Cheap Flights from Billings to Chicago

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Flight deals from Billings to Chicago

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

Find the cheapest month to fly from Billings to Chicago

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

Direct flights from Billings to Chicago

Billings to Chicago: Flight information

The things to know before you go.
Cheapest flight found$414
Cheapest month to flyMarch
Average flight time2 hrs, 58 mins
Most popular airlineEnvoy Air
Average flights per week70

Finding cheap flights from Billings to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Billings to Chicago is $414. 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.
2 hours and 58 minutes is the average flight time from Billings to Chicago.
Envoy Air, American Airlines and Qatar Airways fly direct from Billings to Chicago.
As of February 2026, there are 35 flights per week flying from Billings to Chicago.
The cheapest month to fly from Billings to Chicago is usually March.
If you're flying from Billings Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $414.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Billings Airport to Chicago on Saturday, 21 March 2026.
Yes – the average flight time is 2 hours and 58 minutes.
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 Chicago 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.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In February, the average temperature is usually around -2°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Delta and United offer the cheapest flight tickets to Chicago.

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

  • Expect to be travelling for 3 hours 15 minutes. On average, that's the duration of a direct flight from Billings Logan International Airport to Chicago.

  • The timezone in Chicago is UTC-5. The city is one hour ahead of Billings, where Billings Logan International Airport is located.

  • With seven flights a week between the two airports, Billings Logan International Airport (BIL) to O'Hare International Airport (ORD) is the busiest route. Catch American Airlines's 06:00 flight to get your trip from BIL to ORD underway.

  • To avoid rushing for your BIL to Chicago flight, leave enough time to check in and find your gate. Arriving two hours ahead of international departures and one hour before domestic flights is the general travel rule.

  • If you're travelling during a major holiday or another peak period, give yourself extra time. A good general rule is two hours ahead of domestic flights and up to four hours before international departures. Queues at check-in and security will be longer.

  • You can book a direct Billings Logan International Airport to Chicago ticket. Begin your journey at BIL and touch down at O'Hare International Airport (ORD).

  • American Airlines is a leading airline that operates direct flights from Billings Logan International Airport to Chicago.

  • BIL is around 3 kilometres from central Billings. If you're catching a cab, ride-sharing or driving from the centre, it'll take 10 minutes or so to get there, depending on traffic conditions. If you're taking public transport, expect the travel time to be around 25 minutes.

  • Booked an early flight from Billings Logan International Airport to Chicago? Avoid the last-minute rush to the airport (and sneak in some extra snooze time) by choosing one of these stays near BIL:

  • Of all flights departing from Billings Logan International Airport, 75.96% land on time at their destination.

  • You'll find BIL at 1901 Terminal Circle, Room 216.

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

  • $308 is the lowest price we've seen for a one-way Billings Logan International Airport to Chicago flight. A round-trip ticket right now is $414. Depending on the availability and when you book, these fares could change.

  • To secure cheap flights from BIL to Chicago, book your trip four months before your departure.

  • August is the best month for landing an awesome deal on Billings Logan International Airport to Chicago tickets. If you're looking to travel at a different time of year, the 'Whole month' tool will give you the lowest prices across every month.

  • Picking up a cheap flight from BIL to Chicago is a breeze with Price Alerts. All you need to do is set up one of these automatic notifications and we'll get in touch when there's a better deal.

  • Tailor your flights with filters. Choose your preferred arrival and departure times, airlines and total journey duration. You can also sort the results by 'Best,' 'Cheapest' or 'Fastest' flights from Billings Logan International Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It takes about 35 minutes to reach the centre driving.

  • Getting there by public transport takes around 55 minutes.

  • The last thing you need is a lengthy journey to your hotel if you're landing late on a flight from Billings Logan International Airport to Chicago. Reserve one of these accommodation options near ORD instead:

  • Get on the fast track to adventure by picking up an O'Hare International Airport rental car. Grab your wheels from Routes Car Rentals, Dollar or Budget to explore Chicago and beyond.

  • Booking your vehicle from O'Hare International Airport about four weeks in advance of your flight from BIL to Chicago can help you secure the lowest rate.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Once your flight from Billings Logan International Airport to Chicago has arrived, you can make your way to the city centre in around 20 minutes by car. Central Chicago is roughly 19 kilometres from Chicago Midway International Airport (MDW).

  • If you choose to travel on public transport, the ride to the centre takes 45 minutes or so.

  • Hang up the 'Do not disturb' sign and rest at a hotel near MDW. Here are a few options where you can put your feet up after your BIL to Chicago flight:

  • Dollar, Hertz and Budget make picking up a Chicago Midway International Airport rental car easy and quick. These companies are located in or around the terminal and will have you on the road before long.

  • Get exactly what you want. Booking your ride from MDW four weeks in advance often means better prices and a bigger choice of vehicles.

  • You can find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 137 kilometres from central Chicago. It takes about 1 hour 25 minutes to reach the city centre in a cab or ride-share once you've stepped off your flight from Billings Logan International Airport to Chicago.

  • The journey will take you around 4 hours 15 minutes if you use public transport.

  • If you don't want to make your way to the centre, choose a hotel close to RFD. Get comfortable at one of these stays after your BIL to Chicago flight:

  • Start your trip without stressing over how to arrive at your destination with a Chicago Rockford International Airport rental car. You can book your wheels with reliable suppliers here like Budget, Alamo and National.

  • Rental agencies sometimes offer deals on early bookings, so secure your vehicle from RFD ahead of your flight from Billings Logan International Airport to Chicago. Plan ahead and your wallet will thank you.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

Best time to go to Chicago

  • Before scheduling your flights from Billings Logan International Airport to Chicago, consider which time of year works best for you. High season in Chicago offers a bustling atmosphere and plenty to do, while the low season brings better hotel deals and fewer crowds.

  • Lock in a Billings Logan International Airport to Chicago flight ticket with a departure in July if you want to visit the city during its warmest month. You can expect temperatures to range from 15ºC to 29ºC.

  • For cooler conditions, search for a cheap ticket from BIL to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

Explore more of United States

  • Chicago has its own special appeal, but there are so many other parts of United States you should also see. About 451 kilometres south-east of Chicago, a visit to Columbus will keep your itinerary packed. Start with popular sights like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • If you're interested in discovering another great destination in United States, consider Indianapolis, roughly 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are among the biggest draws.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.