Chicago to Toronto MDW, ORD, RFD → YTZ, YYZ
Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), Chicago Rockford International Airport (RFD) → Toronto City Centre Airport (YTZ), Pearson International Airport (YYZ)
The cheapest return found recently is $379 with Porter Airlines Canada, 28 Oct – 8 Nov, found today. The cheapest one-way found recently is $156 with Porter Airlines Canada, 30 Jan 2027, found 3 days ago.
Return
The cheapest return fare on each of 8 departure dates is usually $299 to $381.
Cheapest return found recently
$379
28 Oct – 8 Nov · Porter Airlines Canada
O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ)
Leaves 12:20 p.m. · Return leaves 4:35 p.m. · 3 h 51 min of travel, both ways together
out nonstop, back nonstop
found today
Cheapest nonstop return
$379
28 Oct – 8 Nov · Porter Airlines Canada
O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ)
Leaves 12:20 p.m. · Return leaves 4:35 p.m. · 3 h 51 min of travel, both ways together
out nonstop, back nonstop
found today
Found recently, and the cheapest we hold
$379 28 Oct – 8 Novfound todaySee prices for these dates
$296 10 Nov – 22 Novfound 5 days agoSee prices for these dates
What have prices looked like?
Over 25 days, 24 Sept to 18 Oct, the cheapest return we saw each day was $251 to $313.
At $379, the cheapest return found recently is above that range.
25 days is a short history, so treat this range as an early guide.
Those were the prices on those days, not today's.
Is this a good return price?
Compared with the cheapest return fare on each of 8 departure dates from 28 Oct to 4 May 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
We hold no other 11-night return fares leaving within 3 days of 28 Oct to compare.
Every date we hold
21 fares on 8 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 28 Oct – 8 Nov | $379 | Porter Airlines Canada | O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ) | out nonstop, back nonstop | found today | See prices for these dates |
| 30 Oct – 8 Nov | $387 | Porter Airlines Canada | O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ) | out nonstop, back nonstop | found 6 days ago | See prices for these dates |
| 31 Oct – 7 Nov | $347 | Porter Airlines Canada | O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ) | out nonstop, back nonstop | found 5 days ago | See prices for these dates |
| 10 Nov – 22 Nov | $296 | Porter Airlines Canada | O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ) | out nonstop, back nonstop | found 5 days ago | See prices for these dates |
| 11 Nov – 23 Nov | $296 | Porter Airlines Canada | O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ) | out nonstop, back nonstop | found 5 days ago | See prices for these dates |
| 12 Nov – 22 Nov | $300 | Porter Airlines Canada | O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ) | out nonstop, back nonstop | found 5 days ago | See prices for these dates |
| 18 Nov – 19 Nov | $330 | Porter Airlines | O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ) | out nonstop, back nonstop | found 5 days ago | See prices for these dates |
| 4 May 2027 – 12 May 2027 | $474 | Porter Airlines Canada | O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ) | out nonstop, back nonstop | found today | See prices for these dates |
Which month looks cheapest?
November 2026 is the cheapest month — from $296.
Airlines on the cheapest dates: Porter Airlines Canada, Porter Airlines.
One-way
The cheapest one-way fare on each of 4 departure dates is usually $151 to $265.
Cheapest one-way found recently
$156
30 Jan 2027 · Porter Airlines Canada
O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ)
Leaves 12:20 p.m. · 1 h 46 min trip
nonstop
found 3 days ago
Cheapest nonstop one-way
$156
30 Jan 2027 · Porter Airlines Canada
O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ)
Leaves 12:20 p.m. · 1 h 46 min trip
nonstop
found 3 days ago
Found recently, and the cheapest we hold
$156 30 Jan 2027found 3 days agoOpen this trip
$135 11 Novfound 5 days agoOpen this trip
What have prices looked like?
Over 24 days, 24 Sept to 18 Oct, the cheapest one-way we saw each day was $82 to $181.
24 days is a short history, so treat this range as an early guide.
Those were the prices on those days, not today's.
Is this a good one-way price?
Compared with the cheapest one-way fare on each of 4 departure dates from 9 Nov to 30 Jan 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
We hold no other one-way fares leaving within 3 days of 30 Jan 2027 to compare.
Every date we hold
8 fares on 4 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 9 Nov | $232 | Allegiant Air | Chicago Rockford International Airport (RFD) → Pearson International Airport (YYZ) | 1 stop | found 5 days ago | Open this trip |
| 10 Nov | $362 | Allegiant Air | Chicago Rockford International Airport (RFD) → Toronto City Centre Airport (YTZ) | 3 stops | found 6 days ago | Open this trip |
| 11 Nov | $135 | Porter Airlines Canada | O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ) | nonstop | found 5 days ago | Open this trip |
| 30 Jan 2027 | $156 | Porter Airlines Canada | O'Hare International Airport (ORD) → Toronto City Centre Airport (YTZ) | nonstop | found 3 days ago | Open this trip |
Which month looks cheapest?
November 2026 is the cheapest month — from $135.
Airlines on the cheapest dates: Allegiant Air, Porter Airlines Canada.
Premium cabin fares from Chicago to Toronto
We hold no premium economy, business or first-class fares for this route: we collect them for the busiest routes, and this one is not among them yet.
Today's prices for 28 Oct – 8 Nov in another cabin: Premium economy · Business · First
Today's prices for 30 Jan 2027 in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for Chicago to Toronto?
Return
Fares 14 to 29 days before departure were typically 16% lower than 0 to 6 days before departure.
From the cheapest return each day between 24 Sept and 18 Oct (25 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | $352 | $328 | +19% | 11 |
| 7–13 days | $387 | $251 | +31% | 19 |
| 14–29 days | $295 | $275 | Cheapest seen | 21 |
| 30–59 days | $321 | $296 | +9% | 18 |
| 90–179 days | $451 | $451 | +53% | 8 |
| 180+ days | $353 | $292 | +20% | 16 |
One-way
Fares 7 to 13 days before departure were typically 13% lower than 0 to 6 days before departure.
From the cheapest one-way each day between 24 Sept and 18 Oct (24 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | $112 | $93 | +14% | 7 |
| 7–13 days | $98 | $96 | Cheapest seen | 8 |
| 14–29 days | $138 | $135 | +41% | 9 |
| 30–59 days | $193 | $85 | +97% | 15 |
| 60–89 days | $186 | $82 | +90% | 18 |
| 90–179 days | $180 | $156 | +84% | 17 |
| 180+ days | $186 | $186 | +90% | 8 |
Could a nearby airport be cheaper?
A different airport at either end can change the fare — sometimes a lot.
Return
Chicago → Buffalo
95 km from Toronto
$893
$514 more than flying to Toronto
19 Dec – 29 Dec · RFD → BUF · out 1 stop, back 1 stop
found yesterday
Cheapest recent price on each route — round trip, per traveler in Economy. Distances are in a straight line.
Live price for these dates
The cheapest return found recently is for 28 Oct – 8 Nov. A live search on this page shows what those dates cost now, for one adult in economy.
Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work