Find Cheap Flights from Chicago Midway to Toronto Pearson Intl (MDW - YYZ)

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FAQs for Booking Chicago Midway to Toronto Pearson Intl Flights

How long does a flight from Chicago Midway to Toronto Pearson Intl take?
An average nonstop flight takes 3h 14m, covering a distance of 697 km.
Which airlines provide the cheapest flights from Chicago Midway to Toronto Pearson Intl?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines (C$ 270) and Delta (C$ 292)
Do I need a passport to fly between Chicago Midway and Toronto Pearson Intl?
Yes.
What’s the cheapest day of the week to fly from Chicago Midway to Toronto Pearson Intl?
For Chicago Midway to Toronto Pearson Intl, Thursday is the cheapest day to fly on average and Monday is the most expensive. Flying from Toronto Pearson Intl back to Chicago Midway, the best deals are generally found on Monday, with Friday being the most expensive.

Top tips for Finding a Cheap Flight

When looking for a cheap flight, consider that 25% of our users selected a flight on this route for C$ 277 or less.

Book cheap flights from Chicago Midway to Toronto Pearson Intl (round-trip)

Airports
Origin
Chicago
C$ 270
only
C$ 270
Destination
Toronto
C$ 270
only
C$ 270
Thu, 1 Feb
MDW
YYZ
3h 22m
Sun, 4 Feb
YYZ
MDW
3h 57m
C$ 270
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 12 Dec
MDW
YYZ
5h 00m
Wed, 13 Dec
YYZ
MDW
7h 18m
C$ 292
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

Fri, 12 Jan
MDW
YYZ
4h 23m
Sun, 14 Jan
YYZ
MDW
3h 27m
C$ 292
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

Fri, 9 Feb
MDW
YYZ
4h 23m
Mon, 12 Feb
YYZ
MDW
6h 33m
C$ 292
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

Sat, 10 Mar
MDW
YYZ
3h 17m
Thu, 15 Mar
YYZ
MDW
3h 27m
C$ 292
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

Sat, 10 Mar
MDW
YYZ
3h 17m
Thu, 15 Mar
YYZ
MDW
3h 27m
C$ 292
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

Thu, 7 Dec
MDW
YYZ
5h 00m
Sun, 10 Dec
YYZ
MDW
7h 44m
C$ 321
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

Fri, 15 Dec
MDW
YYZ
5h 00m
Sun, 17 Dec
YYZ
MDW
7h 05m
C$ 333
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

Fri, 4 May
MDW
YYZ
3h 22m
Tue, 8 May
YYZ
MDW
3h 36m
C$ 333
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

Thu, 17 May
MDW
YYZ
3h 22m
Thu, 24 May
YYZ
MDW
3h 27m
C$ 389
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

Thu, 23 Nov
MDW
YYZ
3h 41m
Tue, 12 Dec
YYZ
MDW
6h 17m
C$ 468
Trip: 20 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

Fri, 23 Mar
MDW
YYZ
3h 22m
Sun, 1 Apr
YYZ
MDW
4h 45m
C$ 591
Trip: 10 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

Wed, 29 Nov
MDW
YYZ
3h 14m
Sun, 3 Dec
YYZ
MDW
3h 32m
C$ 632
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

DTW
CVG
Excellent 10.0

Everything was excellent

Excellent job and keep it up

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

Thu, 30 Nov
MDW
YYZ
5h 52m
Sun, 3 Dec
YYZ
MDW
7h 05m
C$ 632
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

ATL
EWR
Okay 5.0

Crew was nice. Flight very smooth

We had to get seats at boarding because of the flight delay. She offered us two seats in the back. I knew they don't pushback so I said no. She had given the woman ahead of me two seats in comfort plus. Did not offer that and was rude. There were at least a few empty seats in that area. As a courtesy to us having 1)been delayed in Costa Rica. And then 2) a long wait for the connecting flight in Atlanta it would have been reasonable to offer those seats. Which remained empty

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

Thu, 23 Nov
MDW
YYZ
4h 53m
Mon, 27 Nov
YYZ
MDW
6h 04m
C$ 694
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

MSP
ATL
Good 6.6

On the MSP to ATL leg the gate crew made a huge deal about checking rolling bags. They even stopped us at check-in and nearly begged us to check our bags pointing to the backed up jetway. But we had a lot of unpacking to do before checking our bags so we politely declined three times. On getting to our seats there were at least 8 open slots for bags near us. I heard a crew member call forward to say "tell them no more rollaboards" so they forced everyone left to check. On departure they slammed shut several very large empty overheads. WTF

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

Mon, 25 Dec
MDW
YYZ
4h 58m
Fri, 29 Dec
YYZ
MDW
5h 28m
C$ 703
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13622 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

CVG
BOS
Good 7.0

Friendly crew with modern plane

Why am I paying for first class for just snacks I can buy in an airport shop?

LAX
GEG
Excellent 10.0

Flight was faster than expected, comfy seats, check in was fast and easy.

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

AMS
DTW
Excellent 10.0

Everything was Excellent

Excellent job and keep it up

*
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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.