Cheap Flights to Countryside , IL from CA $152

View CA $152 flight on Wed, Oct. 15, 2025Opens in a new window

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How much is the cheapest flight to Countryside?

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $243 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Sat, Dec. 13 - Mon, Dec. 15
YTZ
Toronto
ORD
Chicago
CA $243 Roundtrip, just found
CA $243
Roundtrip
just found
Select Air Canada flight, departing Sat, Dec. 13 from Toronto to Chicago, returning Mon, Dec. 15, priced at CA $243 just found
Porter Airlines
Fri, Nov. 21 - Sun, Nov. 23
YTZ
Toronto
MDW
Chicago
CA $243 Roundtrip, just found
CA $243
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Nov. 21 from Toronto to Chicago, returning Sun, Nov. 23, priced at CA $243 just found
United
Wed, Nov. 12 - Sun, Nov. 16
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, just found
CA $244
Roundtrip
just found
Select United flight, departing Wed, Nov. 12 from Toronto to Chicago, returning Sun, Nov. 16, priced at CA $244 just found
American Airlines
Thu, Aug. 28 - Tue, Sep. 9
YYZ
Toronto
ORD
Chicago
CA $263 Roundtrip, found 2 days ago
CA $263
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Aug. 28 from Toronto to Chicago, returning Tue, Sep. 9, priced at CA $263 found 2 days ago
Air Transat
Fri, Sep. 5 - Sat, Sep. 13
YTZ
Toronto
MDW
Chicago
CA $285 Roundtrip, found 3 days ago
CA $285
Roundtrip
found 3 days ago
Select Air Transat flight, departing Fri, Sep. 5 from Toronto to Chicago, returning Sat, Sep. 13, priced at CA $285 found 3 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 Countryside. 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 Countryside. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Countryside.

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 Countryside 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 Countryside.

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

Frequently asked questions

What is the name of Countryside's airport?
Countryside is served by several airports, but most people use O'Hare Intl. Airport (ORD).
How far is ORD from central Countryside?
It's 24 kilometres from ORD to downtown Countryside. Make your life easier by working out the fastest way of travelling from the airport to the city centre before you arrive.
What airport is best to fly into Countryside?
There are two major airports that connect travellers with Countryside. O'Hare Intl. Airport (ORD) is about 24 kilometres from the downtown area, while MDW is around 11 kilometres away. Once you find a good price and book a place to stay, you'll have a better idea of which one to touchdown at.
How many airlines fly to Countryside?
There are 51 airlines that service Countryside from 237 airports around the world.
Which airlines fly to Countryside?
Countryside receives the majority of its flights from United Airlines, American Airlines and Delta with United Airlines being the preferred choice of airline. New York is the most popular city for travellers to set off from.
How many nonstop flights are there to Countryside?
Organizing an exciting Countryside escape is simple when there are 7,564 nonstop flights every week to select from.
Where are the most popular flights to Countryside departing from?
Flights to Countryside from New York, Washington and Dallas airports are highly sought after.
How long is the flight to Countryside Airport?
If you're flying to Countryside from New York, you're looking at a flight duration of 2 hours and 44 minutes. Those setting off from Washington can expect to be in the air for 2 hours and 15 minutes. From Dallas it's approximately 2 hours and 18 minutes away.
How to book the cheapest flight to Countryside?
Don't leave locking in your flight to Countryside until the last possible moment. That's one trick savvy travellers use to get the best deals. Booking well in advance means more options and cheaper flights. Also, do some online research and compare your options. If your destination has several airports, you may be able to score a great deal by flying into a less busy terminal. Finally, another simple way to save some money is be ready to book at a moment's notice. If you spot an amazing bargain, don't think twice --- snap it up while you can.
Do you have any tips for my flight to Countryside?
We've pulled together all the info you need to make your journey as stress-free as possible. Follow our tips and you'll be speeding through the airport and seeing the best of Countryside before you know it. What to pack in your hand luggage:

  • It's easy --- first, put in your passport, important documents, bank cards and vital medications. Next, you'll want some entertainment to while away the hours. A juicy novel and a tablet crammed with your favourite movies are some fantastic options. If you plan to take a quick nap, a comfy neck pillow and a pair of earplugs will also come in handy. Finally, find room for a few toiletry items so you'll arrive feeling fresh and raring to go.

Do not pack the following items in your hand luggage:

  • While the list of banned items differs between air carriers, the general rule to follow is avoid carrying anything flammable, sharp or explosive. This includes things like screwdrivers, blades, spray paint and fireworks. Sports equipment like hockey sticks, and items that could harm other people, such as firearms and swords, won't be allowed on board either.

What to wear on a flight:

  • You'll want to choose comfort over style. Prepare for changes in cabin temperature by layering up, and opt for flat, slightly roomy shoes like sneakers.
  • The result of sustained periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect some passengers during long-distance flights. Reduce the risks by drinking water, keeping your legs and ankles moving and wearing compression socks or tights.

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

  • First things first. Your travel documents and ID will need to be inspected by airport security personnel. Keep them handy so you don't hold up the queue.
  • After that, both you and your hand luggage will be X-rayed. To make the process quick and painless, take off anything that is likely to set the alarm off. Items like your jacket, belt and headphones will be required to go through the machine.
  • For just a few moments, you'll need to unplug from the digital world. Your tablet, phone and any other electronic devices must also go through the scanner.
  • Want to bring along your favourite cologne or perfume? Not a problem. As long as the volume is no larger than 3.4 ounces (100 millilitres) and it's stored in a zip-close bag, you can keep it with you on board.
  • Slip-on shoes are a clever footwear choice as you're less likely to have to remove them when passing through security. Hiking boots and other heavy-style shoes are usually subjected to extra screening.
  • Airlines will not allow any sharp objects to come on board with you. If you need to bring these kinds of items, pack them in your checked baggage.

Flights to Countryside information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $243

Trending flights to Countryside

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $243 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Sat, Dec. 13 - Mon, Dec. 15
YTZ
Toronto
ORD
Chicago
CA $243 Roundtrip, just found
CA $243
Roundtrip
just found
Select Air Canada flight, departing Sat, Dec. 13 from Toronto to Chicago, returning Mon, Dec. 15, priced at CA $243 just found
*Available to Expedia members.