Midway by plane?

    The straight-line distance from Billings Logan Intl to Chicago Midway is 1067.3 mi. By plane, this route typically takes 5h 45m.

  • When did momondo last update prices for flights from Billings Logan Intl Airport to Chicago Midway Airport?

    Prices for flights from Billings Logan Intl Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Billings Logan Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Billings Logan Intl Airport to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Billings Logan Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Billings to Chicago Midway Airport?

Best airlines flying from Billings to Chicago Midway Airport

Compare and see reviews for airlines that fly from Billings to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $290Free CancellationRating
7.9
8,011 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Billings to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Billings.

Can I find flights from Billings to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Billings which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Billings to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Billings to Chicago.

I’m not ready to book a flight from Billings to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Billings and alert you when they change.

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