Find Cheap Flights from Chicago Midway to São Paulo (MDW - SAO)

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Wed 11/22
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When looking for a cheap flight, consider that 25% of our users selected a flight on this route for $1076 or less.

FAQs for Booking Chicago Midway to São Paulo Flights

How long does a flight from Chicago Midway to São Paulo take?
An average nonstop flight takes 12h 21m, covering a distance of 5223 miles.
Which airlines provide the cheapest flights from Chicago Midway to São Paulo?
In the past 3 days, the cheapest round-trip tickets were found on Aeromexico ($972) and Delta ($1323)
Do I need a passport to fly between Chicago Midway and São Paulo?
Yes.
What’s the cheapest day of the week to fly Chicago Midway to São Paulo?
For Chicago Midway to São Paulo, Sunday is the cheapest day to fly on average and Saturday is the most expensive. Flying from São Paulo back to Chicago Midway, the best deals are generally found on Friday, with Saturday being the most expensive.

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

Airports
Origin
Chicago
$972
only
$972
Destination
São Paulo
$972
only
$972
Sun, Jan 28
MDW
GRU
42h 35m
Tue, Feb 6
GRU
MDW
19h 47m
Trip: 10 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4460 reviews
Overall
7.4
Boarding
7.4
Comfort
7.3
Crew
7.8
Entertainment
7.1
Food
6.9
MEX
JFK
Good 6.3

Boarding was very delayed. The flight was very delayed. There was never an explanation or acknowledgememt, of the delay and it seemed no effort to make up the delay while in the air. As a result, a great number of us missed our connections to Boston. Poor effort by AeroMexico and Delta

GDL
LAX
Mediocre 2.6

Our flight was delayed

GDL
FAT
Excellent 10.0

Good service and good price

GDL
MEX
Excellent 8.6

Friendly staff and useful network connections.

I hope when they finish renovating the Mexico City terminal, they install some moving-sidewalks. I waked quite a bit with my luggage.

SFO
GDL
Excellent 9.3

When you connect out of Mexico City, the food is always fresher and more protein-rich. Yum!

The screens in the seat backs are a little dated and low-resolution.

Wed, Apr 11
MDW
GRU
20h 32m
Wed, Apr 25
GRU
MDW
17h 40m
$1323
Trip: 15 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
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

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

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

Sat, Feb 10
MDW
GRU
37h 35m
Mon, Feb 12
GRU
MDW
32h 50m
$1162
Trip: 3 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4460 reviews
Overall
7.4
Boarding
7.4
Comfort
7.3
Crew
7.8
Entertainment
7.1
Food
6.9
MEX
SFO
Mediocre 2.0

MY FLIGHT WAS CANCELLED!!!!!!!!!!! I DID NOT GET AN EMAIL NOTIFICATION!!!!!!!!!!!!! I WAS IN THE AIRPORT FOR OVER 11 HOURS!!!!!!

MEX
LAX
Mediocre 2.0

Nothing.

The fact that we are now charged for baggage and seats similar to the economy airlines. Service is also noticeably worse.

GDL
FAT
Excellent 10.0

Good service and good price

MEX
YYC
Excellent 8.0

Seat 10C - does not stream properly.

GDL
LAX
Mediocre 2.6

Our flight was delayed

Sun, Mar 25
MDW
GRU
52h 35m
Tue, Apr 3
GRU
MDW
34h 57m
$1166
Trip: 10 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4460 reviews
Overall
7.4
Boarding
7.4
Comfort
7.3
Crew
7.8
Entertainment
7.1
Food
6.9
MEX
YYC
Excellent 8.0

Seat 10C - does not stream properly.

GDL
MEX
Excellent 8.6

Friendly staff and useful network connections.

I hope when they finish renovating the Mexico City terminal, they install some moving-sidewalks. I waked quite a bit with my luggage.

MEX
LAX
Mediocre 2.0

Nothing.

The fact that we are now charged for baggage and seats similar to the economy airlines. Service is also noticeably worse.

DEN
MEX
Mediocre 3.6

Nothing

They charge you extra fees for a carry on bag if the people decides it! I flight with the same airline from mx city to denver and they charged nothing while from denver to mx city they charged 25 dollars with the same suitcase! Also delta gives you free basic wifi while this guys charge it extra. Btw they take away all your carry ons amd make you to wait for hours to get them back! They dont have automatized check in so they make you wait for long time in the row.

MCO
MEX
Excellent 9.6

Service was good, airplane was comfortable, and each seat has a TV with a good selection of complimentary entertainment.

$25 checked bag fee on a flight from USA to Mexico.

Fri, Mar 23
MDW
GRU
14h 10m
Sun, Mar 25
GRU
MDW
17h 40m
$1348
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
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

TPA
LGA
Good 7.3

Barking dogs. 4 around us! Middle seat.

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

DTW
CVG
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?

Fri, May 18
MDW
GRU
12h 21m
Sun, May 27
GRU
MDW
17h 30m
$1348
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
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

SFO
SEA
Excellent 10.0

The t.v. 's at each seat

Nothing

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

Wed, Feb 7
MDW
GRU
31h 35m
Sun, Feb 25
GRU
MDW
35h 00m
$1300
Trip: 19 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4460 reviews
Overall
7.4
Boarding
7.4
Comfort
7.3
Crew
7.8
Entertainment
7.1
Food
6.9
GDL
LAX
Mediocre 2.6

Our flight was delayed

GDL
FAT
Excellent 10.0

Good service and good price

MEX
SFO
Mediocre 2.0

MY FLIGHT WAS CANCELLED!!!!!!!!!!! I DID NOT GET AN EMAIL NOTIFICATION!!!!!!!!!!!!! I WAS IN THE AIRPORT FOR OVER 11 HOURS!!!!!!

GDL
MEX
Excellent 8.6

Friendly staff and useful network connections.

I hope when they finish renovating the Mexico City terminal, they install some moving-sidewalks. I waked quite a bit with my luggage.

MEX
LAX
Mediocre 2.0

I was sent to 2 different locations in the airport and missed my flight because of incompetence so I had to pay $1200 extra for another flight to get home.

Sat, Dec 9
MDW
GRU
27h 00m
Sun, Dec 17
GRU
MDW
23h 50m
$1427
Trip: 9 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4460 reviews
Overall
7.4
Boarding
7.4
Comfort
7.3
Crew
7.8
Entertainment
7.1
Food
6.9
MEX
JFK
Good 6.3

Boarding was very delayed. The flight was very delayed. There was never an explanation or acknowledgememt, of the delay and it seemed no effort to make up the delay while in the air. As a result, a great number of us missed our connections to Boston. Poor effort by AeroMexico and Delta

GDL
LAX
Mediocre 2.6

Our flight was delayed

MEX
YYC
Excellent 8.0

Seat 10C - does not stream properly.

MCO
MEX
Excellent 9.6

Service was good, airplane was comfortable, and each seat has a TV with a good selection of complimentary entertainment.

$25 checked bag fee on a flight from USA to Mexico.

GDL
FAT
Excellent 10.0

Good service and good price

Fri, May 25
MDW
GRU
17h 30m
Sat, Jun 9
GRU
MDW
14h 10m
$1684
Trip: 16 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
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

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

ALB
DTW
Okay 4.0

Good seat

Delayed by 1 hr

Thu, Dec 7
MDW
GRU
16h 20m
Sun, Dec 10
GRU
MDW
20h 00m
$1699
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
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.

PDX
LAX
Mediocre 2.0

none of it

It was Terrible I will never do it again

CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

NAS
JFK
Excellent 8.0

Good service smooth flight

The food on bosrd

Thu, Jan 4
MDW
GRU
37h 35m
Fri, Jan 12
GRU
MDW
41h 45m
$1608
Trip: 9 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4460 reviews
Overall
7.4
Boarding
7.4
Comfort
7.3
Crew
7.8
Entertainment
7.1
Food
6.9
MEX
LAX
Mediocre 2.0

Nothing.

The fact that we are now charged for baggage and seats similar to the economy airlines. Service is also noticeably worse.

GDL
MEX
Excellent 8.6

Friendly staff and useful network connections.

I hope when they finish renovating the Mexico City terminal, they install some moving-sidewalks. I waked quite a bit with my luggage.

MEX
SFO
Mediocre 2.0

MY FLIGHT WAS CANCELLED!!!!!!!!!!! I DID NOT GET AN EMAIL NOTIFICATION!!!!!!!!!!!!! I WAS IN THE AIRPORT FOR OVER 11 HOURS!!!!!!

MEX
JFK
Good 6.3

Boarding was very delayed. The flight was very delayed. There was never an explanation or acknowledgememt, of the delay and it seemed no effort to make up the delay while in the air. As a result, a great number of us missed our connections to Boston. Poor effort by AeroMexico and Delta

SFO
GDL
Excellent 9.3

When you connect out of Mexico City, the food is always fresher and more protein-rich. Yum!

The screens in the seat backs are a little dated and low-resolution.

Sat, Nov 25
MDW
GRU
17h 19m
Sat, Dec 9
GRU
MDW
19h 35m
$2080
Trip: 15 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.

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

CMH
BOS
Excellent 10.0

Courteous crew and smooth flight

Nothing

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?

*
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