Toronto → Chicago flights
Toronto (YHM, YTZ, YYZ)→Chicago (CGX, DPA, MDW, ORD, PWK, RFD)
from$177
Last observed price · Last checked: 11 Aug 2026 · Price may change
Selected search
Last checked: 11 Aug 2026 · Price may change
$177
Thu 17 Sep 2026 → Wed 23 Sep 2026
PDNon-stop6 nights
CheapestLast checked: 11 Aug 2026 · Price may change
$177 lowest$280 average1h 50m fastest
Tickets found in the last 7 days
The lowest fares our queries caught, cheapest first.
PD$177Cheapest17 Sep 2026 → 23 Sep 2026PD · Non-stop · 10:10Last checked: 11 Aug 2026 · Price may change6 nightsView ticket →PD$18016 Sep 2026 → 22 Sep 2026PD · Non-stop · 13:45Last checked: 11 Aug 2026 · Price may change6 nightsView ticket →PD$1805 Sep 2026 → 10 Sep 2026PD · Non-stop · 13:45Last checked: 11 Aug 2026 · Price may change5 nightsView ticket →UA$2107 Sep 2026 → 11 Sep 2026United Airlines · Non-stop · 07:00Last checked: 11 Aug 2026 · Price may change4 nightsView ticket →UA$2104 Sep 2026 → 8 Sep 2026United Airlines · Non-stop · 11:00Last checked: 11 Aug 2026 · Price may change4 nightsView ticket →PD$23728 Aug 2026 → 30 Aug 2026PD · Non-stop · 13:45Last checked: 11 Aug 2026 · Price may change2 nightsView ticket →PD$27110 Oct 2026 → 14 Oct 2026PD · Non-stop · 13:45Last checked: 11 Aug 2026 · Price may change4 nightsView ticket →PD$28720 Aug 2026 → 22 Aug 2026PD · Non-stop · 13:45Last checked: 11 Aug 2026 · Price may change2 nightsView ticket →
Starting prices by month
The lowest fare our queries observed in each month. Open a month to see its days; click a day with no price and we will search it for you.
Observed priceLowest monthno price observedLast checked: 11 Aug 2026
Toronto → ChicagoThu 17 Sep 2026 · $177
Find flightsRoute facts
Direct flights
Non-stop
YHM - CGX, 1h 50m
Airlines seen
3
PD, Air Transat, United Airlines
Cheapest month
September 2026
$177
Average observed
$280
Typical duration
1h 50m
Alternative airports
7
YTZ, YYZ, DPA, MDW, ORD, PWK, RFD
Frequently asked
Are there direct flights from Toronto to Chicago?+−
Yes. We have seen non-stop flights on this route, flown by Air Canada, PD, United Airlines.
How much is a flight from Toronto to Chicago?+−
The lowest fare we have observed is $177, found on 11 Aug 2026. Prices move, so read it as a floor rather than a quote.
Which airlines fly from Toronto to Chicago?+−
These are the carriers we have seen on the route: PD, Air Transat, United Airlines.
When is the cheapest month to fly from Toronto to Chicago?+−
In our observations September 2026 is the cheapest month so far, at $177.
Similar routes
Last checked: 11 Aug 2026