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Ontario to Chicago Midway Flight Information

Flights Arrive in Chicago Midway
Flights Depart from Ontario
Flight Price C$ 250
Airlines Porter Airlines, Delta

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

Airports
Origin
Toronto
C$ 295
only
C$ 295
C$ 250
only
C$ 250
Destination
Chicago
C$ 250
only
C$ 250
Sat, 3 Nov
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
Wed, 7 Nov
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
C$ 250
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 119 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.9
YTZ
MDW
Excellent 10.0

It was hassle free. Trace and arrival times were perfect. Thank you for caring.

YTZ
MDW
Excellent 8.0

I liked the lounge

There were a lot of people and not enough outlets

YTZ
MDW
Excellent 10.0

Good

YTZ
MDW
Mediocre 2.0

Nothing

Everything

YTZ
MDW
Excellent 8.0

Polite crew

Would like a sandwich instead of nuts

Fri, 19 Oct
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
4h 59m
Wed, 24 Oct
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
5h 18m
C$ 295
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SLC
AMS
Excellent 9.6

You guys did an all around great job and my flight experience was the best I’ve ever had. The quality of the service was exceptional.

AMS
DTW
Excellent 8.0

Didn’t like the fact that online check in didn’t work on the Delta app.di

JFK
MXP
Good 7.6

There were actual meals served on the flight. They were pretty good. Free movies available.

There was one cranky flight attendant. The seats don’t recline quite enough to be able to sleep.

MSP
EWR
Okay 4.3

Seats more comfortable, plan wasn’t too full

No charging port for cellphone.

LAX
OGG
Okay 4.3

Why use old planes for such a long flight? Toilet overflowed, poor quality tv, and only peanuts?

Sat, 13 Oct
YTZ
Toronto Island
MDW
Chicago Midway
1h 47m
Tue, 16 Oct
MDW
Chicago Midway
YTZ
Toronto Island
1h 42m
C$ 251
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 119 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.9
YTZ
MDW
Excellent 8.0

Polite crew

Would like a sandwich instead of nuts

YTZ
MDW
Excellent 8.0

Delay

YTZ
MDW
Okay 4.0

Got to Billy Bishop, only to find out flight is delayed 2 hours.

YTZ
MDW
Excellent 10.0

It was hassle free. Trace and arrival times were perfect. Thank you for caring.

YTZ
MDW
Excellent 9.6

Convenient, easy boarding, snacks and free wine on leg from toronto to chicago

Sun, 14 Oct
YTZ
Toronto Island
MDW
Chicago Midway
1h 45m
Tue, 30 Oct
MDW
Chicago Midway
YTZ
Toronto Island
1h 40m
C$ 262
Trip: 17 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 119 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.9
YTZ
MDW
Excellent 8.0

Delay

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 8.3

fast

no TSA precheck

YTZ
MDW
Excellent 8.0

Polite crew

Would like a sandwich instead of nuts

YTZ
MDW
Excellent 10.0

Good

Fri, 19 Oct
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
4h 59m
Wed, 24 Oct
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
5h 18m
C$ 295
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
JFK
LAS
Excellent 8.0

The wait

The screen didn’t change in time

CLT
LGA
Mediocre 3.3

We were deplained twice from two different plains going to LGA. We are now booked on a third plain going to JFK. Hope we can get home. I have a surgical appointment tomorrow.

We bought First Class tickets. But we were downgraded How do you think we should feel ? We have been in Charlotte since 9:30 AM It is now 6:45 PM Should we use the train to go home?

DTW
CLT
Excellent 8.0

Didn’t get our beverage and snack till we were almost ready to land at Charlotte

AMS
DTW
Excellent 8.0

Didn’t like the fact that online check in didn’t work on the Delta app.di

LAX
OGG
Okay 4.3

Why use old planes for such a long flight? Toilet overflowed, poor quality tv, and only peanuts?

Fri, 19 Oct
YTZ
Toronto Island
MDW
Chicago Midway
1h 47m
Sat, 20 Oct
MDW
Chicago Midway
YTZ
Toronto Island
1h 42m
C$ 262
Trip: 2 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 119 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.9
YTZ
MDW
Excellent 9.6

Convenient, easy boarding, snacks and free wine on leg from toronto to chicago

YTZ
MDW
Excellent 8.0

Polite crew

Would like a sandwich instead of nuts

YTZ
MDW
Excellent 10.0

Good

YTZ
MDW
Excellent 10.0

It was hassle free. Trace and arrival times were perfect. Thank you for caring.

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

Wed, 24 Oct
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
5h 26m
Sat, 27 Oct
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
5h 17m
C$ 295
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
JFK
LAS
Excellent 8.0

The wait

The screen didn’t change in time

SJD
LAX
Excellent 8.3

Crews were nice

DTW
CLT
Excellent 8.0

Didn’t get our beverage and snack till we were almost ready to land at Charlotte

ATL
LAX
Good 6.3

Seatback tv.

Stewardess berated a man for leaving his backpack on the floor in front of him rather than politely addressing the issue. She told him you know better than that and don’t ever do that again. It was totally uncalled for.

SLC
AMS
Excellent 9.6

You guys did an all around great job and my flight experience was the best I’ve ever had. The quality of the service was exceptional.

Wed, 24 Oct
YTZ
Toronto Island
MDW
Chicago Midway
1h 47m
Tue, 30 Oct
MDW
Chicago Midway
YTZ
Toronto Island
1h 40m
C$ 262
Trip: 7 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 119 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.9
YTZ
MDW
Good 6.6

Onboard crew was very nice

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

YTZ
MDW
Mediocre 3.6

Once we got on the flight it was fine.

Worst issues was official announcement that flight was cancelled and then no announcement that it was actually not cancelled. Many people went home or were standing in line waiting to rebook when the flight left. We just barely made it on because we overheard staff talking to another couple!! Not acceptable. They should have made announcements over the speakers and should have called passengers by name to come to check in. Porter had flooding problems that meant many people crowding into small space and it prevented passengers from food or drinks. They eventually handed out water. They should have provided vouchers or brought in other food and beverages.

YTZ
MDW
Excellent 8.0

Delay

YTZ
MDW
Excellent 8.0

I liked the lounge

There were a lot of people and not enough outlets

YTZ
MDW
Excellent 10.0

It was hassle free. Trace and arrival times were perfect. Thank you for caring.

Wed, 24 Oct
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
5h 26m
Sat, 27 Oct
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
5h 17m
C$ 295
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
AMS
DTW
Excellent 8.0

Didn’t like the fact that online check in didn’t work on the Delta app.di

ATL
LAX
Good 6.3

Seatback tv.

Stewardess berated a man for leaving his backpack on the floor in front of him rather than politely addressing the issue. She told him you know better than that and don’t ever do that again. It was totally uncalled for.

MSP
EWR
Okay 4.3

Seats more comfortable, plan wasn’t too full

No charging port for cellphone.

SJD
LAX
Excellent 8.3

Crews were nice

CLT
LGA
Mediocre 3.3

We were deplained twice from two different plains going to LGA. We are now booked on a third plain going to JFK. Hope we can get home. I have a surgical appointment tomorrow.

We bought First Class tickets. But we were downgraded How do you think we should feel ? We have been in Charlotte since 9:30 AM It is now 6:45 PM Should we use the train to go home?

Thu, 25 Oct
YTZ
Toronto Island
MDW
Chicago Midway
1h 47m
Tue, 30 Oct
MDW
Chicago Midway
YTZ
Toronto Island
1h 40m
C$ 262
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 119 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.9
YTZ
MDW
Excellent 8.0

Delay

YTZ
MDW
Mediocre 2.0

Nothing

Everything

YTZ
MDW
Excellent 8.3

fast

no TSA precheck

YTZ
MDW
Excellent 9.6

Convenient, easy boarding, snacks and free wine on leg from toronto to chicago

YTZ
MDW
Excellent 10.0

It was hassle free. Trace and arrival times were perfect. Thank you for caring.

Wed, 31 Oct
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
7h 03m
Sat, 3 Nov
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
3h 44m
C$ 295
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SLC
AMS
Excellent 9.6

You guys did an all around great job and my flight experience was the best I’ve ever had. The quality of the service was exceptional.

MSP
EWR
Okay 4.3

Seats more comfortable, plan wasn’t too full

No charging port for cellphone.

DTW
CLT
Excellent 8.0

Didn’t get our beverage and snack till we were almost ready to land at Charlotte

SEA
MSP
Okay 4.6

Hostess were professional and warm

Seats was too tight, no leg room and no room for stretching

LAX
OGG
Okay 4.3

Why use old planes for such a long flight? Toilet overflowed, poor quality tv, and only peanuts?

Fri, 26 Oct
YTZ
Toronto Island
MDW
Chicago Midway
1h 47m
Tue, 30 Oct
MDW
Chicago Midway
YTZ
Toronto Island
1h 40m
C$ 262
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 119 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.9
YTZ
MDW
Mediocre 2.0

Nothing

Everything

YTZ
MDW
Excellent 8.0

Delay

YTZ
MDW
Excellent 9.6

Convenient, easy boarding, snacks and free wine on leg from toronto to chicago

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Excellent 8.0

Polite crew

Would like a sandwich instead of nuts

Wed, 31 Oct
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
7h 03m
Sat, 3 Nov
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
3h 44m
C$ 295
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
DTW
CLT
Excellent 8.0

Didn’t get our beverage and snack till we were almost ready to land at Charlotte

JFK
MXP
Good 7.6

There were actual meals served on the flight. They were pretty good. Free movies available.

There was one cranky flight attendant. The seats don’t recline quite enough to be able to sleep.

SJD
LAX
Excellent 8.3

Crews were nice

SEA
MSP
Okay 4.6

Hostess were professional and warm

Seats was too tight, no leg room and no room for stretching

AMS
DTW
Excellent 8.0

Didn’t like the fact that online check in didn’t work on the Delta app.di

Fri, 30 Nov
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
Sat, 1 Dec
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
C$ 262
Trip: 2 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 119 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.9
YTZ
MDW
Excellent 10.0

Good

YTZ
MDW
Mediocre 3.6

Once we got on the flight it was fine.

Worst issues was official announcement that flight was cancelled and then no announcement that it was actually not cancelled. Many people went home or were standing in line waiting to rebook when the flight left. We just barely made it on because we overheard staff talking to another couple!! Not acceptable. They should have made announcements over the speakers and should have called passengers by name to come to check in. Porter had flooding problems that meant many people crowding into small space and it prevented passengers from food or drinks. They eventually handed out water. They should have provided vouchers or brought in other food and beverages.

YTZ
MDW
Excellent 9.6

Convenient, easy boarding, snacks and free wine on leg from toronto to chicago

YTZ
MDW
Excellent 8.0

I liked the lounge

There were a lot of people and not enough outlets

YTZ
MDW
Excellent 8.0

Delay

Wed, 7 Nov
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
6h 57m
Sat, 10 Nov
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
5h 32m
C$ 295
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
DTW
CLT
Excellent 8.0

Didn’t get our beverage and snack till we were almost ready to land at Charlotte

LAX
OGG
Okay 4.3

Why use old planes for such a long flight? Toilet overflowed, poor quality tv, and only peanuts?

JFK
LAS
Excellent 8.0

The wait

The screen didn’t change in time

SLC
AMS
Excellent 9.6

You guys did an all around great job and my flight experience was the best I’ve ever had. The quality of the service was exceptional.

JFK
MXP
Good 7.6

There were actual meals served on the flight. They were pretty good. Free movies available.

There was one cranky flight attendant. The seats don’t recline quite enough to be able to sleep.

Fri, 14 Dec
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
Sun, 16 Dec
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
C$ 262
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 119 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.9
YTZ
MDW
Excellent 8.0

Delay

YTZ
MDW
Excellent 10.0

Good

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Excellent 8.0

I liked the lounge

There were a lot of people and not enough outlets

YTZ
MDW
Good 6.6

Onboard crew was very nice

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

Wed, 7 Nov
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
6h 57m
Sat, 10 Nov
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
5h 32m
C$ 295
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SEA
MSP
Okay 4.6

Hostess were professional and warm

Seats was too tight, no leg room and no room for stretching

SJD
LAX
Excellent 8.3

Crews were nice

JFK
MXP
Good 7.6

There were actual meals served on the flight. They were pretty good. Free movies available.

There was one cranky flight attendant. The seats don’t recline quite enough to be able to sleep.

CLT
LGA
Mediocre 3.3

We were deplained twice from two different plains going to LGA. We are now booked on a third plain going to JFK. Hope we can get home. I have a surgical appointment tomorrow.

We bought First Class tickets. But we were downgraded How do you think we should feel ? We have been in Charlotte since 9:30 AM It is now 6:45 PM Should we use the train to go home?

ATL
LAX
Good 6.3

Seatback tv.

Stewardess berated a man for leaving his backpack on the floor in front of him rather than politely addressing the issue. She told him you know better than that and don’t ever do that again. It was totally uncalled for.

Sat, 10 Nov
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
6h 17m
Tue, 13 Nov
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
5h 16m
C$ 295
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SJD
LAX
Excellent 8.3

Crews were nice

JFK
LAS
Excellent 8.0

The wait

The screen didn’t change in time

SEA
MSP
Okay 4.6

Hostess were professional and warm

Seats was too tight, no leg room and no room for stretching

SLC
AMS
Excellent 9.6

You guys did an all around great job and my flight experience was the best I’ve ever had. The quality of the service was exceptional.

LAX
OGG
Okay 4.3

Why use old planes for such a long flight? Toilet overflowed, poor quality tv, and only peanuts?

Fri, 12 Oct
YTZ
Toronto Island
MDW
Chicago Midway
1h 47m
Mon, 15 Oct
MDW
Chicago Midway
YTZ
Toronto Island
1h 42m
C$ 269
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 119 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.9
YTZ
MDW
Excellent 9.6

Convenient, easy boarding, snacks and free wine on leg from toronto to chicago

YTZ
MDW
Okay 4.0

Got to Billy Bishop, only to find out flight is delayed 2 hours.

YTZ
MDW
Excellent 8.0

I liked the lounge

There were a lot of people and not enough outlets

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Mediocre 3.6

Once we got on the flight it was fine.

Worst issues was official announcement that flight was cancelled and then no announcement that it was actually not cancelled. Many people went home or were standing in line waiting to rebook when the flight left. We just barely made it on because we overheard staff talking to another couple!! Not acceptable. They should have made announcements over the speakers and should have called passengers by name to come to check in. Porter had flooding problems that meant many people crowding into small space and it prevented passengers from food or drinks. They eventually handed out water. They should have provided vouchers or brought in other food and beverages.

Sat, 10 Nov
YYZ
Toronto Pearson Intl
MDW
Chicago Midway
6h 17m
Tue, 13 Nov
MDW
Chicago Midway
YYZ
Toronto Pearson Intl
5h 16m
C$ 295
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,314 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SLC
AMS
Excellent 9.6

You guys did an all around great job and my flight experience was the best I’ve ever had. The quality of the service was exceptional.

AMS
DTW
Excellent 8.0

Didn’t like the fact that online check in didn’t work on the Delta app.di

JFK
LAS
Excellent 8.0

The wait

The screen didn’t change in time

MSP
EWR
Okay 4.3

Seats more comfortable, plan wasn’t too full

No charging port for cellphone.

DTW
CLT
Excellent 8.0

Didn’t get our beverage and snack till we were almost ready to land at Charlotte

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