Compare live prices for YYZ to ORD. Use the search panel
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YYZ → ORD08 May 2026Live inventory
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Showing 25
of 95
live flights
porter
PD-2393
13:45
05/08/2026
YTZ
Toronto Airport
0h 50m
Non-stop
14:35
05/08/2026
MDW
Chicago Airport
₹12,569
per person
✕ Non-refundable
porter
PD-2387
08:55
05/08/2026
YTZ
Toronto Airport
0h 50m
Non-stop
09:45
05/08/2026
MDW
Chicago Airport
₹14,396
per person
✕ Non-refundable
American Airlines
AA-3524
06:15
05/08/2026
YYZ
Toronto Airport
1h 10m
Non-stop
07:25
05/08/2026
ORD
Chicago Airport
₹20,372
per person
✕ Non-refundable4 fare options
American Airlines
AA-3606
13:15
05/08/2026
YYZ
Toronto Airport
1h 5m
Non-stop
14:20
05/08/2026
ORD
Chicago Airport
₹20,372
per person
✕ Non-refundable4 fare options
American Airlines
AA-3608
15:13
05/08/2026
YYZ
Toronto Airport
1h 5m
Non-stop
16:18
05/08/2026
ORD
Chicago Airport
₹20,372
per person
✕ Non-refundable3 fare options
American Airlines
AA-3610
18:20
05/08/2026
YYZ
Toronto Airport
1h 5m
Non-stop
19:25
05/08/2026
ORD
Chicago Airport
₹20,372
per person
✕ Non-refundable3 fare options
American Airlines
AA-3604
11:33
05/08/2026
YYZ
Toronto Airport
1h 10m
Non-stop
12:43
05/08/2026
ORD
Chicago Airport
₹20,372
per person
✕ Non-refundable3 fare options
Delta Air Lines
DL-4881
16:04
05/08/2026
YYZ
Toronto Airport
2h 29m
1 Stop
⏱ DTW · 0h 50mDTW Airport
18:33
05/08/2026
MDW
Chicago Airport
₹20,891
per person
✕ Non-refundable
Delta Air Lines
DL-5031
06:10
05/08/2026
YYZ
Toronto Airport
2h 33m
1 Stop
⏱ DTW · 0h 45mDTW Airport
08:43
05/08/2026
MDW
Chicago Airport
₹20,891
per person
✕ Non-refundable
Delta Air Lines
DL-5073
09:49
05/08/2026
YYZ
Toronto Airport
2h 53m
1 Stop
⏱ DTW · 1h 14mDTW Airport
12:42
05/08/2026
MDW
Chicago Airport
₹20,891
per person
✕ Non-refundable
Delta Air Lines
DL-5031
06:10
05/08/2026
YYZ
Toronto Airport
2h 35m
1 Stop
⏱ DTW · 0h 35mDTW Airport
08:45
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable2 fare options
Delta Air Lines
DL-4978
14:20
05/08/2026
YYZ
Toronto Airport
3h 45m
1 Stop
⏱ DTW · 1h 54mDTW Airport
18:05
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable2 fare options
American Airlines
AA-5525
12:34
05/08/2026
YYZ
Toronto Airport
4h 55m
1 Stop
⏱ PHL · 1h 35mPHL Airport
17:29
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable3 fare options
American Airlines
AA-5045
19:15
05/08/2026
YYZ
Toronto Airport
4h 39m
1 Stop
⏱ CLT · 1h 8mCLT Airport
23:54
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable3 fare options
Delta Air Lines
DL-4881
16:04
05/08/2026
YYZ
Toronto Airport
4h 10m
1 Stop
⏱ DTW · 2h 16mDTW Airport
20:14
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable
Delta Air Lines
DL-5256
12:09
05/08/2026
YYZ
Toronto Airport
4h 20m
1 Stop
⏱ DTW · 2h 33mDTW Airport
16:29
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable
American Airlines
AA-5116
18:06
05/08/2026
YYZ
Toronto Airport
5h 32m
1 Stop
⏱ PHL · 2h 22mPHL Airport
23:38
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable2 fare options
Delta Air Lines
DL-4978
14:20
05/08/2026
YYZ
Toronto Airport
5h 54m
1 Stop
⏱ DTW · 3h 59mDTW Airport
20:14
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable
Delta Air Lines
DL-5256
12:09
05/08/2026
YYZ
Toronto Airport
5h 56m
1 Stop
⏱ DTW · 4h 13mDTW Airport
18:05
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable
Delta Air Lines
DL-5073
09:49
05/08/2026
YYZ
Toronto Airport
6h 40m
1 Stop
⏱ DTW · 4h 47mDTW Airport
16:29
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable
Delta Air Lines
DL-5031
06:10
05/08/2026
YYZ
Toronto Airport
6h 51m
1 Stop
⏱ DTW · 4h 55mDTW Airport
13:01
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable
Delta Air Lines
DL-5166
14:30
05/08/2026
YYZ
Toronto Airport
8h 6m
1 Stop
⏱ LGA · 4h 31mLGA Airport
22:36
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable
Delta Air Lines
DL-5208
07:55
05/08/2026
YYZ
Toronto Airport
8h 39m
1 Stop
⏱ LGA · 5h 5mLGA Airport
16:34
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable
Delta Air Lines
DL-3836
12:29
05/08/2026
YYZ
Toronto Airport
8h 51m
1 Stop
⏱ MSP · 5h 57mMSP Airport
21:20
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable
Delta Air Lines
DL-5098
12:05
05/08/2026
YYZ
Toronto Airport
9h 31m
1 Stop
⏱ JFK · 5h 46mJFK Airport
21:36
05/08/2026
ORD
Chicago Airport
₹20,891
per person
✕ Non-refundable
😕 No flights match your filters.
Toronto (YYZ)
Chicago (ORD)
📅 Results on this page are loaded for 08 May 2026. Click View all flights for the complete live search.
Toronto to Chicago — what to expect when booking
The YYZ–ORD route is served by multiple carriers throughout the year.
Fares on this route can move quickly — a price available now may not be there 30 minutes later.
If your dates are flexible, try shifting your departure by a day or two using the date strip above.
Mid-week departures often show lower base fares compared to weekend starts on many routes.
Before you book
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❓ Frequently asked questions — Toronto to Chicago flights
Generally yes — fares on most routes are most competitive around 4–6 weeks before departure. Booking earlier usually means better availability and a lower base fare when your dates are fixed.
The straight-line distance between Toronto,Canada (YYZ) and Chicago,USA (ORD) is approximately shown in the route details above. Actual flying distance may vary slightly depending on routing.
Non-stop availability on this route varies by airline schedule and season. Use the filters below to quickly check whether direct options are available on your selected date.
Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.