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Cheap flights from Billings to Chicago from $105

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 3/23. 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

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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
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
$209Delta
Tue, Mar 31 - Sat, Apr 4
Delta Logo
5:15 am - 12:18 pm
BIL
-
ORD
6h 03m
1 stop
Delta Logo
3:59 pm - 8:19 pm
ORD
-
BIL
5h 20m
1 stop
$209Delta
Thu, Mar 26 - Mon, Mar 30
Delta Logo
6:25 am - 5:54 pm
BIL
-
MDW
10h 29m
2 stops
Delta Logo
2:05 pm - 8:19 pm
MDW
-
BIL
7h 14m
1 stop
$214Delta
Tue, Mar 31 - Sat, Apr 4
Delta Logo
6:25 am - 6:34 pm
BIL
-
ORD
11h 09m
2 stops
Delta Logo
5:00 pm - 10:29 pm
ORD
-
BIL
6h 29m
1 stop
$214Delta
Tue, Mar 31 - Sat, Apr 4
Delta Logo
6:25 am - 4:49 pm
BIL
-
ORD
9h 24m
2 stops
Delta Logo
6:15 am - 5:41 pm
ORD
-
BIL
12h 26m
2 stops
$219Delta
Tue, Mar 31 - Sat, Apr 4
United Airlines Logo
2:25 pm - 9:39 pm
BIL
-
ORD
6h 14m
1 stop
United Airlines Logo
7:52 pm - 10:15 pm
ORD
-
BIL
3h 23mnonstop
$239United Airlines
Sat, May 23 - Sun, May 24
Delta Logo
11:34 am - 6:05 pm
BIL
-
ORD
5h 31m
1 stop
Delta Logo
5:00 pm - 10:29 pm
ORD
-
BIL
6h 29m
1 stop
$254Delta
Tue, Mar 31 - Sat, Apr 4
Delta Logo
5:15 am - 12:18 pm
BIL
-
ORD
6h 03m
1 stop
Delta Logo
6:15 am - 5:41 pm
ORD
-
BIL
12h 26m
2 stops
$259Delta
Wed, Apr 1 - Sat, Apr 4
United Airlines Logo
5:51 pm - 12:30 am
BIL
-
ORD
5h 39m
1 stop
United Airlines Logo
2:00 pm - 8:57 pm
ORD
-
BIL
7h 57m
1 stop
$267United Airlines
Tue, Mar 31 - Sat, Apr 4
American Airlines Logo
6:00 am - 9:51 am
BIL
-
ORD
2h 51mnonstop
American Airlines Logo
8:46 pm - 10:59 pm
ORD
-
BIL
3h 13mnonstop
$294American Airlines
Tue, Aug 11 - Thu, Aug 13

American Airlines flights from Billings to Chicago

Our best American Airlines deals on Billings to Chicago flight tickets
American Airlines
Aug 11
BIL6:00 amBillings Logan Intl
2h 51m
ORD9:51 amChicago O'Hare Intl
Aug 13
ORD8:46 pmChicago O'Hare Intl
3h 13m
BIL10:59 pmBillings Logan Intl
$294
American Airlines
Aug 11
BIL7:00 amBillings Logan Intl
9h 18m
1 stop
ORD5:18 pmChicago O'Hare Intl
Aug 13
ORD8:46 pmChicago O'Hare Intl
3h 13m
BIL10:59 pmBillings Logan Intl
$392
American Airlines
Jul 29
BIL12:36 pmBillings Logan Intl
2h 59m
ORD4:35 pmChicago O'Hare Intl
Aug 2
ORD9:40 amChicago O'Hare Intl
3h 26m
BIL12:06 pmBillings Logan Intl
$439

Alaska Airlines flights from Billings to Chicago

Our best Alaska Airlines deals on Billings to Chicago flight tickets
Alaska Airlines
Apr 10
BIL12:34 pmBillings Logan Intl
23h 39m
1 stop
ORD1:13 pmChicago O'Hare Intl
Apr 13
ORD7:59 pmChicago O'Hare Intl
18h 26m
2 stops
BIL1:25 pmBillings Logan Intl
$420
Alaska Airlines
Apr 21
BIL12:34 pmBillings Logan Intl
10h 25m
2 stops
ORD11:59 pmChicago O'Hare Intl
Apr 25
ORD6:00 amChicago O'Hare Intl
7h 09m
1 stop
BIL12:09 pmBillings Logan Intl
$440
Alaska Airlines
Apr 10
BIL12:34 pmBillings Logan Intl
23h 39m
1 stop
ORD1:13 pmChicago O'Hare Intl
Apr 13
ORD7:59 pmChicago O'Hare Intl
18h 26m
2 stops
BIL1:25 pmBillings Logan Intl
$453

momondo Fare Finder

 
Customize your flight search to find flights from Billings to Chicago 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 23, 2026.
Use the filters below to find and compare flights from Billings to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Tue 3/31

6:25 am-1:25 pm

1 stop6h 00m

Chicago Midway

Sat 4/4

2:05 pm-8:19 pm

1 stop7h 14m

$209

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Thu 3/26

5:15 am-12:18 pm

1 stop6h 03m

Chicago O'Hare Intl

Mon 3/30

3:59 pm-8:19 pm

1 stop5h 20m

$209

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Tue 3/31

6:25 am-5:54 pm

2 stops10h 29m

Chicago Midway

Sat 4/4

2:05 pm-8:19 pm

1 stop7h 14m

$214

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 3/31

6:25 am-6:34 pm

2 stops11h 09m

Chicago O'Hare Intl

Sat 4/4

5:00 pm-10:29 pm

1 stop6h 29m

$214

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 3/31

6:25 am-4:49 pm

2 stops9h 24m

Chicago O'Hare Intl

Sat 4/4

6:15 am-5:41 pm

2 stops12h 26m

$219

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Sat 5/23

2:25 pm-9:39 pm

1 stop6h 14m

Chicago O'Hare Intl

Sun 5/24

7:52 pm-10:15 pm

Nonstop3h 23m

$239

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 3/31

11:34 am-6:05 pm

1 stop5h 31m

Chicago O'Hare Intl

Sat 4/4

5:00 pm-10:29 pm

1 stop6h 29m

$254

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Wed 4/1

5:15 am-12:18 pm

1 stop6h 03m

Chicago O'Hare Intl

Sat 4/4

6:15 am-5:41 pm

2 stops12h 26m

$259

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 3/31

5:51 pm-12:30 am

1 stop5h 39m

Chicago O'Hare Intl

Sat 4/4

2:00 pm-8:57 pm

1 stop7h 57m

$267

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 8/11

6:00 am-9:51 am

Nonstop2h 51m

Chicago O'Hare Intl

Thu 8/13

8:46 pm-10:59 pm

Nonstop3h 13m

$294

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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

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 month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Billings, with most prices found around $253. If you’re not able to fly to Chicago in January, then October is your next best option. Flight prices from Billings to Chicago during October average around $261.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $435. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Billings to Chicago for around $588.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Billings to Chicago during this time can be as low as $478. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $505.

What is the cheapest Billings Logan Intl to Chicago flight route?

Fly from Billings Logan Intl to Chicago O'Hare Intl for the best Billings Logan Intl - Chicago flight prices

What cabin class options are available on Billings Logan Intl to Chicago flights?

There are 4 cabin classes available to choose from on Billings Logan Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Billings to Chicago

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

Cheap Billings to Chicago (BIL to CHI) flight deals and tips

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

Best Price Found

$466

Fastest flight time

3h 00m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Billings in the past 72 hours is $466. The best round-trip flight deal from Billings to Chicago found on momondo in the last 72 hours is $358.
The fastest flight from Billings to Chicago takes 3h 00m
Direct flights go from Billings to Chicago on Monday, Tuesday, Wednesday, Thursday, Friday and Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Billings there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Billings Logan Intl to Chicago by plane?

    Billings Logan Intl and Chicago are 1070.7 mi apart from one another. Typically, this will take 3h 00m by plane in normal conditions.

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

    Prices for flights from Billings Logan Intl Airport to Chicago are refreshed on a daily basis.

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

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

    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.

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

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Billings to Chicago?

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

Best airlines flying from Billings to Chicago

Compare and see reviews for airlines that fly from Billings to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $225Free CancellationRating
7.2
11,339 reviews
Search American Airlines flights
DeltaPriceFrom $230Free CancellationRating
7.9
8,236 reviews
Search Delta flights
United AirlinesPriceFrom $239Free CancellationRating
7.4
9,342 reviews
Search United Airlines 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
Valparaiso
Schererville
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?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Billings to Chicago for you.

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

Yes. All flights to Chicago from Billings on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Billings and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are not ready to book a flight from Billings to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport