Find Cheap Flights from Ontario to Chicago

Search hundreds of travel sites at once for deals on flights to Chicago

Wed 24/1
Wed 31/1
Any month
Compare vs. KAYAK |

Book cheap flights from Ontario to Chicago (round-trip)

Airports
Origin
Toronto
C$ 262
only
C$ 262
C$ 269
only
C$ 269
Destination
Chicago
C$ 262
only
C$ 262
C$ 269
only
C$ 269
Mon, 12 Feb
YYZ
ORD
5h 58m
Wed, 14 Feb
ORD
YYZ
3h 58m
C$ 262
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
SLC
Good 6.3

Too many turbulences !!!

ORD
ATL
Excellent 10.0

My flight was great. Boarding was easy and the seats were comfortable.

JFK
CUN
Okay 4.0

The flight was delayed for 4 hours.

SJD
ATL
Good 7.6

Our Delta plane was brand spanking new. Everything worked and the inflight entertainment system was fantastic with many movies to choose from, free headphones, games, tv shows, etc. The crew was polite and the seating at least as comfortable as expected for a 4 hour flight.

The restrooms in the rear of the plane were remarkably small, even by airline standards. I'm a somewhat larger person and I fit, but I know a lot of people who would literally not be able to fit on the toilet without touching both of the sidewalls or risk getting stuck in there. The boarding process at San Jose Del Cabo was the most ridiculous setup I've ever experienced. There were numerous flights boarding out of the same gates and at least 3 or 4 lines for different destinations forming on a ramp just outside the gates. There were guys with signs trying to herd people into the correct lines and then loading the people onto buses which took you out to the planes. The planes were loading from both the front and rear doors and people were getting tangled up inside because of the haphazard loading process. Very easy for a person to end up on an incorrect plane!!

MSP
SMF
Good 6.3

For a 3 hour flight no onboard entertainment. Such a let down

Tue, 6 Mar
YTZ
MDW
1h 50m
Tue, 13 Mar
MDW
YTZ
1h 37m
C$ 269
Trip: 7 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Excellent 8.0

I liked the lounge

There were a lot of people and not enough outlets

YTZ
MDW
Okay 5.3

If Porter was a budget airline the dreadful customer service might be partially understood, but it's not. Somebody needs to put passenger considerations into operational planning for situations where travel plans are disrupted, especially when they are because of mechanical or airline problems.

YTZ
MDW
Excellent 8.0

Polite crew

Would like a sandwich instead of nuts

YTZ
MDW
Excellent 9.2

There were mechanical delays, so Porter gave an $8 voucher to spend in the airport, which was a nice touch since I had never received that from other airlines who also had mechanical delays.

YTZ
MDW
Good 6.6

Onboard crew was very nice

Crew didn't answer any of my questions, were snappy, and rude.

Tue, 20 Feb
YYZ
ORD
1h 57m
Fri, 23 Feb
ORD
YYZ
1h 31m
C$ 274
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 14 Feb
YYZ
ORD
7h 55m
Wed, 21 Feb
ORD
YYZ
3h 44m
C$ 262
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
TYS
Excellent 9.5

Flight less than 2/3 full, lots of room for comfort. On time, no need to gate check carry on.

nothing, it was great.

DEN
SLC
Mediocre 2.0

Nothing!

Everything

JFK
SLC
Good 6.3

Too many turbulences !!!

MSP
SMF
Good 6.3

For a 3 hour flight no onboard entertainment. Such a let down

JFK
CUN
Okay 4.0

The flight was delayed for 4 hours.

Fri, 6 Apr
YTZ
MDW
1h 50m
Thu, 12 Apr
MDW
YTZ
1h 40m
C$ 269
Trip: 7 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Excellent 9.2

There were mechanical delays, so Porter gave an $8 voucher to spend in the airport, which was a nice touch since I had never received that from other airlines who also had mechanical delays.

YTZ
MDW
Excellent 8.0

Polite crew

Would like a sandwich instead of nuts

YTZ
MDW
Excellent 8.0

I liked the lounge

There were a lot of people and not enough outlets

YTZ
MDW
Okay 5.3

If Porter was a budget airline the dreadful customer service might be partially understood, but it's not. Somebody needs to put passenger considerations into operational planning for situations where travel plans are disrupted, especially when they are because of mechanical or airline problems.

YTZ
MDW
Good 7.3

Quick and convenient boarding, terrific airport, generous terminal lounge for relaxing pre-flight.

Louder than a usual commercial flight, probably due to being a turboprop aircraft.

Thu, 22 Feb
YYZ
ORD
1h 59m
Thu, 1 Mar
ORD
YYZ
1h 31m
C$ 274
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 15 Feb
YYZ
ORD
7h 58m
Tue, 27 Feb
ORD
YYZ
6h 54m
C$ 262
Trip: 13 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MSP
SMF
Good 6.3

For a 3 hour flight no onboard entertainment. Such a let down

ATL
MEX
Excellent 10.0

In some Delta flights that I had in the past the plane was just ok, not bad, not good. But this plane ATL-MEX was great, very nice and conformable plane, it looks and feels excellent!

ATL
TYS
Excellent 9.5

Flight less than 2/3 full, lots of room for comfort. On time, no need to gate check carry on.

nothing, it was great.

JFK
CUN
Okay 4.0

The flight was delayed for 4 hours.

SJD
ATL
Good 7.6

Our Delta plane was brand spanking new. Everything worked and the inflight entertainment system was fantastic with many movies to choose from, free headphones, games, tv shows, etc. The crew was polite and the seating at least as comfortable as expected for a 4 hour flight.

The restrooms in the rear of the plane were remarkably small, even by airline standards. I'm a somewhat larger person and I fit, but I know a lot of people who would literally not be able to fit on the toilet without touching both of the sidewalls or risk getting stuck in there. The boarding process at San Jose Del Cabo was the most ridiculous setup I've ever experienced. There were numerous flights boarding out of the same gates and at least 3 or 4 lines for different destinations forming on a ramp just outside the gates. There were guys with signs trying to herd people into the correct lines and then loading the people onto buses which took you out to the planes. The planes were loading from both the front and rear doors and people were getting tangled up inside because of the haphazard loading process. Very easy for a person to end up on an incorrect plane!!

Fri, 27 Apr
YTZ
MDW
1h 45m
Sun, 29 Apr
MDW
YTZ
1h 40m
C$ 269
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Okay 5.3

If Porter was a budget airline the dreadful customer service might be partially understood, but it's not. Somebody needs to put passenger considerations into operational planning for situations where travel plans are disrupted, especially when they are because of mechanical or airline problems.

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Excellent 9.2

There were mechanical delays, so Porter gave an $8 voucher to spend in the airport, which was a nice touch since I had never received that from other airlines who also had mechanical delays.

YTZ
MDW
Excellent 10.0

Good

YTZ
MDW
Excellent 8.0

Delay

Wed, 28 Feb
YYZ
ORD
1h 57m
Wed, 14 Mar
ORD
YYZ
1h 31m
C$ 274
Trip: 14 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 22 Feb
YYZ
ORD
7h 42m
Wed, 7 Mar
ORD
YYZ
7h 51m
C$ 262
Trip: 14 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
SLC
Good 6.3

Too many turbulences !!!

MSP
SMF
Good 6.3

For a 3 hour flight no onboard entertainment. Such a let down

ATL
SJD
Excellent 8.0

On time departure, actually got to Cabo early.

The seat in front of mine had a broken reclining lock mechanism and the passenger kept trying to switch from recline to sitting up and it wouldn't latch in the upright position, so he kept jerking the seatback up and down for the entire 4 hour flight. Also the rows were so tight, and seatbacks were so close together, that the reclining seat in front of me was 6 inches from my face.

TYS
ATL
Excellent 8.4

Everything went well...on time, quick boarding and free gate check of bag.

JFK
CUN
Okay 4.0

The flight was delayed for 4 hours.

Thu, 3 May
YTZ
MDW
1h 45m
Mon, 7 May
MDW
YTZ
1h 40m
C$ 271
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Excellent 8.3

fast

no TSA precheck

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Excellent 10.0

Good

YTZ
MDW
Good 7.3

Quick and convenient boarding, terrific airport, generous terminal lounge for relaxing pre-flight.

Louder than a usual commercial flight, probably due to being a turboprop aircraft.

YTZ
MDW
Mediocre 2.0

Nothing

Everything

Thu, 1 Mar
YYZ
ORD
1h 57m
Thu, 15 Mar
ORD
YYZ
1h 31m
C$ 274
Trip: 14 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 27 Feb
YYZ
ORD
7h 18m
Wed, 7 Mar
ORD
YYZ
5h 00m
C$ 262
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MEX
Excellent 10.0

In some Delta flights that I had in the past the plane was just ok, not bad, not good. But this plane ATL-MEX was great, very nice and conformable plane, it looks and feels excellent!

DTW
PVR
Excellent 8.6

Easy flight from check-in to boarding to deplaning.

Nothing really! No entertainment and nothing but almonds eaten.

ATL
TYS
Excellent 9.5

Flight less than 2/3 full, lots of room for comfort. On time, no need to gate check carry on.

nothing, it was great.

DEN
SLC
Mediocre 2.0

Nothing!

Everything

ATL
SJD
Excellent 8.0

On time departure, actually got to Cabo early.

The seat in front of mine had a broken reclining lock mechanism and the passenger kept trying to switch from recline to sitting up and it wouldn't latch in the upright position, so he kept jerking the seatback up and down for the entire 4 hour flight. Also the rows were so tight, and seatbacks were so close together, that the reclining seat in front of me was 6 inches from my face.

Sat, 5 May
YTZ
MDW
1h 45m
Mon, 7 May
MDW
YTZ
1h 40m
C$ 271
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Mediocre 2.0

Nothing

Everything

YTZ
MDW
Good 6.6

Onboard crew was very nice

Crew didn't answer any of my questions, were snappy, and rude.

YTZ
MDW
Excellent 10.0

Good

YTZ
MDW
Excellent 8.0

Delay

YTZ
MDW
Good 6.0

Efficient

Late flight

Tue, 13 Mar
YYZ
ORD
1h 59m
Tue, 20 Mar
ORD
YYZ
1h 31m
C$ 274
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 28 Feb
YYZ
ORD
7h 42m
Wed, 7 Mar
ORD
YYZ
6h 03m
C$ 262
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
TYS
ATL
Excellent 8.4

Everything went well...on time, quick boarding and free gate check of bag.

MSP
SMF
Good 6.3

For a 3 hour flight no onboard entertainment. Such a let down

ATL
SJD
Excellent 8.0

On time departure, actually got to Cabo early.

The seat in front of mine had a broken reclining lock mechanism and the passenger kept trying to switch from recline to sitting up and it wouldn't latch in the upright position, so he kept jerking the seatback up and down for the entire 4 hour flight. Also the rows were so tight, and seatbacks were so close together, that the reclining seat in front of me was 6 inches from my face.

DEN
SLC
Mediocre 2.0

Nothing!

Everything

JFK
SLC
Good 6.3

Too many turbulences !!!

Wed, 21 Feb
YTZ
MDW
1h 50m
Sat, 24 Feb
MDW
YTZ
1h 37m
C$ 272
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Mediocre 2.0

Nothing

Everything

YTZ
MDW
Excellent 8.3

fast

no TSA precheck

YTZ
MDW
Excellent 8.0

Delay

YTZ
MDW
Good 6.0

Efficient

Late flight

YTZ
MDW
Good 6.6

Onboard crew was very nice

Crew didn't answer any of my questions, were snappy, and rude.

Sun, 18 Mar
YYZ
ORD
1h 57m
Wed, 21 Mar
ORD
YYZ
1h 31m
C$ 274
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 1 Mar
YYZ
ORD
7h 01m
Thu, 8 Mar
ORD
YYZ
5h 00m
C$ 262
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MSP
CUN
Good 6.3

On time, pretty friendly crew

Too small a plane for that long a trip. Bathrooms were VERY small & rare.

DEN
SLC
Mediocre 2.0

Nothing!

Everything

ATL
SJD
Excellent 8.0

On time departure, actually got to Cabo early.

The seat in front of mine had a broken reclining lock mechanism and the passenger kept trying to switch from recline to sitting up and it wouldn't latch in the upright position, so he kept jerking the seatback up and down for the entire 4 hour flight. Also the rows were so tight, and seatbacks were so close together, that the reclining seat in front of me was 6 inches from my face.

ATL
TYS
Excellent 9.5

Flight less than 2/3 full, lots of room for comfort. On time, no need to gate check carry on.

nothing, it was great.

DTW
PVR
Excellent 8.6

Easy flight from check-in to boarding to deplaning.

Nothing really! No entertainment and nothing but almonds eaten.

Wed, 14 Feb
YTZ
MDW
1h 50m
Thu, 15 Feb
MDW
YTZ
1h 34m
C$ 273
Trip: 2 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 100 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Mediocre 2.0

Nothing

Everything

YTZ
MDW
Excellent 9.2

There were mechanical delays, so Porter gave an $8 voucher to spend in the airport, which was a nice touch since I had never received that from other airlines who also had mechanical delays.

YTZ
MDW
Good 7.3

Quick and convenient boarding, terrific airport, generous terminal lounge for relaxing pre-flight.

Louder than a usual commercial flight, probably due to being a turboprop aircraft.

YTZ
MDW
Good 6.6

Onboard crew was very nice

Crew didn't answer any of my questions, were snappy, and rude.

Ontario to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Ontario
Flight Price C$ 262
Airlines Delta, Porter Airlines
*
Prices are per person, are for e–tickets and include all taxes & fees in CAD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.