$174 gets you to Winnipeg and back. $219 gets you to Florida. For under $400 you can be on a beach in Mexico, Aruba or the Bahamas. These are the cheapest round trips out of Toronto we found this week, with the dates that make them work.
Every price below is a real fare we recorded on September 26, 2026: round trip, one adult, economy, taxes and fees included. Cheap fares come and go daily, so treat this as a snapshot and check the live price before you plan around it.
Across Canada: under $330
| Destination | Round trip | Dates | Flight |
|---|---|---|---|
| Winnipeg | $174 | Oct 11 to Oct 18 | Nonstop, Flair |
| Halifax | $193 | Oct 3 to Oct 11 | Nonstop, Flair |
| Thunder Bay | $248 | Oct 15 to Oct 22 | Nonstop, Flair |
| St. John's | $274 | Oct 17 to Oct 23 | Nonstop, Air Canada |
| Vancouver | $319 | Oct 22 to Oct 28 | Nonstop, Flair |
| Calgary | $319 | Oct 16 to Oct 24 | Nonstop, Flair |
Vancouver and Calgary for $319 return, nonstop, are the ones to note: that's cross-country for barely more than a return flight to Montreal ($283 this week). Flair's low fares are the reason, so budget for a bag if you're bringing more than a backpack.
U.S. cities: from $219
| Destination | Round trip | Dates | Flight |
|---|---|---|---|
| Fort Lauderdale | $219 | Oct 29 to Nov 6 | Nonstop, Flair |
| Orlando | $244 | Dec 7 to Dec 16 | Nonstop, Flair |
| Tampa | $285 | Nov 26 to Dec 4 | 1 stop, United and WestJet |
| Boston | $345 | Oct 17 to Oct 23 | Nonstop, Porter |
| New York (LaGuardia) | $376 | Oct 17 to Oct 23 | Nonstop, Air Canada |
Orlando for $244 in early December is a genuinely good family-trip fare: after the U.S. Thanksgiving crowds, before the holiday price spike.
Beaches: under $420
| Destination | Round trip | Dates | Flight |
|---|---|---|---|
| Aruba | $353 | Dec 11 to Dec 17 | Nonstop, Porter |
| Cancún, Mexico | $353 | Dec 5 to Dec 11 | Nonstop, Flair |
| Puerto Vallarta, Mexico | $353 | Dec 6 to Dec 13 | Nonstop, Flair |
| Grand Cayman | $363 | Oct 30 to Nov 6 | Nonstop, Air Canada |
| Nassau, Bahamas | $378 | Oct 26 to Nov 1 | Nonstop, Air Canada |
| Punta Cana, Dominican Republic | $393 | Dec 12 to Dec 18 | Nonstop, Flair |
| Liberia, Costa Rica | $414 | Dec 7 to Dec 16 | Nonstop, Air Canada |
A nonstop to Aruba for $353 in mid-December is the one we'd jump on. Aruba sits outside the hurricane belt and is one of the driest islands in the Caribbean, so a December week there is about as safe a weather bet as the region offers.
Europe: from $599
| Destination | Round trip | Dates | Flight |
|---|---|---|---|
| Lisbon, Portugal | $599 | Nov 14 to Nov 22 | Nonstop, Air Transat |
| Paris, France | $630 | Jan 16 to Jan 24 | 1 stop, Icelandair |
There are thirteen more European cities under $700 right now. We rounded them up in Europe for under $700.
Before you book a cheap fare
- Read the fare type. Flair and the lowest "basic" fares on other airlines charge for carry-on bags and seat selection. Add those in before you compare.
- Try shifting a day. Leaving on a Tuesday and flying home on a Wednesday is usually cheapest from Toronto. Here's our data on that.
- Buy from the airline. Once you've found the fare, book it on the airline's own site. Changes and cancellations are far easier to sort out without a middleman.
OddFare checks the price to over 500 destinations from Toronto every day. See today's fare to every city, or the deals that are well below their usual price.