Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Billings to Chicago from $186

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Billings to Chicago departing on 7/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Billings to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:25 am - 1:25 pm
BIL
-
MDW
6h 00m
1 stop
Delta Logo
2:05 pm - 8:19 pm
MDW
-
BIL
7h 14m
1 stop
$211Delta
Tue, Mar 24 - Tue, Mar 31
Delta Logo
6:25 am - 1:25 pm
BIL
-
MDW
6h 00m
1 stop
Delta Logo
10:45 am - 10:29 pm
MDW
-
BIL
12h 44m
2 stops
$216Delta
Tue, Mar 24 - Tue, Mar 31
Delta Logo
6:25 am - 1:19 pm
BIL
-
MDW
5h 54m
1 stop
Delta Logo
7:00 pm - 11:03 pm
MDW
-
BIL
5h 03m
1 stop
$274Delta
Sat, May 9 - Wed, May 13
Delta Logo
6:25 am - 1:19 pm
BIL
-
MDW
5h 54m
1 stop
Delta Logo
7:00 pm - 11:03 pm
MDW
-
BIL
5h 03m
1 stop
$299Delta
Sat, May 9 - Wed, May 13
Delta Logo
6:20 am - 5:37 pm
BIL
-
MDW
10h 17m
2 stops
Delta Logo
1:49 pm - 7:39 pm
MDW
-
BIL
6h 50m
1 stop
$309Delta
Fri, Feb 27 - Mon, Mar 2
Delta Logo
6:20 am - 5:45 pm
BIL
-
MDW
10h 25m
2 stops
Delta Logo
1:29 pm - 7:39 pm
MDW
-
BIL
7h 10m
2 stops
$314Delta
Fri, Feb 27 - Mon, Mar 2
Delta Logo
6:25 am - 1:19 pm
BIL
-
MDW
5h 54m
1 stop
Delta Logo
7:00 pm - 11:03 pm
MDW
-
BIL
5h 03m
1 stop
$329Delta
Sat, May 9 - Wed, May 13
Delta Logo
5:10 am - 4:14 pm
BIL
-
MDW
10h 04m
2 stops
Delta Logo
1:49 pm - 7:39 pm
MDW
-
BIL
6h 50m
1 stop
$334Delta
Sat, Feb 21 - Wed, Feb 25
Delta Logo
6:25 am - 5:54 pm
BIL
-
MDW
10h 29m
2 stops
Delta Logo
12:47 pm - 10:29 pm
MDW
-
BIL
10h 42m
2 stops
$345Delta
Tue, Mar 24 - Tue, Mar 31
Delta Logo
6:20 am - 5:37 pm
BIL
-
MDW
10h 17m
2 stops
Delta Logo
1:49 pm - 7:39 pm
MDW
-
BIL
6h 50m
1 stop
$354Delta
Wed, Feb 18 - Mon, Feb 23

Delta flights from Billings to Chicago Midway Airport

Our best Delta deals on Billings to Chicago Midway Airport flight tickets
Delta
Mar 24
BIL6:25 amBillings Logan Intl
6h 00m
1 stop
MDW1:25 pmChicago Midway
Mar 31
MDW2:05 pmChicago Midway
7h 14m
1 stop
BIL8:19 pmBillings Logan Intl
$211
Delta
Mar 24
BIL6:25 amBillings Logan Intl
6h 00m
1 stop
MDW1:25 pmChicago Midway
Mar 31
MDW10:45 amChicago Midway
12h 44m
2 stops
BIL10:29 pmBillings Logan Intl
$216
Delta
May 9
BIL6:25 amBillings Logan Intl
5h 54m
1 stop
MDW1:19 pmChicago Midway
May 13
MDW7:00 pmChicago Midway
5h 03m
1 stop
BIL11:03 pmBillings Logan Intl
$274

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 February 9, 2026.
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

Tue 3/24

6:25 am-1:25 pm

1 stop6h 00m

Chicago Midway

Tue 3/31

2:05 pm-8:19 pm

1 stop7h 14m

$211

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Tue 3/24

6:25 am-1:25 pm

1 stop6h 00m

Chicago Midway

Tue 3/31

10:45 am-10:29 pm

2 stops12h 44m

$216

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 5/9

6:25 am-1:19 pm

1 stop5h 54m

Chicago Midway

Wed 5/13

7:00 pm-11:03 pm

1 stop5h 03m

$274

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 5/9

6:25 am-1:19 pm

1 stop5h 54m

Chicago Midway

Wed 5/13

7:00 pm-11:03 pm

1 stop5h 03m

$299

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Fri 2/27

6:20 am-5:37 pm

2 stops10h 17m

Chicago Midway

Mon 3/2

1:49 pm-7:39 pm

1 stop6h 50m

$309

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Fri 2/27

6:20 am-5:45 pm

2 stops10h 25m

Chicago Midway

Mon 3/2

1:29 pm-7:39 pm

2 stops7h 10m

$314

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 5/9

6:25 am-1:19 pm

1 stop5h 54m

Chicago Midway

Wed 5/13

7:00 pm-11:03 pm

1 stop5h 03m

$329

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 2/21

5:10 am-4:14 pm

2 stops10h 04m

Chicago Midway

Wed 2/25

1:49 pm-7:39 pm

1 stop6h 50m

$334

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Tue 3/24

6:25 am-5:54 pm

2 stops10h 29m

Chicago Midway

Tue 3/31

12:47 pm-10:29 pm

2 stops10h 42m

$345

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Wed 2/18

6:20 am-5:37 pm

2 stops10h 17m

Chicago Midway

Mon 2/23

1:49 pm-7:39 pm

1 stop6h 50m

$354

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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.
Search flight deals

  • 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
8,173 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
Munster
Crown Point
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.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 3/11
Wed 3/18
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago