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$355+ Cheap flights from Midway (MDW) to Sao Paulo, Brazil (SAO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SAO
jan. 28 — feb. 41
tir. 1/28
tir. 2/4
1 adult, Economy
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Cheap flight deals from Midway to Sao Paulo

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Sao Paulo (SAO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated januar 23, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$616
(Trip.com)

One-way from

$355
(Kiwi.com)
Provider with most accurate pricing for Chicago Midway-Sao Paulo (SAO) flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Sao Paulo (SAO) flights.
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From Chicago Midway to Sao Paulo (SAO)
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One-way flight from Chicago Midway to Sao Paulo (SAO)
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Find flight deals from Midway to Sao Paulo

Cheapest flights from Midway to Sao Paulo
Explore the most affordable flight options available from Midway to Sao Paulo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on januar 23, 2025.

This Trip.com deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
søn. 3/212:43 pmMDW - VCP
1 stop16h 52mMultiple Airlines
tir. 3/1110:15 amVCP - MDW
2 stops40h 02mMultiple Airlines
Deal found 1/22$616
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 2/277:25 pmMDW - GRU
2 stops18h 05mMultiple Airlines
tir. 3/411:10 pmGRU - MDW
1 stop19h 03mMultiple Airlines
Deal found 1/21$877
This LATAM Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 4/176:50 pmMDW - GRU
1 stop12h 10mLATAM Airlines
man. 4/215:45 pmGRU - MDW
2 stops17h 33mLATAM Airlines
Deal found 1/22$940
This Delta deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 6/93:40 pmMDW - GRU
1 stop15h 20mDelta
fre. 6/2010:50 pmGRU - MDW
1 stop21h 13mDelta
Deal found 1/22$1,208

Find flights from Midway to Sao Paulo within your budget

Customize your flight search to find flights from Midway to Sao Paulo that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated januar 23, 2025.

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Route

Depart

Return

Price

ChicagoSao Paulo

MDW - VCP

MDWVCP

Chicago Midway

søn. 3/2

12:43 pm-8:35 am

1 stop16h 52m

Sao Paulo Viracopos

tir. 3/11

10:15 am-12:17 am

2 stops40h 02m

$616

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

tor. 2/27

7:25 pm-4:30 pm

2 stops18h 05m

Sao Paulo Guarulhos Intl

tir. 3/4

11:10 pm-3:13 pm

1 stop19h 03m

$877

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

tor. 4/17

6:50 pm-9:00 am

1 stop12h 10m

Sao Paulo Guarulhos Intl

man. 4/21

5:45 pm-9:18 am

2 stops17h 33m

$940

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

man. 6/9

3:40 pm-9:00 am

1 stop15h 20m

Sao Paulo Guarulhos Intl

fre. 6/20

10:50 pm-6:03 pm

1 stop21h 13m

$1,208

ChicagoSao Paulo

MDW - VCP

MDWVCP

Chicago Midway

fre. 2/28

12:26 pm-11:05 am

3 stops43h 39m

$355

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

fre. 2/28

8:14 pm-6:40 pm

3 stops43h 26m

$355

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

ons. 5/7

6:00 am-5:15 am

2 stops21h 15m

$668

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

man. 7/14

10:10 am-9:00 am

1 stop20h 50m

$1,318

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Sao Paulo flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago Midway Airport-Sao Paulo flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Sao Paulo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Sao Paulo flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Sao Paulo flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Sao Paulo

Have a flexible travel schedule? Discover the best time to fly to Sao Paulo from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Midway to Sao Paulo

Get recent, data-driven insights about flights from Midway to Sao Paulo including ideal travel times, pricing trends, and more.

Rainfall in Sao Paulo by month

Plan your trip to Sao Paulo by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Sao Paulo ranges from 0.8 - 9.4 inches per month. January is typically the wettest month, when rainfall can reach 9.4 in. July is typically the driest time to visit Sao Paulo when rainfall is around 0.8 in.

Temperature in Sao Paulo by month

Plan your trip to Sao Paulo by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Sao Paulo, use this chart to help with planning. For those seeking warmer temperatures, January is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of June, when temperatures are typically at their lowest (around 62.6 F).

Reviews of airlines servicing Sao Paulo

Get insights into the airlines that provide service to Sao Paulo. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sao Paulo. Reviews last updated januar 23, 2025.
Delta
8.0
Very good
8,507 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,507 reviews
Delta
8.0
Very good
8,507 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

LATAM Airlines
7.5
Good
1,852 reviews
Delta
8.0
Very good
8,507 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Midway to Sao Paulo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Midway to Sao Paulo that include hotel bookings?

    Yes. In addition to deals on Midway to Sao Paulo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Sao Paulo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Sao Paulo.

  • Can I find deals for business class flights from Midway to Sao Paulo?

    Yes. Cheapflights offers flight deals from Midway to Sao Paulo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Sao Paulo?

    Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Sao Paulo (average of $691). Flying from Chicago Midway Airport to Sao Paulo in December is currently the most expensive (average of $1,209). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Santos

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Alternative routes for Midway to Sao Paulo

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