$133 Cheap Flights from Chicago (MDW) to Toronto (YTZ)

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Cheap Flights from Chicago to Toronto (MDW-YTZ)

Prices were available within the past 7 days and start at $133 for one-way flights and $317 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Wed, May 15 - Thu, May 30
MDW
Chicago
YTZ
Toronto
$317 Roundtrip, found 5 days ago
$317
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Wed, May 15 from Chicago to Toronto, returning Thu, May 30, priced at $317 found 5 days ago
Porter Airlines
Wed, May 15 - Wed, May 15
MDW
Chicago
YTZ
Toronto
$327 Roundtrip, found 3 days ago
$327
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Wed, May 15 from Chicago to Toronto, returning Wed, May 15, priced at $327 found 3 days ago
Porter Airlines
Fri, May 31 - Sun, Jun 9
MDW
Chicago
YTZ
Toronto
$332 Roundtrip, found 5 days ago
$332
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Fri, May 31 from Chicago to Toronto, returning Sun, Jun 9, priced at $332 found 5 days ago
Porter Airlines
Fri, May 10 - Sun, May 26
MDW
Chicago
YTZ
Toronto
$333 Roundtrip, found 3 days ago
$333
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Fri, May 10 from Chicago to Toronto, returning Sun, May 26, priced at $333 found 3 days ago
Porter Airlines
Sat, May 11 - Wed, Sep 11
MDW
Chicago
YTZ
Toronto
$343 Roundtrip, found 3 days ago
$343
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Sat, May 11 from Chicago to Toronto, returning Wed, Sep 11, priced at $343 found 3 days ago
Porter Airlines
Thu, May 23 - Sun, May 26
MDW
Chicago
YTZ
Toronto
$349 Roundtrip, found 6 days ago
$349
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Thu, May 23 from Chicago to Toronto, returning Sun, May 26, priced at $349 found 6 days ago
Porter Airlines
Mon, Jun 3 - Sun, Jun 9
MDW
Chicago
YTZ
Toronto
$358 Roundtrip, found 5 days ago
$358
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Mon, Jun 3 from Chicago to Toronto, returning Sun, Jun 9, priced at $358 found 5 days ago
Porter Airlines
Fri, Jun 7 - Sun, Jun 9
MDW
Chicago
YTZ
Toronto
$360 Roundtrip, found 17 hours ago
$360
Roundtrip
found 17 hours ago
Select Porter Airlines flight, departing Fri, Jun 7 from Chicago to Toronto, returning Sun, Jun 9, priced at $360 found 17 hours ago
Porter Airlines
Wed, Jun 19 - Sun, Jun 23
MDW
Chicago
YTZ
Toronto
$365 Roundtrip, found 5 days ago
$365
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Wed, Jun 19 from Chicago to Toronto, returning Sun, Jun 23, priced at $365 found 5 days ago
Porter Airlines
Thu, Jun 20 - Sun, Jun 23
MDW
Chicago
YTZ
Toronto
$365 Roundtrip, found 5 days ago
$365
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Thu, Jun 20 from Chicago to Toronto, returning Sun, Jun 23, priced at $365 found 5 days ago
Flights from Chicago (MDW) to Toronto (YTZ)
Origin airport
Midway Intl.
Destination airport
Billy Bishop Toronto City
Airlines serving
Porter Airlines
Roundtrip price
$316
Distance
442 mi

Chicago to Toronto Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Toronto offer the perfect respite. Not only does exploring Toronto provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Toronto may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from MDW to YTZ today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Toronto are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Toronto more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Toronto is $133 now!

Frequently asked questions

How much is a one-way flight from MDW to YTZ?
You can score one-way Chicago flights to Toronto starting from $125. This data is based on the cheapest fare found on Expedia for this route leaving within the next three months and was last updated on April 30 2024 and has not changed since. This fare is for an Porter Airlines flight, departing MDW on June 22 2024 and arriving at YTZ.
How long does it take to fly from Midway Intl. Airport (MDW) to YTZ?
Book your trip with Porter Airlines and you can expect to be in the air for around 1 hour and 42 minutes. This leading airline has a direct flight that jets off at 11:24AM from Midway Airport and comes in to land at Billy Bishop Toronto City Airport (YTZ) at 2:06PM. Expedia has flight deals that’ll get you soaring, so check out what’s available on this route today.
Is it cheaper to buy a plane ticket from Chicago Airport to YTZ last minute?
Being spontaneous is a fantastic way to travel, but it isn’t necessarily the best way to pick up a cheap flight. Think about booking your Midway Airport to Billy Bishop Toronto City Airport (YTZ) journey well in advance rather than waiting until the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave all that spontaneity for when you’re exploring Billy Bishop Toronto City Airport (YTZ)!
What is the cheapest airline flying from Midway Airport to Billy Bishop Toronto City Airport (YTZ) in the next 90 days?
With fares from $125 for a flight from Chicago to Toronto, Porter Airlines is the cheapest airline found on Expedia. This price is based on airfares found on Expedia with a departure date within the next 90 days and was updated on April 30 2024 and has not changed since. The flight takes off from Chicago Airport on June 22 2024 and lands at Billy Bishop Toronto City Airport (YTZ).
What's the cheapest price for a flight from Midway Airport to Billy Bishop Toronto City Airport (YTZ) next month?
With a one-way flight from Chicago to Toronto on sale for just $125, you’ll have extra dollars left over for seeing the sights. This airfare was found after searching through all available flights on Expedia within the next 30 days. This particular journey leaves Midway Intl. Airport (MDW) on May 27 2024, comes in to land at Billy Bishop Airport and is with Porter Airlines. The price was last updated on April 30 2024 and has not changed since.
Can I find cheap nonstop flights from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ) in the next three months?
Get set to bag a bargain because we’ve spotted a roundtrip nonstop flight with Porter Airlines and United within the next 90 days for $287. The price was last updated on April 30 2024 and is based on fares found on Expedia with departure dates during the next three months. This flight from Chicago to Toronto departs from Midway Airport on May 25 2024 and arrives at YTZ. The flight’s return date is May 31 2024.If you want to track down nonstop cheap flights from MDW to YTZ, use our filters after you press search. Simply click “Nonstop” under “Filter by” to the left of the page to look over the options. Your results will be arranged from the lowest price, so you’ll see the cheapest nonstop tickets first. You’re also able to compare prices for surrounding days by clicking “Flexible dates” located on the same page.
What airports do you fly into for Toronto from Chicago?
With Billy Bishop Toronto City Airport (YTZ), Pearson Intl. Airport (YYZ) and John C. Munro Hamilton Intl. Airport (YHM) to pick from, getting from Chicago to Toronto is a cinch. The city’s major hub, Billy Bishop Toronto City Airport (YTZ), is approximately 1 mi southwest of the center. Besides the price of tickets, consider things like train or bus options from the airport and the distance to your hotel when deciding where to land. Get your Toronto adventure off to a superb start by discovering CN Tower and Rogers Centre.
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Billy Bishop Airport?
The most popular departure times for flights from Chicago Airport to Billy Bishop Toronto City Airport (YTZ) fall between 5:00 PM - 6:00 PM on Porter Airlines. Our suggestion is to zoom off in the morning. The earlier you leave, the better your odds of a delay-free flight with less air traffic around.
Can I change the date of my flight from MDW to Billy Bishop Airport?
Life can throw a spanner in your plans, so Expedia is here to help make things easy. To start, find your Chicago Airport to Billy Bishop Airport itinerary through the Expedia Trips portal and read the fare rules to see if change fees apply. If you purchased your fare in the last 24 hours, some carriers will let you cancel without charge and organize new flights. If you bought your fare more than 24 hours ago, get in touch with us through our Customer Service portal so we can help you further.
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