CA $369 Cheap Flights from Billings (BIL) to Chicago (ORD)

You can find one-way and return flights from BIL to ORD with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when BIL to ORD ticket fares go up or down.

January is typically the cheapest month to fly from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.), with average return fares around CA$456. January sees lower prices because it falls after the holiday travel rush, when demand drops and airlines compete for bookings. Other cheap months to fly from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) include August and September.

There are 2 airlines offering direct flights from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.).

* American Airlines operates 10 direct flights from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) every week.
* United operates 8 direct flights from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) every week.

American Airlines is one of the cheapest airlines offering nonstop return flights from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.), with prices starting from around CA$343 for flights that can be booked for departure within the next year. United offers one of the cheapest connecting return flights from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) with a layover in Denver Intl. (DEN), with prices starting from around CA$343. These prices are per adult for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.

To find a cheap flight from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

The best airline to fly with from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveler to traveler. If you like to fly early, American Airlines offers early morning flights. If price is the most important factor, United typically offers the lowest fares. Alaska Airlines offers the most daily flights from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.

When looking for the best time to fly from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.), it's all about balancing good prices with plenty of flight options. You'll find the cheapest flights in January and September, with average prices around CA$456 for a return flight. While October is the most popular month for this route, offering lots of flight choices, it might not align with the lowest fares. If you're flexible, aiming for January or September could give you a great deal, and you'll still find suitable flight schedules to get you to Chicago.

You'll find around 2 nonstop flights per day from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.). For even more choices, look at flights that include layovers, as there are approximately 16 connecting flights per day. Some common connection points include Seattle - Tacoma Intl. (SEA), Denver Intl. (DEN), and Dallas-Fort Worth Intl. (DFW).

The earliest flight from Billings Logan International Airport (BIL) to Chicago O'Hare International Airport (ORD) typically departs around 5:00 AM local time. This flight is operated by United and is a seasonal service, active in August and September. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.

You'll find the most flights from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) on a Wednesday, with around 14 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include United, Alaska Airlines, and Delta. Flight schedules are quite consistent throughout the week, so you'll have plenty of choices regardless of the day you choose to fly.

The most popular departure times for flights from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) are between 12pm and 3pm. Many major carriers, including American Airlines, Alaska Airlines and United, offer flights during this window. Many travellers prefer this time as it allows for a morning start and an afternoon arrival, giving you time to settle in at your destination.

A direct flight from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically takes around 3 hours, covering a distance of approximately 1703 kilometres. If you opt for a flight with one stop, your travel time will be longer, usually around 5 hours 30 minutes. Flights with two or more stops generally take about 9 hours. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.

Yes, you can fly business class or first class between Billings, MT (BIL-Logan Intl.) and Chicago, IL (ORD-O'Hare Intl.).

You can fly business class with Delta.

First class cabins are available on:

• Alaska Airlines
• Delta
• United
• American Airlines

It's easy to earn miles on a Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

If you're planning to travel to Chicago from Logan Intl. (BIL), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Denver Intl. (DEN), Seattle - Tacoma Intl. (SEA), or Portland Intl. (PDX) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.

Typically, booking a last minute flight from Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Securing a Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

If you booked your Billings, MT (BIL-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.