Cheap flights from Chicago Midway to Canada

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Canada? If you want to travel next month, return fares start from RM1,481. Find the lowest prices on one-way and return flight tickets right here.

Toronto.RM494 per passenger.Departing Sun, 10 Jan.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sun, 10 Jan, arriving in Toronto Pearson International.Price includes taxes and charges.From RM494, select.

Montreal.RM507 per passenger.Departing Tue, 12 Jan.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 12 Jan, arriving in Montreal Pierre Elliott Trudeau.Price includes taxes and charges.From RM507, select.

Calgary.RM627 per passenger.Departing Sat, 5 Dec.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 5 Dec, arriving in Calgary.Price includes taxes and charges.From RM627, select.

Vancouver.RM706 per passenger.Departing Wed, 18 Nov.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 18 Nov, arriving in Vancouver International.Price includes taxes and charges.From RM706, select.

London.RM864 per passenger.Departing Wed, 9 Dec.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 9 Dec, arriving in London.Price includes taxes and charges.From RM864, select.

Ottawa.RM926 per passenger.Departing Tue, 16 Feb.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 16 Feb, arriving in Ottawa International.Price includes taxes and charges.From RM926, select.

Edmonton.RM972 per passenger.Departing Sun, 17 Jan.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 17 Jan, arriving in Edmonton International.Price includes taxes and charges.From RM972, select.

Kelowna.RM1,203 per passenger.Departing Wed, 3 Mar.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 3 Mar, arriving in Kelowna.Price includes taxes and charges.From RM1,203, select.

Halifax.RM1,216 per passenger.Departing Sat, 21 Aug.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 21 Aug, arriving in Halifax International.Price includes taxes and charges.From RM1,216, select.

Quebec.RM1,264 per passenger.Departing Thu, 4 Feb.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 4 Feb, arriving in Quebec.Price includes taxes and charges.From RM1,264, select.

Yellowknife.RM1,297 per passenger.Departing Thu, 3 Dec.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 3 Dec, arriving in Yellowknife.Price includes taxes and charges.From RM1,297, select.

Saskatoon.RM1,365 per passenger.Departing Tue, 5 Jan.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 5 Jan, arriving in Saskatoon.Price includes taxes and charges.From RM1,365, select.

Kamloops.RM1,476 per passenger.Departing Sat, 12 Dec.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Chicago Midway on Sat, 12 Dec, arriving in Kamloops.Price includes taxes and charges.From RM1,476, select.

Winnipeg.RM1,487 per passenger.Departing Sun, 29 Nov.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Chicago Midway on Sun, 29 Nov, arriving in Winnipeg.Price includes taxes and charges.From RM1,487, select.

Sault Ste Marie.RM1,583 per passenger.Departing Sun, 6 Dec.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 6 Dec, arriving in Sault Ste Marie.Price includes taxes and charges.From RM1,583, select.

Regina.RM1,594 per passenger.Departing Sun, 20 Dec.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sun, 20 Dec, arriving in Regina.Price includes taxes and charges.From RM1,594, select.

Show more deals

Alternative Chicago Midway to Canada routes

Compare flight prices from airports across Canada. If you're flexible, you might find a cheaper flight or a faster route from a different airport.

Flights from Chicago Midway Airport to Canada FAQs

What is the cheapest flight to Canada from Chicago Midway?

The cheapest flight from Chicago Midway to Canada costs RM1,224.

Explore the different prices of flights from Chicago Midway to Canada and find the best option for you.

When is it the cheapest time to fly from Chicago Midway to Canada?

The cheapest month to fly from Chicago Midway to Canada is January. See if any of these flights in January suit you.

What is the cheapest Chicago Midway to Canada flight route?

We've taken a look at the year ahead using our flights calendar. The cheapest flight route from Chicago Midway to Canada is Chicago Midway to Toronto Pearson International. You can buy a ticket to fly this route from RM1,224.

Take a look at Chicago Midway to Toronto Pearson International flights.

What is the cheapest airline that flies to Canada from Chicago Midway?

Looking at the year ahead, the cheapest airline flying to Canada from Chicago Midway is Delta.

Explore flight ticket options today.

Cheapest flights to Canada from Chicago Midway

Chicago Midway to Toronto from RM494
Chicago Midway to Montreal from RM507
Chicago Midway to Calgary from RM627
Chicago Midway to Vancouver from RM706
Chicago Midway to London from RM864
Chicago Midway to Ottawa from RM926
Chicago Midway to Edmonton from RM972
Chicago Midway to Kelowna from RM1,203
Chicago Midway to Halifax from RM1,216
Chicago Midway to Quebec from RM1,264
Chicago Midway to Yellowknife from RM1,297
Chicago Midway to Saskatoon from RM1,365

How to find cheap flights from Chicago Midway Airport (MDW) to Canada

Pick up a return flight from Chicago Midway Airport (MDW) to Canada starting at RM1,224, the cheapest price currently available.
You'll be travelling from MDW into Toronto Pearson International in Toronto with that fare.
RM494 is the lowest price for a one-way journey.
Why not let the lowest fares decide where you jet off to next? Select 'Canada' in the 'To' field to find the cheapest deals by city.
There's no shortage of ways to arrive in Canada, with around 25 airports to pick from.
Broaden your search by selecting 'Add nearby airports.' This will compare prices across the airports closest to both your origin and destination, which could help you find a better deal.
Book early. You'll have more airlines, times and routes to pick from. Wait until the last moment and you could be left with fewer options and higher costs.
Stay one step ahead of every fare change. Download the Skyscanner app, set up a Price Alert, and we'll let you know when prices rise or drop.

Best time to fly from Chicago Midway Airport (MDW) to Canada

If you're trying to keep costs low, January is typically the cheapest month to hop on a flight from Chicago Midway Airport (MDW) to Canada, with prices starting at RM1,224.
In general, flying midweek is a practical way to keep costs down. Tuesdays and Wednesdays often mean cheaper prices.
July, August and September are the most popular months to travel to Canada. July comes out on top — though fares are usually also higher at this time.
January, February and April are the least popular months to fly. The quietest month is January. Fewer people are booking seats, so airlines tend to drop prices to help fill flights.

Flights from Chicago Midway Airport (MDW) to Canada: what to expect

Departing from Chicago Midway Airport (MDW), you can fly nonstop to at least one airport in Canada.
Roughly four direct flights connect Chicago Midway Airport (MDW) with cities around Canada each week.
The most popular route from Chicago Midway Airport to Canada is to Toronto.
Across all routes, the average journey comes in at around 1 hour 40 minutes.

Popular places to visit in Canada

Once your Chicago to Canada flights are locked in, the rest of your travel plans can start coming together.

Toronto

Located in Ontario, this city is one of the leading destinations for flights departing Chicago Midway Airport for Canada. Get your sightseeing underway at standout attractions like CN Tower, Royal Ontario Museum and Toronto Islands.
You'll discover plenty of flight deals touching down at Toronto's main airport, Toronto Pearson International Airport (YYZ). Billy Bishop Toronto City Airport (YTZ) and John C. Munro Hamilton International Airport (YHM) give you even more choice.
Looking for the perfect place to stay? Browse the selection of hotels in Toronto.

Vancouver

Explore some of this British Columbia city's highlights including Stanley Park Seawall, Stanley Park and Downtown Vancouver.
When working out where to land, your options include Vancouver International Airport (YVR), Vancouver Coal Harbour Seaplane Base (CXH) and Abbotsford International Airport (YXX).
With your airfare locked in, you can focus on finding the right stay among the hotels in Vancouver.

Montreal

Swing by major attractions like Notre-Dame Basilica of Montreal, Montreal International Jazz Festival and Cirque du Soleil while you're in this corner of Quebec.
You can touch down at Montreal-Trudeau International Airport (YUL) or Montreal Metropolitan Airport (YHU), depending on what fits your route best.
Pick up a deal on where you'll stay by checking out the list of hotels in Montreal.

Visiting Canada for the first time? Here's what you need to know

Entry rules can often change, so check in advance whether you'll need a visa or any other kind of documentation before you travel. Your travel agent, airline or the local embassy should have the latest details.
The main currency is Canadian dollar (CAD).
Canada has a population of around 41 million. The capital city is Ottawa.
Travelling through this destination often means switching time zones along the way. Depending on where you are, standard local time ranges from UTC-8 to UTC-3:30.
July is among the warmest months in Canada, with average top temperatures of up to 12ºC (54ºF).
February is typically the coldest month, with temperatures of around -29ºC (-20ºF). It's worth noting that the weather can vary depending on where you're headed.
August is usually the wettest month, while February is the driest.
Want to line up your trip with a big occasion? Top events worth planning around include Canada Day, Calgary Stampede and the Toronto International Film Festival.

Complete your trip with hotels and a car rental

With your cheap flight from Chicago Midway Airport (MDW) to Canada booked, it's now time to plan the rest of your adventure. Find the best prices and places to suit every budget across hotels in Canada. You can also browse the car rental options in Canada and compare offers from trusted suppliers in seconds.

Canada hotels and car hire

Did you know we can help you plan the rest of your trip from Chicago Midway to Canada? Get exclusive deals and great rates for hotels and car hire in Canada too.