How long is the flight from Chicago Midway Airport to Sao Paulo?

There are many flights that can get you from Chicago Midway Airport to Sao Paulo in 13h 35m. Fly via Delta or LATAM Airlines to get the fastest option. Airlines will cover a distance of 5218 mi. This flight may include one or multiple stops.

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.

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).

What is the cheapest time of day to fly from MDW to SAO?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Sao Paulo as you normally would.

Most accurate provider : When it comes to deals on Chicago Midway Airport-Sao Paulo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Sao Paulo flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

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.

$249+ Cheap Flights from Chicago Midway Airport to Sao Paulo, Brazil

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheap flight deals from Midway to Sao Paulo

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$597 (LATAM Airlines)
One-way from	$249 (Kiwi.com)
Popular in	December
Cheapest in	January
Average price	$796

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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High demand for flights, 0% potential price rise

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($35 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2025

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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 October 16, 2025.

Thu 11/1312:47 pmMDW - GRU

1 stop13h 53mDelta

Wed 11/2611:45 pmGRU - MDW

1 stop19h 54mDelta

Deal found 10/15

$600

Fri 10/2412:48 pmMDW - GRU

1 stop14h 52mLATAM Airlines

Wed 10/293:45 pmGRU - MDW

2 stops20h 00mLATAM Airlines

Deal found 10/15

$607

Sun 11/1612:47 pmMDW - GRU

1 stop13h 53mLATAM Airlines

Wed 11/269:15 pmGRU - MDW

1 stop15h 37mLATAM Airlines

Deal found 10/16

$622

Sat 11/154:28 pmMDW - GRU

1 stop34h 12mLATAM Airlines

Tue 11/2511:45 pmGRU - MDW

1 stop19h 54mLATAM Airlines

Deal found 10/15

$629

Fri 11/145:34 pmMDW - GRU

2 stops47h 46mLATAM Airlines

Fri 11/2111:45 pmGRU - MDW

1 stop18h 58mLATAM Airlines

Deal found 10/15

$640

Thu 12/42:16 pmMDW - GRU

1 stop26h 44mMultiple Airlines

Sat 12/64:10 amGRU - MDW

2 stops21h 20mMultiple Airlines

Deal found 10/16

$657

Thu 12/46:30 amMDW - VCP

2 stops25h 15mMultiple Airlines

Mon 12/155:55 pmVCP - MDW

2 stops24h 35mMultiple Airlines

Deal found 10/14

$664

Thu 11/1312:47 pmMDW - GRU

1 stop13h 53mLATAM Airlines

Sun 11/239:15 pmGRU - MDW

1 stop15h 37mLATAM Airlines

Deal found 10/15

$664

Sun 12/72:59 pmMDW - GRU

2 stops21h 41mMultiple Airlines

Fri 12/1210:50 pmGRU - MDW

1 stop26h 40mMultiple Airlines

Deal found 10/16

$709

Fri 11/72:57 pmMDW - VCP

2 stops25h 18mMultiple Airlines

Thu 11/1311:20 pmVCP - MDW

2 stops20h 25mMultiple Airlines

Deal found 10/13

$781

Sat 11/295:57 pmMDW - GRU

2 stops31h 20mMultiple Airlines

Sat 12/610:20 amGRU - MDW

1 stop15h 10mMultiple Airlines

Deal found 10/15

$802

Thu 12/112:15 pmMDW - VCP

2 stops17h 45mMultiple Airlines

Thu 1/291:00 pmVCP - MDW

1 stop33h 50mMultiple Airlines

Deal found 10/14

$876

Best flights from Midway to Sao Paulo
Discover carefully curated flight deals from Midway to Sao Paulo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 16, 2025.

Tue 11/1812:47 pmMDW - GRU

1 stop17h 48mDelta

Tue 11/259:15 pmGRU - MDW

1 stop17h 37mDelta

Deal found 10/14

$600

Mon 3/21:05 pmMDW - GRU

1 stop13h 35mLATAM Airlines

Fri 3/65:45 pmGRU - MDW

2 stops19h 11mLATAM Airlines

Deal found 10/16

$607

Thu 12/42:16 pmMDW - GRU

1 stop26h 44mMultiple Airlines

Sun 12/77:45 pmGRU - MDW

2 stops29h 13mMultiple Airlines

Deal found 10/16

$671

Sun 11/1610:47 amMDW - GRU

1 stop15h 53mDelta

Sun 11/2311:45 pmGRU - MDW

2 stops15h 49mDelta

Deal found 10/15

$605

Thu 11/139:34 amMDW - GRU

2 stops17h 06mDelta

Wed 11/2611:45 pmGRU - MDW

1 stop19h 54mDelta

Deal found 10/15

$605

Mon 3/28:56 pmMDW - GRU

2 stops37h 19mMultiple Airlines

Wed 3/1110:20 amGRU - MDW

1 stop13h 38mMultiple Airlines

Deal found 10/16

$827

Mon 3/210:35 amMDW - GRU

2 stops16h 40mLATAM Airlines

Wed 3/118:45 pmGRU - MDW

2 stops41h 16mLATAM Airlines

Deal found 10/16

$867

Sat 3/73:10 pmMDW - VCP

2 stops16h 50mMultiple Airlines

Sun 4/510:10 amVCP - MDW

1 stop13h 48mMultiple Airlines

Deal found 10/15

$974

Wed 11/2612:47 pmMDW - GRU

1 stop17h 48mDelta

Mon 12/811:45 pmGRU - MDW

1 stop19h 58mDelta

Deal found 10/16

$959

Fri 12/52:15 pmMDW - VCP

1 stop13h 20mMultiple Airlines

Mon 1/511:00 pmVCP - MDW

2 stops42h 47mMultiple Airlines

Deal found 10/14

$979

Sun 11/912:47 pmMDW - GRU

1 stop17h 48mLATAM Airlines

Tue 11/189:15 pmGRU - MDW

1 stop17h 37mLATAM Airlines

Deal found 10/15

$1,086

Thu 3/128:00 amMDW - GRU

1 stop19h 20mMultiple Airlines

Thu 3/1910:20 amGRU - MDW

1 stop13h 38mMultiple Airlines

Deal found 10/16

$984

Sun 10/2611:57 amMDW - VCP

1 stop15h 38mMultiple Airlines

Thu 10/306:20 amVCP - MDW

2 stops28h 12mMultiple Airlines

Deal found 10/16

$1,004

Thu 12/42:16 pmMDW - VCP

2 stops17h 29mMultiple Airlines

Sun 12/71:00 pmVCP - MDW

1 stop35h 58mMultiple Airlines

Deal found 10/16

$1,067

Tue 12/237:57 amMDW - VCP

1 stop18h 38mMultiple Airlines

Wed 1/711:00 pmVCP - MDW

2 stops41h 35mMultiple Airlines

Deal found 10/14

$1,162

Sat 3/73:10 pmMDW - VCP

2 stops16h 50mMultiple Airlines

Sat 4/410:10 amVCP - MDW

1 stop13h 48mMultiple Airlines

Deal found 10/15

$1,294

Mon 12/152:15 pmMDW - VCP

1 stop15h 25mMultiple Airlines

Wed 1/711:00 pmVCP - MDW

2 stops41h 35mMultiple Airlines

Deal found 10/14

$1,443

Tue 12/237:57 amMDW - VCP

1 stop18h 38mMultiple Airlines

Thu 1/11:00 pmVCP - MDW

1 stop21h 02mMultiple Airlines

Deal found 10/14

$1,532

Fri 12/197:57 amMDW - VCP

1 stop18h 38mMultiple Airlines

Thu 1/11:00 pmVCP - MDW

1 stop21h 02mMultiple Airlines

Deal found 10/14

$1,775

Sat 12/207:57 amMDW - VCP

1 stop18h 38mMultiple Airlines

Thu 1/11:00 pmVCP - MDW

1 stop21h 02mMultiple Airlines

Deal found 10/14

$1,933

Sat 12/207:57 amMDW - VCP

1 stop18h 38mMultiple Airlines

Sun 1/47:55 amVCP - MDW

2 stops26h 07mMultiple Airlines

Deal found 10/14

$1,970

Fri 12/197:57 amMDW - VCP

1 stop18h 38mMultiple Airlines

Sun 1/44:55 pmVCP - MDW

2 stops23h 40mMultiple Airlines

Deal found 10/14

$2,058

Last-minute flights from Midway to Sao Paulo
Discover last-minute flight deals from Midway to Sao Paulo. Data last updated October 16, 2025 and is based on user searches.

Fri 10/2412:48 pmMDW - GRU

1 stop14h 52mLATAM Airlines

Wed 10/293:45 pmGRU - MDW

2 stops20h 00mLATAM Airlines

Deal found 10/15

$607

Fri 11/72:57 pmMDW - VCP

2 stops25h 18mMultiple Airlines

Thu 11/1311:20 pmVCP - MDW

2 stops20h 25mMultiple Airlines

Deal found 10/13

$781

Thu 11/1312:47 pmMDW - GRU

1 stop13h 53mDelta

Wed 11/2611:45 pmGRU - MDW

1 stop19h 54mDelta

Deal found 10/15

$600

Thu 11/1312:47 pmMDW - GRU

1 stop13h 53mLATAM Airlines

Sun 11/239:15 pmGRU - MDW

1 stop15h 37mLATAM Airlines

Deal found 10/15

$664

Fri 11/145:34 pmMDW - GRU

2 stops47h 46mLATAM Airlines

Fri 11/2111:45 pmGRU - MDW

1 stop18h 58mLATAM Airlines

Deal found 10/15

$640

Sat 11/154:28 pmMDW - GRU

1 stop34h 12mLATAM Airlines

Tue 11/2511:45 pmGRU - MDW

1 stop19h 54mLATAM Airlines

Deal found 10/15

$629

Sun 11/1612:47 pmMDW - GRU

1 stop13h 53mLATAM Airlines

Wed 11/269:15 pmGRU - MDW

1 stop15h 37mLATAM Airlines

Deal found 10/16

$622

Sun 11/2310:47 amMDW - GRU

2 stops30h 33mLATAM Airlines

Wed 12/311:45 pmGRU - MDW

1 stop15h 10mLATAM Airlines

Deal found 10/15

$876

Tue 11/2510:47 amMDW - GRU

1 stop15h 53mLATAM Airlines

Fri 12/59:15 pmGRU - MDW

1 stop15h 39mLATAM Airlines

Deal found 10/15

$867

Wed 11/2612:47 pmMDW - GRU

1 stop13h 53mLATAM Airlines

Mon 12/811:45 pmGRU - MDW

1 stop15h 10mLATAM Airlines

Deal found 10/15

$843

Sat 11/295:57 pmMDW - GRU

2 stops31h 20mMultiple Airlines

Sat 12/610:20 amGRU - MDW

1 stop15h 10mMultiple Airlines

Deal found 10/15

$802

Sat 11/296:00 amMDW - GRU

1 stop20h 40mLATAM Airlines

Sat 12/69:15 pmGRU - MDW

1 stop15h 39mLATAM Airlines

Deal found 10/15

$865

One-way flights from Midway to Sao Paulo
Search for one-way flight options from Midway to Sao Paulo. Find affordable one-way fares based on user searches. Data last updated October 16, 2025.

Sat 12/62:59 pmMDW - GRU

2 stops34h 18mMultiple Airlines

Deal found 10/16

$249

Wed 11/191:56 pmMDW - GRU

3 stops33h 44mMultiple Airlines

Deal found 10/15

$316

Mon 11/174:12 pmMDW - VCP

2 stops24h 03mMultiple Airlines

Deal found 10/15

$329

Mon 11/1012:52 pmMDW - VCP

2 stops27h 23mMultiple Airlines

Deal found 10/16

$343

Sun 12/77:44 amMDW - GRU

3 stops20h 16mMultiple Airlines

Deal found 10/14

$349

Mon 12/228:15 amMDW - GRU

3 stops59h 40mMultiple Airlines

Deal found 10/15

$362

Thu 12/43:10 pmMDW - GRU

2 stops19h 05mMultiple Airlines

Deal found 10/14

$374

Fri 11/72:57 pmMDW - VCP

2 stops25h 18mMultiple Airlines

Deal found 10/15

$386

Fri 12/53:52 pmMDW - VCP

1 stop13h 48mMultiple Airlines

Deal found 10/14

$397

Sat 12/62:59 pmMDW - VCP

2 stops16h 46mMultiple Airlines

Deal found 10/14

$404

Sun 12/72:59 pmMDW - VCP

2 stops16h 46mMultiple Airlines

Deal found 10/14

$408

Thu 12/43:10 pmMDW - VCP

2 stops16h 50mMultiple Airlines

Deal found 10/14

$412

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Sao Paulo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Tue 11/18

12:47 pm-9:35 am

1 stop17h 48m

Sao Paulo Guarulhos Intl

Tue 11/25

9:15 pm-11:52 am

1 stop17h 37m

$600

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 11/16

10:47 am-5:40 am

1 stop15h 53m

Sao Paulo Guarulhos Intl

Sun 11/23

11:45 pm-12:34 pm

2 stops15h 49m

$605

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 11/13

9:34 am-5:40 am

2 stops17h 06m

Sao Paulo Guarulhos Intl

Wed 11/26

11:45 pm-4:39 pm

1 stop19h 54m

$605

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 3/2

1:05 pm-5:40 am

1 stop13h 35m

Sao Paulo Guarulhos Intl

Fri 3/6

5:45 pm-9:56 am

2 stops19h 11m

$607

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 12/4

2:16 pm-8:00 pm

1 stop26h 44m

Sao Paulo Guarulhos Intl

Sun 12/7

7:45 pm-9:58 pm

2 stops29h 13m

$671

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 3/2

8:56 pm-1:15 pm

2 stops37h 19m

Sao Paulo Guarulhos Intl

Wed 3/11

10:20 am-9:58 pm

1 stop13h 38m

$827

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Mon 3/2

10:35 am-6:15 am

2 stops16h 40m

Sao Paulo Guarulhos Intl

Wed 3/11

8:45 pm-12:01 pm

2 stops41h 16m

$867

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Wed 11/26

12:47 pm-9:35 am

1 stop17h 48m

Sao Paulo Guarulhos Intl

Mon 12/8

11:45 pm-4:43 pm

1 stop19h 58m

$959

ChicagoSao Paulo

MDW - VCP

MDWVCP

Chicago Midway

Sat 3/7

3:10 pm-11:00 am

2 stops16h 50m

Sao Paulo Viracopos

Sun 4/5

10:10 am-9:58 pm

1 stop13h 48m

$974

ChicagoSao Paulo

MDW - VCP

MDWVCP

Chicago Midway

Fri 12/5

2:15 pm-6:35 am

1 stop13h 20m

Sao Paulo Viracopos

Mon 1/5

11:00 pm-2:47 pm

2 stops42h 47m

$979

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

Showing 1-10 of 41 results

...

Compare providers for flights from Midway to Sao Paulo

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Sao Paulo in October.

Provider	Price Accuracy	Trust Score*
AranGrant	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Chicago Midway Airport-Sao Paulo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Sao Paulo flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Sao Paulo

No data available for this route at this time. Please check back soon.

Related info for your journey

How long is the flight from Chicago Midway Airport to Sao Paulo?
There are many flights that can get you from Chicago Midway Airport to Sao Paulo in 13h 35m. Fly via Delta or LATAM Airlines to get the fastest option. Airlines will cover a distance of 5218 mi. This flight may include one or multiple stops.
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.

See more FAQs

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$249+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Midway to Sao Paulo with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Midway to Sao Paulo

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Midway to Sao Paulo

Cheapest flights from Midway to Sao PauloExplore 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 October 16, 2025.

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 October 16, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Sao Paulo that are best for you.

Compare providers for flights from Midway to Sao Paulo

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Sao Paulo in October.

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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Sao Paulo

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.

How long is the flight from Chicago Midway Airport to Sao Paulo?

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

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

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midway to Sao Paulo

See prices for flight routes from nearby airports that may be better suited for you.

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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 October 16, 2025.