Cheap Flights to Bolingbrook , IL from CA $152

View CA $152 flight on Thu, Oct. 2, 2025Opens in a new window

Popular airlines to Bolingbrook

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How much is the cheapest flight to Bolingbrook?

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $239 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Wed, Sep. 24 - Wed, Oct. 15
YUL
Montreal
MDW
Chicago
CA $239 Roundtrip, found 1 day ago
CA $239
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Wed, Sep. 24 from Montreal to Chicago, returning Wed, Oct. 15, priced at CA $239 found 1 day ago
Air Canada
Tue, Nov. 11 - Mon, Nov. 17
YUL
Montreal
ORD
Chicago
CA $240 Roundtrip, found 4 days ago
CA $240
Roundtrip
found 4 days ago
Select Air Canada flight, departing Tue, Nov. 11 from Montreal to Chicago, returning Mon, Nov. 17, priced at CA $240 found 4 days ago
United
Thu, Nov. 13 - Sun, Nov. 16
YYZ
Toronto
ORD
Chicago
CA $243 Roundtrip, found 11 hours ago
CA $243
Roundtrip
found 11 hours ago
Select United flight, departing Thu, Nov. 13 from Toronto to Chicago, returning Sun, Nov. 16, priced at CA $243 found 11 hours ago
American Airlines
Sat, Nov. 1 - Fri, Nov. 7
YYZ
Toronto
ORD
Chicago
CA $260 Roundtrip, just found
CA $260
Roundtrip
just found
Select American Airlines flight, departing Sat, Nov. 1 from Toronto to Chicago, returning Fri, Nov. 7, priced at CA $260 just found
Air Transat
Thu, Oct. 16 - Tue, Oct. 21
YTZ
Toronto
MDW
Chicago
CA $285 Roundtrip, found 1 day ago
CA $285
Roundtrip
found 1 day ago
Select Air Transat flight, departing Thu, Oct. 16 from Toronto to Chicago, returning Tue, Oct. 21, priced at CA $285 found 1 day ago

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

June is typically the cheapest month to fly

From CA $105 - CA $338 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Bolingbrook. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Bolingbrook. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Bolingbrook.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Bolingbrook flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Bolingbrook.

Looking to save even more? Get additional savings by bundling your Bolingbrook flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Bolingbrook trip!

Frequently asked questions

What is the name of Bolingbrook's airport?
Bolingbrook is served by more than one airport, but most visitors prefer to touch down at O'Hare Intl. Airport (ORD).
How far is O'Hare Intl. Airport (ORD) from central Bolingbrook?
O'Hare Airport is 32 kilometres from downtown Bolingbrook, so prepare yourself for a decent commute into the city centre.
What airport is best to fly into Bolingbrook?
Flying to Bolingbrook means hitting the runway at ORD or Chicago Airport. The first is 32 kilometres away from downtown. The second is 29 kilometres away.
How many airlines fly to Bolingbrook?
Bolingbrook is serviced by 51 airlines from at least 237 worldwide airports.
Which airlines fly to Bolingbrook?
United Airlines, American Airlines and Delta are the most frequent fliers to Bolingbrook. The majority of these flights begin in New York, with United Airlines offering the most services on this route.
How many nonstop flights are there to Bolingbrook?
Flying to somewhere new is much simpler when there aren't any stopovers involved. If you're jetting off to Bolingbrook, the good news is that there are 7,564 nonstop flights operating each week.
Where are the most popular flights to Bolingbrook departing from?
The most popular flights to Bolingbrook depart from New York, Washington and Dallas airports.
How long is the flight to Bolingbrook Airport?
If you're heading to Bolingbrook from New York, you're looking at a flight duration of 2 hours and 44 minutes. Those leaving from Washington can expect to be midair for 2 hours and 15 minutes. From Dallas it's approximately 2 hours and 18 minutes away.
How to book the cheapest flight to Bolingbrook?
Don't leave booking your flight to Bolingbrook until the last minute. That's one trick seasoned travellers use to get the best prices. Booking ahead means more options and less expensive flights. Another fantastic way to score the best price is to research all options. If your destination has a few airports, be sure to look into the cost of flying into a smaller terminal. Last but not least, another simple way to save some money is be ready to book at a moment's notice. If you see a fantastic deal, don't hold off --- grab it while you've got the chance.
Do you have any tips for my flight to Bolingbrook?
No matter where you're coming from, flying can be a seamless experience if you're prepared. Check out these handy tips that will help get your Bolingbrook escape started on the right foot. What to pack in your hand luggage:

  • A plane trip can be a stress-free experience if you carry the right gear. Firstly, you'll want some toiletry items, such as a toothbrush and lip balm, a fresh change of clothes and something to read. Secondly, find room in your bag for your electronic gadgets, chargers, any daily medications and maybe a comfy neck pillow too. Lastly, and most importantly, remember to take your passport, travel documents and your bank cards.

Do not pack the following items in your hand luggage:

  • Pack all your full-sized bottles of shampoo and hairspray in your checked baggage. Any liquids in your carry-on bag larger than 3.4 ounces (100 millilitres) will be confiscated by authorities. Sharp or pointed objects, like your pocket knife, and dangerous products which are flammable or explosive, such as aerosol cans, spray paint and poisons, are also restricted.

What to wear on a flight:

  • You'll want to choose comfort over style. Prepare for temperature changes in the cabin by wearing layers, and wear flat, slightly roomy footwear like sneakers.
  • The result of sustained periods of immobility, deep vein thrombosis (DVT) is a blood clot condition that can affect some passengers during long-haul flights. Lower your risks by drinking water, keeping your legs and feet moving and wearing compression socks to help improve your circulation.

How to get through airport security fast when flying to Bolingbrook?
The answer is simple --- be prepared. We've pulled together some useful tips for a fuss-free trip through security. Look out Bolingbrook, here you come:

  • First things first. Your boarding pass and passport will need to be inspected by airport security personnel. Keep them at hand so you don't hold up the queue.
  • The X-ray machine is up next. Remove anything on you that is likely to beep. This includes items like headphones or earphones, as well as heavy coats or jackets. They'll all need to go on the X-ray conveyor belt.
  • All electronic devices, including your laptop and phone, must also be scanned.
  • Any liquids or gels, such as shampoo or hairspray, that you want to bring on board must be no larger than 3.4 ounces (100 millilitres). They must also all fit inside a quart-size (one litre), clear zip-lock bag.
  • Slip-on shoes are a good footwear choice as you're less likely to be required to remove them when going through security. Big boots and other bulky shoes are usually subjected to extra screening.
  • Take all prohibited items out of your carry-on bag. If you have any sharp or pointed objects, put them in your checked baggage. They won't be allowed on board.

Flights to Bolingbrook information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Roundtrip price
CA $239

Trending flights to Bolingbrook

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $239 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Wed, Sep. 24 - Wed, Oct. 15
YUL
Montreal
MDW
Chicago
CA $239 Roundtrip, found 1 day ago
CA $239
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Wed, Sep. 24 from Montreal to Chicago, returning Wed, Oct. 15, priced at CA $239 found 1 day ago
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