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Cheap flights from Sao Paulo (SAO) to Midway (MDW) from $395

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 8/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SAO — MDW
May 27 — Jun 31
From?
To?
Mon 5/27
Mon 6/3
1 adult, Economy
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How far in advance should I book a flight from Sao Paulo to Chicago Midway Airport?

To save up to 153% on this flight, we recommend booking at least 51 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Sao Paulo to Chicago Midway Airport from $1,111 1-2 weeks out and tickets from $1,210 for flights departing within the next 72 hours.

What is the cheapest month to fly from Sao Paulo to Chicago Midway Airport?

August is one of the best times of the year to fly to Chicago Midway Airport from Sao Paulo. Prices for August average $1,120 per person but you can even find prices for as low as $705. The most expensive prices can be found in the month of January. Opting for a August flight can save you 21% on your journey compared to booking in January

When is the cheapest time to fly from Sao Paulo to Chicago Midway Airport (SAO - MDW)?

When flying from Sao Paulo to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap LATAM Airlines flights from Sao Paulo to Midway

Explore cheap flight options specifically provided by LATAM Airlines for the route between Sao Paulo and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Take a look at some of the lowest-priced LATAM Airlines flights heading from Sao Paulo to Chicago. Make sure to double check the flight details before booking.
Mon 8/57:50 amGRU - MDW
2 stops27h 22mLATAM Airlines
Mon 11/116:00 amMDW - GRU
2 stops20h 40mLATAM Airlines
Deal found 5/21$1,431
Tue 5/283:30 amGRU - MDW
2 stops30h 25mLATAM Airlines
Thu 6/66:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Deal found 5/22$1,445
Thu 10/107:50 amGRU - MDW
2 stops27h 27mLATAM Airlines
Mon 10/146:00 amMDW - GRU
2 stops21h 35mLATAM Airlines
Deal found 5/21$1,455
Thu 8/227:15 amGRU - MDW
2 stops30h 38mLATAM Airlines
Sat 10/56:00 amMDW - GRU
2 stops21h 35mLATAM Airlines
Deal found 5/21$1,472
Wed 10/93:30 amGRU - MDW
2 stops31h 47mLATAM Airlines
Mon 10/1410:11 amMDW - GRU
2 stops17h 24mLATAM Airlines
Deal found 5/21$1,482
Thu 9/193:30 amGRU - MDW
2 stops31h 47mLATAM Airlines
Sat 9/2810:11 amMDW - GRU
2 stops17h 24mLATAM Airlines
Deal found 5/21$1,491
Tue 7/307:50 amGRU - MDW
2 stops27h 46mLATAM Airlines
Wed 7/316:55 pmMDW - GRU
2 stops32h 40mLATAM Airlines
Deal found 5/21$1,497
Mon 6/34:30 pmGRU - MDW
2 stops31h 31mLATAM Airlines
Mon 6/176:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Deal found 5/21$1,500
Tue 6/254:30 pmGRU - MDW
2 stops31h 16mLATAM Airlines
Tue 7/306:00 amMDW - GRU
2 stops21h 35mLATAM Airlines
Deal found 5/21$1,503

Cheap Delta flights from Sao Paulo to Midway

Explore cheap flight options specifically provided by Delta for the route between Sao Paulo and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Some of the lowest-priced Delta flights we've found at this time heading from Sao Paulo to Chicago. Deals frequently update to provide users with more options.
Wed 10/910:50 pmGRU - MDW
1 stop18h 06mDelta
Wed 10/1610:11 amMDW - GRU
1 stop20h 39mDelta
Deal found 5/22$1,539
Thu 10/1010:50 pmGRU - MDW
1 stop18h 06mDelta
Fri 10/1810:11 amMDW - GRU
1 stop17h 29mDelta
Deal found 5/22$1,579
Mon 7/2210:50 pmGRU - MDW
2 stops20h 14mDelta
Wed 7/3112:35 pmMDW - GRU
2 stops15h 00mDelta
Deal found 5/21$1,589
Fri 8/3010:50 pmGRU - MDW
1 stop20h 24mDelta
Sat 9/289:35 amMDW - GRU
2 stops18h 05mDelta
Deal found 5/22$1,619
Tue 7/1611:05 pmGRU - MDW
2 stops15h 37mDelta
Wed 7/3112:35 pmMDW - GRU
2 stops15h 00mDelta
Deal found 5/21$1,639
Thu 10/1010:50 pmGRU - MDW
2 stops20h 13mDelta
Fri 10/181:10 pmMDW - GRU
2 stops14h 30mDelta
Deal found 5/22$1,649
Wed 7/1710:05 amGRU - MDW
1 stop13h 41mDelta
Wed 7/243:47 pmMDW - GRU
1 stop15h 03mDelta
Deal found 5/21$1,659
Sat 7/2010:05 amGRU - MDW
1 stop13h 41mDelta
Sat 7/279:24 amMDW - GRU
2 stops18h 16mDelta
Deal found 5/21$1,669
Tue 6/2510:05 amGRU - MDW
1 stop13h 41mDelta
Tue 7/210:41 amMDW - GRU
2 stops19h 04mDelta
Deal found 5/22$1,689

Cheap Sao Paulo to Midway flights in May & June 2024

Find cheap flight options from Sao Paulo to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,730,072 searches. Prices were last updated on May 22, 2024.
Scroll through some of the best deals on flights from Sao Paulo to Chicago in 2024. Check back soon for alternative fares.
Tue 5/283:30 amGRU - MDW
2 stops30h 25mLATAM Airlines
Thu 6/66:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Deal found 5/22$1,445
Mon 6/34:30 pmGRU - MDW
2 stops31h 31mLATAM Airlines
Mon 6/176:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Deal found 5/21$1,500
Tue 6/254:30 pmGRU - MDW
2 stops31h 16mLATAM Airlines
Tue 7/306:00 amMDW - GRU
2 stops21h 35mLATAM Airlines
Deal found 5/21$1,503
Tue 6/114:30 pmGRU - MDW
2 stops27h 29mLATAM Airlines
Tue 8/610:11 amMDW - GRU
2 stops17h 24mLATAM Airlines
Deal found 5/21$1,510
Tue 5/284:30 pmGRU - MDW
2 stops31h 31mLATAM Airlines
Thu 6/68:45 amMDW - GRU
2 stops18h 55mLATAM Airlines
Deal found 5/21$1,524
Thu 6/207:15 amGRU - MDW
2 stops36h 44mLATAM Airlines
Thu 6/2710:41 amMDW - GRU
2 stops16h 59mLATAM Airlines
Deal found 5/21$1,532
Mon 6/243:30 amGRU - MDW
2 stops32h 21mLATAM Airlines
Tue 7/3010:28 amMDW - GRU
2 stops17h 07mLATAM Airlines
Deal found 5/21$1,535
Mon 6/103:30 amGRU - MDW
2 stops32h 21mLATAM Airlines
Tue 8/66:50 pmMDW - GRU
2 stops32h 45mLATAM Airlines
Deal found 5/21$1,547
Thu 6/274:30 pmGRU - MDW
2 stops27h 29mLATAM Airlines
Thu 7/1810:28 amMDW - GRU
2 stops17h 07mLATAM Airlines
Deal found 5/21$1,560

Sao Paulo to Midway 2024 flight deals

Discover exclusive flight deals for travel between Sao Paulo and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Scroll through some of the best deals on flights from Sao Paulo to Chicago in 2024. Check back soon for alternative fares.
Mon 8/57:50 amGRU - MDW
2 stops27h 22mLATAM Airlines
Mon 11/116:00 amMDW - GRU
2 stops20h 40mLATAM Airlines
Deal found 5/21$1,431
Tue 5/283:30 amGRU - MDW
2 stops30h 25mLATAM Airlines
Thu 6/66:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Deal found 5/22$1,445
Thu 10/107:50 amGRU - MDW
2 stops27h 27mLATAM Airlines
Mon 10/146:00 amMDW - GRU
2 stops21h 35mLATAM Airlines
Deal found 5/21$1,455
Thu 8/227:15 amGRU - MDW
2 stops30h 38mLATAM Airlines
Sat 10/56:00 amMDW - GRU
2 stops21h 35mLATAM Airlines
Deal found 5/21$1,472
Wed 10/93:30 amGRU - MDW
2 stops31h 47mLATAM Airlines
Mon 10/1410:11 amMDW - GRU
2 stops17h 24mLATAM Airlines
Deal found 5/21$1,482
Thu 9/193:30 amGRU - MDW
2 stops31h 47mLATAM Airlines
Sat 9/2810:11 amMDW - GRU
2 stops17h 24mLATAM Airlines
Deal found 5/21$1,491
Tue 7/307:50 amGRU - MDW
2 stops27h 46mLATAM Airlines
Wed 7/316:55 pmMDW - GRU
2 stops32h 40mLATAM Airlines
Deal found 5/21$1,497
Sun 12/224:30 pmGRU - MDW
2 stops32h 39mLATAM Airlines
Fri 1/36:00 amMDW - GRU
2 stops20h 40mLATAM Airlines
Deal found 5/21$1,499
Mon 6/34:30 pmGRU - MDW
2 stops31h 31mLATAM Airlines
Mon 6/176:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Deal found 5/21$1,500

Sao Paulo to Midway flights leaving soon

Find last-minute flight options from Sao Paulo to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Book one of these great deals on flights from Sao Paulo to Chicago. Users should examine the flight details to ensure there are no surprises.
Tue 5/283:30 amGRU - MDW
2 stops30h 25mLATAM Airlines
Thu 6/66:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Deal found 5/22$1,445
Mon 6/34:30 pmGRU - MDW
2 stops31h 31mLATAM Airlines
Mon 6/176:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Deal found 5/21$1,500
Tue 5/284:30 pmGRU - MDW
2 stops31h 31mLATAM Airlines
Thu 6/68:45 amMDW - GRU
2 stops18h 55mLATAM Airlines
Deal found 5/21$1,524
Mon 5/273:30 amGRU - MDW
2 stops30h 25mLATAM Airlines
Thu 6/66:48 pmMDW - GRU
2 stops19h 32mLATAM Airlines
Deal found 5/21$1,762
Tue 5/2810:05 amGRU - MDW
1 stop13h 56mLATAM Airlines
Thu 6/68:45 amMDW - GRU
2 stops18h 55mLATAM Airlines
Deal found 5/21$1,977
Thu 5/3010:05 amGRU - MDW
1 stop13h 56mDelta
Wed 6/54:41 pmMDW - GRU
1 stop14h 09mDelta
Deal found 5/21$2,539
Fri 5/3110:50 pmGRU - MDW
1 stop13h 21mDelta
Fri 6/71:24 pmMDW - GRU
2 stops17h 26mDelta
Deal found 5/21$2,619
Thu 5/2310:05 amGRU - MDW
1 stop13h 56mDelta
Fri 5/311:21 pmMDW - GRU
2 stops17h 29mDelta
Deal found 5/21$3,129
Wed 5/298:45 pmGRU - MDW
2 stops20h 10mDelta
Thu 6/61:21 pmMDW - GRU
2 stops17h 39mDelta
Deal found 5/22$3,199

One-way flights to Midway from Sao Paulo

Search for one-way flight options from Sao Paulo to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Take a look at some of the one-way flights we've detected from Sao Paulo to Chicago. Those needing a return flight from Sao Paulo to Chicago can use the search form above.
Mon 8/511:05 pmGRU - MDW
1 stop21h 28mMultiple Airlines
Deal found 5/20$395
Mon 9/309:50 pmGRU - MDW
2 stops25h 47mMultiple Airlines
Deal found 5/21$401
Mon 9/309:50 pmGRU - MDW
3 stops25h 47mMultiple Airlines
Deal found 5/21$436
Wed 9/49:50 pmGRU - MDW
2 stops20h 27mMultiple Airlines
Deal found 5/21$443
Sun 9/11:40 amGRU - MDW
2 stops19h 38mMultiple Airlines
Deal found 5/21$496
Mon 9/29:50 pmGRU - MDW
3 stops20h 27mMultiple Airlines
Deal found 5/21$563
Mon 7/297:50 amGRU - MDW
2 stops27h 46mLATAM Airlines
Deal found 5/22$726
Mon 7/297:50 amGRU - MDW
2 stops27h 46mLATAM Airlines
Deal found 5/21$728
Mon 8/57:50 amGRU - MDW
2 stops27h 22mLATAM Airlines
Deal found 5/20$735

Find flights from Sao Paulo to Midway within your budget

Customize your flight search to find flights from Sao Paulo to Midway 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 2,730,072 searches. Data last updated May 22, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$1,431 - $1,619

Route

Depart

Return

Price

Sao Paulo Guarulhos IntlChicago Midway

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Mon 8/5

2 stops27h 22m

Chicago Midway

Mon 11/11

2 stops20h 40m

$1,431

Sao Paulo Guarulhos IntlChicago Midway

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Thu 10/10

2 stops27h 27m

Chicago Midway

Mon 10/14

2 stops21h 35m

$1,455

Sao Paulo Guarulhos IntlChicago Midway

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Thu 8/22

2 stops30h 38m

Chicago Midway

Sat 10/5

2 stops21h 35m

$1,472

Sao Paulo Guarulhos IntlChicago Midway

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Wed 10/9

2 stops31h 47m

Chicago Midway

Mon 10/14

2 stops17h 24m

$1,482

Sao Paulo Guarulhos IntlChicago Midway

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Thu 9/19

2 stops31h 47m

Chicago Midway

Sat 9/28

2 stops17h 24m

$1,491

Sao Paulo Guarulhos IntlChicago Midway

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Wed 10/9

1 stop18h 06m

Chicago Midway

Wed 10/16

1 stop20h 39m

$1,539

Sao Paulo Guarulhos IntlChicago Midway

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Thu 10/10

1 stop18h 06m

Chicago Midway

Fri 10/18

1 stop17h 29m

$1,579

Sao Paulo Guarulhos IntlChicago Midway

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Mon 7/22

2 stops20h 14m

Chicago Midway

Wed 7/31

2 stops15h 00m

$1,589

Sao Paulo Guarulhos IntlChicago Midway

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Fri 8/30

1 stop20h 24m

Chicago Midway

Sat 9/28

2 stops18h 05m

$1,619

Flights are sorted by cheapest first

Deals found on 5/21

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

Best time to book a flight from Sao Paulo to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Sao Paulo 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.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated May 22, 2024.
Read through reviews of airlines operating flights from Sao Paulo to Chicago, such as LATAM Airlines and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,585 reviews
Check prices

Crew

8.6

Comfort

7.9

Boarding

8.2

Food

7.4

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,585 reviews
Delta
8.0
Very good
10,585 reviews
Check prices

Crew

8.6

Comfort

7.9

Boarding

8.2

Food

7.4

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

LATAM Airlines
7.6
Good
2,389 reviews
Delta
8.0
Very good
10,585 reviews
Check prices

Crew

8.6

Comfort

7.9

Boarding

8.2

Food

7.4

Entertainment

8.0

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

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

  • Can I find flights from Sao Paulo to Chicago Midway Airport for under $1,500 on Cheapflights?

    Yes, there are multiple flights from Sao Paulo to Chicago Midway Airport for under $1,500. The cheapest flight booked recently is on LATAM Airlines for just $1,431, but on average you can expect to pay $1,509.

  • Are there last-minute flights available from Sao Paulo to Chicago Midway Airport for under $1,500?

    There are currently 16+ open flights from Sao Paulo to Chicago Midway Airport within the next 7 days for less than $1,500.

  • What does GRU to MDW mean?

    GRU and MDW are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. GRU to MDW refers to a flight route from Sao Paulo Guarulhos Intl Airport to Chicago Midway Airport. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Sao Paulo Congonhas Airport (CGH), Sao Paulo Viracopos Airport (VCP).

  • Can I find deals for flights from Sao Paulo to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Sao Paulo to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Sao Paulo to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Sao Paulo to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Sao Paulo to Midway that allow pets onboard?

    Many airlines flying from Sao Paulo to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Sao Paulo to Midway?

    Yes, you can often find last-minute deals on Sao Paulo to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Sao Paulo to Chicago Midway Airport flight deals updated?

    The Sao Paulo to Chicago Midway Airport flight deals you see on this page were last updated on 5/22.

  • When is the best time to book a flight from Sao Paulo to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Sao Paulo to Chicago Midway Airport (average of $141). Flying from Sao Paulo to Chicago Midway Airport in July is currently the most expensive (average of $250). 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

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

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Search flights from Sao Paulo to Midway by cabin class

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Sao Paulo to Midway?

Cheapflights helps you search for flights from Sao Paulo to Midway via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Sao Paulo to Midway?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Sao Paulo.

Can Cheapflights find flights from Sao Paulo to Midway with no change fees?

Yes, we can. To see specific flights from Sao Paulo to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Sao Paulo to Midway become cheaper?

Of course! You can now track prices for flights from Sao Paulo to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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