Toronto to Chicago flights
Routavio compares airline fares from several flight booking sites. The lowest one-way fare it found for Toronto to Chicago is €123 with Flair Airlines (checked on 5 Nov 2026).
Your next trip, last seen at €123
Lowest observedFlair Airlines · 1 stop · One wayWhen to fly
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The lowest fare we observed for each month. Open a month to see its days, then pick your outbound and return. A day with no price is one we will search for you.
One-way fare
- Lowest observed
- €123, departing 17 Feb 2027 (Last checked: 5 Nov 2026)One-way fare · Priced departure days checked in the last 14 days: 22Check live prices for this route
- Round trip
- €245, departing 27 Nov 2026, back 29 Nov 2026 (Last checked: 12 Nov 2026)
- Non-stop, one way
- €151, departing 26 Nov 2026 (Last checked: 6 Nov 2026)
- Airlines seen
- American Airlines, Air Canada, Porter Airlines Canada, United Airlines, Flair Airlines, WestJet
- Fastest observed flight time
- 2h 03m
- Non-stop
- Yes
About this route
Explore the fares we observed from Toronto to Chicago. Prices move often, so pick your dates to see the latest options.
- Route distance
- 701 km
- Fastest observed flight time
- 2h 03m
- Airlines seen
- American Airlines, Air Canada, Porter Airlines Canada, United Airlines, Flair Airlines, WestJet
- Alternative airports
- YHM, YTZ, CGX, DPA, MDW, PWK, RFD
Route-level information; individual journeys vary.
A clearer picture of your fare
If the observed fare for this date drops, we will email you. At most one message a day.
Non-stop airlines seen on this route
| Airline | Non-stop days / priced days |
|---|---|
| Porter Airlines Canada | 84 / 101 |
Departure days with a non-stop fare checked in the last 14 days. A carrier listed here had a non-stop fare on at least 3 days; schedules may differ.
Airport to city: straight-line distance
- Billy Bishop Toronto City Airport (YTZ) → Toronto, city gazetteer reference point (43.6535, -79.3839): ≈ 3 km.
- Toronto Pearson International Airport (YYZ) → Toronto, city gazetteer reference point (43.6535, -79.3839): ≈ 20 km.
- Chicago Midway International Airport (MDW) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 14 km.
- Chicago O'Hare International Airport (ORD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 25 km.
- Chicago Rockford International Airport (RFD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 126 km.
Approximate distances calculated from coordinates, not road distances or travel times. These airports serve the city; they are not confirmed endpoints of an offer.
Lowest fare by departure month
| Month | Lowest fare | Priced days |
|---|---|---|
| November 2026 | €136 | 12 |
| December 2026 | €141 | 10 |
Lowest fare by day of the week
Cheapest Wednesday departure we saw from Toronto to Chicago: 25 Nov 2026, €136 (checked 11 Nov 2026).
| Day | Lowest fare | Priced days |
|---|---|---|
| Monday | €145 | 3 |
| Tuesday | €145 | 3 |
| Wednesday | €136 | 3 |
| Friday | €141 | 3 |
| Saturday | €145 | 4 |
| Sunday | €145 | 4 |
One-way fares checked in the last 14 days. Each figure is the lowest priced departure day we saw, not a guaranteed fare.
Observed fares by departure date
| Departure | Fare | Seen on |
|---|---|---|
| €240 | 12 Nov 2026 | |
| €240 | 12 Nov 2026 | |
| €240 | 12 Nov 2026 | |
| €240 | 12 Nov 2026 | |
| €240 | 12 Nov 2026 | |
| €240 | 12 Nov 2026 | |
| €240 | 12 Nov 2026 | |
| €205 | 9 Nov 2026 | |
| €172 | 12 Nov 2026 | |
| €172 | 12 Nov 2026 | |
| €172 | 12 Nov 2026 | |
| €136 | 11 Nov 2026 | |
| €151 | 6 Nov 2026 | |
| €151 | 6 Nov 2026 | |
| €152 | 5 Nov 2026 | |
| €152 | 6 Nov 2026 | |
| €152 | 5 Nov 2026 | |
| €152 | 5 Nov 2026 | |
| €152 | 6 Nov 2026 | |
| €123 | 5 Nov 2026 |
One-way fares. Each row is one price we saw for that departure day on the date shown, not a guaranteed fare.
Lowest fare by days before departure
Lowest fare from Toronto to Chicago by days until departure (8 to 30 days): €136 (checked 11 Nov 2026).
| Days before departure | Lowest fare | Priced days |
|---|---|---|
| 0 to 7 days | €205 | 8 |
| 8 to 30 days | €136 | 8 |
| 31 to 60 days | €145 | 6 |
One-way fares checked in the last 14 days. Each figure is the lowest stored fare for that distance to departure, not a price forecast.
Fares for different departure dates, checked now; not a guide to when to book.
Lowest one-way fare we saw per airline
Cheapest airline from Toronto to Chicago: Flair Airlines, €123 (checked 6 Nov 2026).
| Airline | Lowest fare | Priced days |
|---|---|---|
| Flair Airlines | €123Feb 17, 2027 | 4 |
| Porter Airlines Canada | €151Nov 26, 2026 | 84 |
One-way fares checked in the last 14 days. An airline listed here had a fare on at least 3 departure days. Each figure is the lowest we saw, not a guaranteed fare. Connecting itineraries are included; the date is the departure day of that fare.
Frequently asked
How much is a flight from Toronto to Chicago?
The lowest fare Routavio has observed is €123, found on 5 Nov 2026.
Are there direct flights from Toronto to Chicago?
Yes. Published schedules report non-stop flights on this route with American Airlines, Air Canada, Porter Airlines Canada, United Airlines.
Which airlines fly from Toronto to Chicago?
Routavio has seen these carriers on the route: American Airlines, Air Canada, Porter Airlines Canada, United Airlines, Flair Airlines, WestJet.
How many of the observed Toronto to Chicago fares were non-stop?
77 of the 87 fares we observed were non-stop; the rest included at least one stop. That describes our observations, not every flight that operates.
How much is a round trip from Toronto to Chicago?
Cheapest round trip: €245, departing 27 Nov 2026, back 29 Nov 2026 (checked 12 Nov 2026).
How much is a non-stop flight from Toronto to Chicago?
Cheapest non-stop one-way fare: €151, departing 26 Nov 2026 (checked 6 Nov 2026).
Which airlines had non-stop offers on at least 3 departure dates from Toronto to Chicago?
For Toronto to Chicago, examples of observed one-way non-stop offers checked within the last 14 days: Porter Airlines Canada (84). Each number counts distinct departure dates, not weekly flights; check current availability in search.
Which day of the week is cheapest from Toronto to Chicago?
Cheapest Wednesday departure we saw from Toronto to Chicago: 25 Nov 2026, €136 (checked 11 Nov 2026).
Which airline has the lowest fare from Toronto to Chicago?
Cheapest airline from Toronto to Chicago: Flair Airlines, €123 (checked 6 Nov 2026).
How observed prices work, what "No data" means and what a fare includes: Read the flight price guide · Price and schedule freshness on Routavio
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Recently observed fares. Prices may change.