Find Cheap Flights from Ontario to Chicago Midway

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

Airports
Origin
Toronto
C$ 303
only
C$ 303
C$ 259
only
C$ 259
Destination
Chicago
C$ 259
only
C$ 259
Tue, 17 Apr
YTZ
MDW
1h 45m
Thu, 26 Apr
MDW
YTZ
1h 40m
C$ 259
Trip: 10 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 10.0

Good

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

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 6.0

Efficient

Late flight

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.

Tue, 17 Apr
YYZ
MDW
3h 31m
Sat, 21 Apr
MDW
YYZ
5h 39m
C$ 303
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16210 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
CLE
ATL
Okay 4.6

Short trip

Very hot ride

BOI
SLC
Good 7.6

The crew

The delay

MSP
ATL
Excellent 9.6

Entertainment is so appreciated on long flights. It was quiet. Snacks done quickly. Took a long time to board, but the flight was full. We were delayed out of gate because of this. Unloading plane went fairly quick but could have been a problem for short connections. Those people should have been allowed to leave first.

IAD
CUN
Mediocre 2.0

That I landed safely

1st class was horrible.

BDL
CUN
Excellent 9.6

The plane was new and very comfortable. Free entertainment and plug for charging electronics. Love this airline!

Sat, 24 Mar
YTZ
MDW
1h 50m
Sun, 25 Mar
MDW
YTZ
1h 37m
C$ 278
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
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 8.3

fast

no TSA precheck

YTZ
MDW
Good 6.0

Efficient

Late flight

YTZ
MDW
Mediocre 2.0

Nothing

Everything

Wed, 18 Apr
YTZ
MDW
1h 45m
Sun, 22 Apr
MDW
YTZ
1h 40m
C$ 278
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
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
Excellent 10.0

Good

YTZ
MDW
Excellent 8.0

I liked the lounge

There were a lot of people and not enough outlets

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.

Tue, 20 Mar
YYZ
MDW
4h 50m
Tue, 27 Mar
MDW
YYZ
3h 42m
C$ 314
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16210 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
LAX
Good 7.6

The plane was dirty. The grounds staff was complaining as we got on about having to work late.

ATL
VPS
Good 7.3

Boarding was quick and so was the flight. No entertainment or food on short flights, that should be a N/A

IAD
CUN
Mediocre 2.0

That I landed safely

1st class was horrible.

MSP
ATL
Excellent 9.6

Entertainment is so appreciated on long flights. It was quiet. Snacks done quickly. Took a long time to board, but the flight was full. We were delayed out of gate because of this. Unloading plane went fairly quick but could have been a problem for short connections. Those people should have been allowed to leave first.

BOI
SLC
Good 7.6

The crew

The delay

Thu, 19 Apr
YTZ
MDW
1h 45m
Sun, 22 Apr
MDW
YTZ
1h 40m
C$ 278
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
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
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
Excellent 8.0

Polite crew

Would like a sandwich instead of nuts

YTZ
MDW
Excellent 8.0

Delay

Wed, 21 Mar
YYZ
MDW
6h 12m
Tue, 27 Mar
MDW
YYZ
3h 42m
C$ 314
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16210 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
LAX
Good 7.0

I received a message flight would be early but it was actually late...luckily it did not affect my connection

ATL
LAX
Good 7.6

The plane was dirty. The grounds staff was complaining as we got on about having to work late.

BOI
SLC
Good 7.6

The crew

The delay

CUN
LAX
Okay 5.0

I loved that I was able to get home! The crew was nice.

It was very very warm in the plane. The entertainment unit was lacking.

ATL
VPS
Good 7.3

Boarding was quick and so was the flight. No entertainment or food on short flights, that should be a N/A

Fri, 20 Apr
YTZ
MDW
1h 45m
Sun, 22 Apr
MDW
YTZ
1h 40m
C$ 278
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
Good 6.0

Efficient

Late flight

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Excellent 8.3

fast

no TSA precheck

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
Mediocre 2.0

Nothing

Everything

Tue, 3 Apr
YYZ
MDW
6h 51m
Wed, 11 Apr
MDW
YYZ
7h 26m
C$ 314
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16210 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
LAX
Good 7.0

I received a message flight would be early but it was actually late...luckily it did not affect my connection

DTW
BDL
Excellent 10.0

Flight was on time.

Did not appreciate Aeromexico/Delta changing my flight times after I booked, giving me a more than 7 hour layover.

CLE
ATL
Okay 4.6

Short trip

Very hot ride

BOI
SLC
Good 7.6

The crew

The delay

MSP
ATL
Excellent 9.6

Entertainment is so appreciated on long flights. It was quiet. Snacks done quickly. Took a long time to board, but the flight was full. We were delayed out of gate because of this. Unloading plane went fairly quick but could have been a problem for short connections. Those people should have been allowed to leave first.

Sun, 1 Apr
YTZ
MDW
1h 50m
Thu, 3 May
MDW
YTZ
1h 40m
C$ 282
Trip: 33 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
Excellent 10.0

Good

YTZ
MDW
Excellent 8.0

Delay

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 6.6

Onboard crew was very nice

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

Tue, 10 Apr
YYZ
MDW
8h 54m
Wed, 18 Apr
MDW
YYZ
7h 44m
C$ 314
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16210 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
LAX
Good 7.6

The plane was dirty. The grounds staff was complaining as we got on about having to work late.

ATL
VPS
Good 7.3

Boarding was quick and so was the flight. No entertainment or food on short flights, that should be a N/A

RAP
MSP
Excellent 8.6

Very quick boarding process. There was no entertainment so I couldn't rate that.

There should be a N/A option if there is no entertainment available.

DTW
BDL
Excellent 10.0

Flight was on time.

Did not appreciate Aeromexico/Delta changing my flight times after I booked, giving me a more than 7 hour layover.

CUN
LAX
Okay 5.0

I loved that I was able to get home! The crew was nice.

It was very very warm in the plane. The entertainment unit was lacking.

Tue, 3 Apr
YTZ
MDW
1h 50m
Fri, 6 Apr
MDW
YTZ
1h 37m
C$ 282
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
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
Mediocre 2.0

Nothing

Everything

YTZ
MDW
Good 6.0

Efficient

Late flight

Thu, 12 Apr
YYZ
MDW
3h 31m
Tue, 17 Apr
MDW
YYZ
5h 26m
C$ 314
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16210 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
LAX
Good 7.0

I received a message flight would be early but it was actually late...luckily it did not affect my connection

MSP
ATL
Excellent 9.6

Entertainment is so appreciated on long flights. It was quiet. Snacks done quickly. Took a long time to board, but the flight was full. We were delayed out of gate because of this. Unloading plane went fairly quick but could have been a problem for short connections. Those people should have been allowed to leave first.

JFK
RSW
Excellent 9.3

on time, good service,

i agreed to check in my bag at the gate when they asked for volunteers thinking I would get it at the gate of my destination but after i checked it in in gate attendant informed me that i would get my bag at the baggage claim

ATL
VPS
Good 7.3

Boarding was quick and so was the flight. No entertainment or food on short flights, that should be a N/A

DTW
BDL
Excellent 10.0

Flight was on time.

Did not appreciate Aeromexico/Delta changing my flight times after I booked, giving me a more than 7 hour layover.

Tue, 10 Apr
YTZ
MDW
1h 50m
Wed, 18 Apr
MDW
YTZ
1h 40m
C$ 282
Trip: 9 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 10.0

Good

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Excellent 8.0

Delay

YTZ
MDW
Excellent 8.3

fast

no TSA precheck

YTZ
MDW
Mediocre 2.0

Nothing

Everything

Tue, 17 Apr
YYZ
MDW
3h 30m
Wed, 25 Apr
MDW
YYZ
3h 40m
C$ 314
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16210 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
VPS
Good 7.3

Boarding was quick and so was the flight. No entertainment or food on short flights, that should be a N/A

BOI
SLC
Good 7.6

The crew

The delay

DTW
LAX
Good 7.0

I received a message flight would be early but it was actually late...luckily it did not affect my connection

CUN
LAX
Okay 5.0

I loved that I was able to get home! The crew was nice.

It was very very warm in the plane. The entertainment unit was lacking.

BDL
CUN
Excellent 9.6

The plane was new and very comfortable. Free entertainment and plug for charging electronics. Love this airline!

Mon, 26 Mar
YTZ
MDW
1h 50m
Thu, 29 Mar
MDW
YTZ
1h 37m
C$ 283
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
Good 6.4

Major delays that were poorly handled.

YTZ
MDW
Excellent 10.0

Good

YTZ
MDW
Excellent 8.0

Delay

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
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.

Wed, 18 Apr
YYZ
MDW
3h 30m
Wed, 25 Apr
MDW
YYZ
3h 40m
C$ 314
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16210 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
CLE
ATL
Okay 4.6

Short trip

Very hot ride

ATL
LAX
Good 7.6

The plane was dirty. The grounds staff was complaining as we got on about having to work late.

BDL
CUN
Excellent 9.6

The plane was new and very comfortable. Free entertainment and plug for charging electronics. Love this airline!

BOI
SLC
Good 7.6

The crew

The delay

JFK
RSW
Excellent 9.3

on time, good service,

i agreed to check in my bag at the gate when they asked for volunteers thinking I would get it at the gate of my destination but after i checked it in in gate attendant informed me that i would get my bag at the baggage claim

Tue, 27 Mar
YTZ
MDW
1h 50m
Sun, 1 Apr
MDW
YTZ
1h 37m
C$ 283
Trip: 6 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

Polite crew

Would like a sandwich instead of nuts

YTZ
MDW
Excellent 8.0

Delay

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 6.4

Major delays that were poorly handled.

YTZ
MDW
Excellent 8.3

fast

no TSA precheck

Thu, 19 Apr
YYZ
MDW
5h 30m
Wed, 25 Apr
MDW
YYZ
5h 42m
C$ 314
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16210 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
CLE
ATL
Okay 4.6

Short trip

Very hot ride

DTW
BDL
Excellent 10.0

Flight was on time.

Did not appreciate Aeromexico/Delta changing my flight times after I booked, giving me a more than 7 hour layover.

JFK
RSW
Excellent 9.3

on time, good service,

i agreed to check in my bag at the gate when they asked for volunteers thinking I would get it at the gate of my destination but after i checked it in in gate attendant informed me that i would get my bag at the baggage claim

ATL
LAX
Good 7.6

The plane was dirty. The grounds staff was complaining as we got on about having to work late.

BDL
CUN
Excellent 9.6

The plane was new and very comfortable. Free entertainment and plug for charging electronics. Love this airline!

Sat, 31 Mar
YTZ
MDW
1h 50m
Sat, 7 Apr
MDW
YTZ
1h 37m
C$ 283
Trip: 8 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 6.0

Efficient

Late flight

YTZ
MDW
Excellent 8.0

Polite crew

Would like a sandwich instead of nuts

YTZ
MDW
Excellent 8.3

fast

no TSA precheck

YTZ
MDW
Good 6.4

Major delays that were poorly handled.

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 Midway Flight Information

Flights Arrive in Chicago Midway
Flights Depart from Ontario
Flight Price C$ 259
Airlines Porter Airlines, Delta
*
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