Cheap Flights to Oak Brook , IL from CA $152

View CA $152 flight on Sat, Oct. 25, 2025Opens in a new window

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How much is the cheapest flight to Oak Brook?

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $244 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, Nov. 6 - Sun, Nov. 9
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, found 10 hours ago
CA $244
Roundtrip
found 10 hours ago
Select Air Canada flight, departing Thu, Nov. 6 from Toronto to Chicago, returning Sun, Nov. 9, priced at CA $244 found 10 hours ago
United
Thu, Nov. 20 - Sun, Nov. 23
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, just found
CA $244
Roundtrip
just found
Select United flight, departing Thu, Nov. 20 from Toronto to Chicago, returning Sun, Nov. 23, priced at CA $244 just found
Porter Airlines
Tue, Jul. 22 - Mon, Aug. 11
YTZ
Toronto
MDW
Chicago
CA $256 Roundtrip, found 1 day ago
CA $256
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Tue, Jul. 22 from Toronto to Chicago, returning Mon, Aug. 11, priced at CA $256 found 1 day ago
American Airlines
Sat, Nov. 1 - Thu, Nov. 6
YYZ
Toronto
ORD
Chicago
CA $261 Roundtrip, found 18 hours ago
CA $261
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Nov. 1 from Toronto to Chicago, returning Thu, Nov. 6, priced at CA $261 found 18 hours ago
Air Transat
Wed, Jul. 30 - Mon, Sep. 8
YTZ
Toronto
MDW
Chicago
CA $292 Roundtrip, found 6 days ago
CA $292
Roundtrip
found 6 days ago
Select Air Transat flight, departing Wed, Jul. 30 from Toronto to Chicago, returning Mon, Sep. 8, priced at CA $292 found 6 days 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 $339 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Oak Brook. 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 Oak Brook. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Oak Brook.

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 Oak Brook 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 Oak Brook.

Looking to save even more? Get additional savings by bundling your Oak Brook 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 Oak Brook trip!

Frequently asked questions

What is the name of Oak Brook's airport?
Oak Brook is served by several airports, but most travellers use O'Hare Intl. Airport (ORD).
How far is O'Hare Intl. Airport (ORD) from central Oak Brook?
It's 16 kilometres from O'Hare Intl. Airport (ORD) to downtown Oak Brook. Make things easier by researching the best way of commuting from the airport to the city centre before you land.
What airport is best to fly into Oak Brook?
Travellers heading to Oak Brook can hit the tarmac at two major airports. ORD is 16 kilometres away from the centre of town. Midway Intl. Airport (MDW) is 19 kilometres away.
How many airlines fly to Oak Brook?
There are 51 air carriers connecting Oak Brook with 237 airports globally.
Which airlines fly to Oak Brook?
United Airlines, American Airlines and Delta are the most frequent fliers to Oak Brook. 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 Oak Brook?
Planning an exciting Oak Brook getaway is a cinch when there are 7,564 nonstop flights every week to pick from.
Where are the most popular flights to Oak Brook departing from?
Flights to Oak Brook departing from New York, Washington and Dallas airports are always popular.
How long is the flight to Oak Brook Airport?
Which airport you depart from determines how much of the in-flight entertainment you'll get to enjoy. From New York to Oak Brook, the average flight time is 2 hours and 44 minutes. From Washington it's around 2 hours and 15 minutes, and from Dallas it's 2 hours and 18 minutes.
How to book the cheapest flight to Oak Brook?
Don't leave locking in your flight to Oak Brook until the last possible moment. That's one move well-versed jet-setters use to get the best prices. Booking ahead means more options and more affordable flights. Don't stop there, though. Do some research and check if there are a few airports at your destination. Ticket prices often differ depending on which airport you use. Make sure you compare prices across air carriers too. Last but not least, another easy way to save some money is be ready to book fast. If you stumble on an amazing bargain, don't hesitate --- snap it up while the opportunity's there.
Do you have any tips for my flight to Oak Brook?
If you're poorly prepared, airports and flying can be tough. But there's no need to worry. Follow these handy hints for a pleasant start to your getaway in Oak Brook. What to pack in your hand luggage:

  • The trick to having a great travel experience is to pack in advance. Start with the essentials: passport, boarding pass, credit cards and any vital medications. Next, take on board items that'll help pass the time, like your laptop or a few magazines. It's also a wise idea to pack your chargers, a neck pillow and a pair of noise-cancelling headphones. Finally, be sure to toss in toiletries like a toothbrush, facial wipes and a clean T-shirt.

Do not pack the following items in your hand luggage:

  • Double-check that you don't have a pocket knife hiding in the bottom of your hand luggage. Other prohibited items include explosive or flammable goods, such as bleach and fuel, and liquids and gels in containers with a volume of more than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • The aisles of an aircraft are no place for a fashion parade. Layer your clothing and opt for shoes that are closed-toe, flat and easy to slip on and off.
  • You've probably heard about deep vein thrombosis (DVT), a blood clot condition caused by prolonged periods of sitting. To minimize your risk on board, drink lots of water, consider wearing compression tights or socks and move your legs and feet often.

How to get through airport security fast when flying to Oak Brook?
The secret is to be organized before you arrive at security. That way, you'll be boarding that plane to Oak Brook in no time at all. Follow these tips and get your trip off to a fantastic start:

  • Airport security personnel first need to verify that you have a valid ID and travel documents before you're allowed to proceed any further. Have them within easy reach, ready for inspection.
  • After that, both you and your carry-on luggage must be X-rayed. To speed things up, take off anything that might set the alarms off. Personal belongings like your coat, belt and headphones will be required to go through the machine.
  • Your electronic devices like laptops and phones will also have to go on a tray for inspection. Don't worry though, you'll be back online before you know it.
  • Remove all liquids and gels from your carry-on luggage. They often need to be sent through the X-ray separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit in a single quart-size (one litre), clear zip-lock bag.
  • It's also possible you'll be required to take your shoes off to be X-rayed, so wearing slip-on shoes is always a wise idea.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp or pointed objects, pack them in your checked luggage. They won't be allowed on board and will be confiscated.

Flights to Oak Brook information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $244

Trending flights to Oak Brook

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $244 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, Nov. 6 - Sun, Nov. 9
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, found 10 hours ago
CA $244
Roundtrip
found 10 hours ago
Select Air Canada flight, departing Thu, Nov. 6 from Toronto to Chicago, returning Sun, Nov. 9, priced at CA $244 found 10 hours ago
*Available to Expedia members.