$376 Cheap Flights from Chicago to Billings in 2025

Q: How much are return flights from Chicago to Billings?

The best price we found for a return flight from Chicago to Billings is $376. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Q: How long does it take to fly from Chicago to Billings?

3 hours and 13 minutes is the average flight time from Chicago to Billings.

Q: Which airlines fly direct from Chicago to Billings?

Envoy Air, American Airlines and Qatar Airways fly direct from Chicago to Billings.

Q: How many flights are there a week from Chicago to Billings?

As of April 2025, there are 48 flights per week flying from Chicago to Billings.

Q: When is the cheapest time to fly from Chicago to Billings?

The cheapest month to fly from Chicago to Billings is usually April 2025.

Q: Which upcoming date is cheapest to fly from Chicago to Billings Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Billings Airport on Thursday, 18 September 2025 .

Q: Can I get a direct flight from Chicago to Billings Airport?

Yes – the average flight time is 3 hours and 14 minutes.

Q: How can I find the best flight deal to Billings?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Billings but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

Q: When is the best time to book flights to Billings?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Billings is around 40 days in advance, so don’t leave your flight to the last minute.

Q: Which is the cheapest airline to fly from Chicago to Billings with?

The cheapest airline that flies to Billings is United .

Compare Chicago to Billings flight deals

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Flight deals from Chicago to Billings

Looking for a cheap last-minute deal or the best return flight from Chicago to Billings? Find the lowest prices on one-way and return tickets right here.

Billings.$376 per passenger.Departing Thu, 18 Sep, returning Mon, 29 Sep.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Thu, 18 Sep, arriving in Billings.Inbound indirect flight with United, departs from Billings on Mon, 29 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $376, select.

Billings.$390 per passenger.Departing Fri, 23 May, returning Mon, 26 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 23 May, arriving in Billings.Inbound indirect flight with Delta, departs from Billings on Mon, 26 May, arriving in Chicago Midway.Price includes taxes and charges.From $390, select.

Billings.$390 per passenger.Departing Sat, 7 Jun, returning Mon, 9 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 7 Jun, arriving in Billings.Inbound indirect flight with Delta, departs from Billings on Mon, 9 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $390, select.

Billings.$390 per passenger.Departing Sat, 31 May, returning Sat, 7 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 31 May, arriving in Billings.Inbound indirect flight with Delta, departs from Billings on Sat, 7 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $390, select.

Billings.$391 per passenger.Departing Wed, 25 Jun, returning Sat, 25 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 25 Jun, arriving in Billings.Inbound indirect flight with Delta, departs from Billings on Sat, 25 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $391, select.

Billings.$447 per passenger.Departing Sun, 29 Jun, returning Fri, 4 Jul.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Sun, 29 Jun, arriving in Billings.Inbound indirect flight with United, departs from Billings on Fri, 4 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $447, select.

Billings.$494 per passenger.Departing Fri, 30 May, returning Fri, 6 Jun.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 30 May, arriving in Billings.Inbound direct flight with United departs from Billings on Fri, 6 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $494, select.

Billings.$519 per passenger.Departing Thu, 24 Jul, returning Thu, 31 Jul.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 24 Jul, arriving in Billings.Inbound indirect flight with Delta, departs from Billings on Thu, 31 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $519, select.

Find the cheapest month to fly from Chicago to Billings

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Billings flights are currently cheapest in September.

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Direct flights from Chicago to Billings

Chicago to Billings: Alternative routes

Compare routes from Chicago to Billings below. You may find an airport to fly into that's cheaper, faster, or easier than Billings.

Chicago to Billings: Flight information

The things to know before you go.

Cheapest flight found	$376
Cheapest month to fly	September
Average flight time	3 hrs, 14 mins
Most popular airline	Envoy Air
Average flights per week	48

Finding cheap flights from Chicago to Billings: Frequently asked questions

How much are return flights from Chicago to Billings?

How long does it take to fly from Chicago to Billings?

Which airlines fly direct from Chicago to Billings?

How many flights are there a week from Chicago to Billings?

When is the cheapest time to fly from Chicago to Billings?

Which upcoming date is cheapest to fly from Chicago to Billings Airport on?

Can I get a direct flight from Chicago to Billings Airport?

How can I find the best flight deal to Billings?

When is the best time to book flights to Billings?

Which is the cheapest airline to fly from Chicago to Billings with?

Flying from Chicago to Billings Logan International Airport (BIL): what you need to know

Kick off your journey at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Check out your options for booking a flight from Chicago to Billings Logan International Airport (BIL) departing from either of these.
Billings Logan International Airport is located in Billings. The city operates in the UTC-6 timezone and is 1 hour behind Chicago.
Give yourself plenty of time to get on your flight from Chicago to BIL. It's generally best to arrive at least two hours before international departures and an hour ahead for domestic flights.
Popular months like August or high seasons such as spring break and Christmas will mean bigger lines at check-in and security. Be on the safe side and get to the airport even earlier. Arriving two hours before a domestic flight and up four hours ahead of an international flight is a smart idea.

Airports in Chicago

O'Hare International Airport (ORD)

ORD is roughly 40 kilometres from central Chicago. To help you work out how to get there, use Google Maps. This handy travel app will show you the fastest route and your public transport options.
Want a convenient hotel near O'Hare International Airport? If you're catching an early flight from Chicago to Billings Logan International Airport, these stays will put you moments from your departure lounge:

Chicago Midway International Airport (MDW)

Looking for more options for a direct flight from Chicago to Billings Logan International Airport (BIL)? Browse the fares jetting out of Chicago Midway International Airport (MDW).
American Airlines has direct flights from Chicago to BIL leaving from MDW. Book your favourite aisle (or window) seat and arrive at your destination in one go.
On public transport, you can travel from central Chicago to MDW in about 46 minutes. The airport is roughly 19 kilometres away, and making the trip by car will take approximately 21 minutes.
Want to enjoy an extra night away before catching your flight from Chicago to BIL? Kick back in a hotel near Chicago Midway International Airport before your break officially starts. Stay at one of these accommodation options:

About Billings Logan International Airport (BIL)

Consider staying in a hotel near BIL if you're catching a late flight from Chicago to Billings Logan International Airport. Choose one of these accommodation options and skip the long transfer:

Getting from Billings Logan International Airport (BIL) to central Billings

Billings Logan International Airport to the centre of Billings is about 8 minutes by car. It's approximately 5 kilometres away. Find out what options are available, such as car rentals, cabs or ride-sharing services.
When travelling by public transport, expect a journey time of around 24 minutes.

How to find the cheapest flights from Chicago to Billings Logan International Airport (BIL)

$272 is the cheapest price we've found for a one-way ticket from Chicago to Billings Logan International Airport. Return flights start from $376. Prices may vary depending on availability at the time of booking.
We suggest booking as early as possible to secure flight tickets from Chicago to BIL. You're more likely to snag a great deal and have a wider selection of departure times and travel dates.
If you're flexible with your travel dates, try using the 'Whole month' tool. It'll give you the cheapest price across each month when searching for your ticket from Chicago to Billings Logan International Airport.
Locking in a cheap ticket from Chicago to BIL is a piece of cake with Price Alerts. All you need to do is set up one of these automatic alerts and we'll notify you when the price has fallen.
Take advantage of the filters to find your ideal journey. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Chicago to Billings Logan International Airport, use the 'Sort by' function. You can also filter by airline, departure and arrival times, and number of stops.

The best time to fly from Chicago to Billings Logan International Airport (BIL)

July is the most popular month for flights from Chicago to Billings Logan International Airport. To skip the crowds, visit Billings in February when it's quieter.
Lock in your flight from Chicago to BIL for July if you're eager to experience the city during its warmest month. You can expect temperatures in Billings to range from 14ºC to 34ºC.
Look for cheap flights from Chicago to Billings Logan International Airport in February if you want to travel in cooler conditions. Temperatures are at their lowest around then, ranging between -18ºC and 8ºC on average.

More about Billings

Start your Billings trip right by choosing the ideal place to stay. As soon as you've booked your flight from Chicago to Billings Logan International Airport, check out our selection of hotels including:
All great adventures should include some sightseeing. Pictograph Cave State Park, Moss Mansion and Yellowstone Art Museum are attractions you won't want to skip in Billings.

Complete your Billings trip with a car rental

Once you've booked your hotel and cheap flight from Chicago to Billings Logan International Airport, your next task is choosing one of our car rentals in Billings. Check out the deals and easily compare your options on price, pick-up convenience, and more.