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Cheap flights from Midway (MDW) to Sao Paulo (SAO) from $427

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 6/24. 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.
MDW — SAO
Jun 15 — Jun 221
From?
To?
Sat 6/15
Sat 6/22
1 adult, Economy
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How far in advance should I book a flight from Chicago Midway Airport to Sao Paulo?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 36 days in advance, which can save you up to 1% on flights from Chicago Midway Airport to Sao Paulo compared to booking the week you need them. Waiting 36 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $967. For sooner than that we have options available in the next 3 days from $1,338.

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

Flights from Chicago Midway Airport to Sao Paulo lean towards being more expensive in December. Prices are generally better when you fly from Chicago Midway Airport to Sao Paulo in August, with the cheapest ticket starting at $642.

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.

Cheap Midway to Sao Paulo flights in June & July 2024

Find cheap flight options from Midway to Sao Paulo specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,020,828 searches. Prices were last updated on June 10, 2024.
The lowest fares we've come across on flights traveling from Chicago to Sao Paulo in June and July 2024. For more flight deals, be sure to check back very soon.
Mon 7/296:00 amMDW - GRU
1 stop21h 40mLATAM Airlines
Sun 8/46:40 amGRU - MDW
2 stops28h 58mLATAM Airlines
Deal found 6/9$896
Fri 6/219:08 pmMDW - GRU
3 stops30h 52mMultiple Airlines
Mon 12/29:50 pmGRU - MDW
3 stops21h 30mMultiple Airlines
Deal found 6/9$970
Mon 7/2910:28 amMDW - GRU
2 stops27h 52mLATAM Airlines
Sun 8/46:40 amGRU - MDW
2 stops28h 58mLATAM Airlines
Deal found 6/9$1,012
Fri 7/199:31 amMDW - GRU
1 stop18h 09mMultiple Airlines
Thu 8/110:35 amGRU - MDW
1 stop24h 01mMultiple Airlines
Deal found 6/8$1,019
Wed 6/268:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Mon 7/15:10 pmGRU - MDW
2 stops27h 31mMultiple Airlines
Deal found 6/9$1,031
Wed 6/268:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Tue 7/27:45 amGRU - MDW
2 stops25h 46mMultiple Airlines
Deal found 6/9$1,063
Wed 6/268:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Wed 7/39:50 pmGRU - MDW
2 stops20h 27mMultiple Airlines
Deal found 6/9$1,077
Fri 7/199:31 amMDW - GRU
1 stop18h 09mMultiple Airlines
Sun 7/2810:35 amGRU - MDW
1 stop13h 01mMultiple Airlines
Deal found 6/8$1,126
Mon 7/159:31 amMDW - GRU
1 stop18h 04mMultiple Airlines
Sun 8/410:35 amGRU - MDW
1 stop13h 01mMultiple Airlines
Deal found 6/9$1,134

Midway to Sao Paulo 2024 flight deals

Discover exclusive flight deals for travel between Midway and Sao Paulo in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,020,828 searches. Data last updated June 10, 2024.
The lowest fares we've come across on flights traveling from Chicago to Sao Paulo in June and July 2024. For more flight deals, be sure to check back very soon.
Mon 8/129:31 amMDW - GRU
1 stop18h 04mMultiple Airlines
Tue 8/131:35 amGRU - MDW
2 stops38h 24mMultiple Airlines
Deal found 6/9$872
Thu 8/2910:28 amMDW - GRU
1 stop17h 12mLATAM Airlines
Mon 9/210:45 amGRU - MDW
2 stops24h 53mLATAM Airlines
Deal found 6/9$896
Wed 11/62:05 pmMDW - GRU
2 stops15h 50mLATAM Airlines
Mon 11/111:20 pmGRU - MDW
2 stops22h 57mLATAM Airlines
Deal found 6/9$900
Mon 8/123:47 pmMDW - GRU
3 stops21h 18mLATAM Airlines
Wed 8/1410:50 pmGRU - MDW
1 stop14h 54mLATAM Airlines
Deal found 6/9$905
Mon 8/123:47 pmMDW - GRU
3 stops21h 18mLATAM Airlines
Wed 8/1411:05 pmGRU - MDW
2 stops21h 00mLATAM Airlines
Deal found 6/9$909
Fri 6/219:08 pmMDW - GRU
3 stops30h 52mMultiple Airlines
Mon 12/29:50 pmGRU - MDW
3 stops21h 30mMultiple Airlines
Deal found 6/9$970
Mon 8/129:31 amMDW - GRU
1 stop18h 04mMultiple Airlines
Sun 8/1810:35 amGRU - MDW
1 stop34h 43mMultiple Airlines
Deal found 6/8$1,004
Mon 7/2910:28 amMDW - GRU
2 stops27h 52mLATAM Airlines
Sun 8/46:40 amGRU - MDW
2 stops28h 58mLATAM Airlines
Deal found 6/9$1,012
Mon 8/129:31 amMDW - GRU
1 stop18h 04mMultiple Airlines
Wed 8/145:50 amGRU - MDW
2 stops34h 09mMultiple Airlines
Deal found 6/9$1,013

Midway to Sao Paulo flights leaving soon

Find last-minute flight options from Midway to Sao Paulo 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 3,020,828 searches. Data last updated June 10, 2024.
Check out these flights departing soon from Chicago to Sao Paulo. It's wise to confirm all flight details are correct before booking.
Tue 6/187:36 pmMDW - GRU
1 stop22h 59mMultiple Airlines
Sun 12/111:50 pmGRU - MDW
2 stops22h 28mMultiple Airlines
Deal found 6/9$1,167
Tue 6/187:36 pmMDW - GRU
1 stop22h 59mMultiple Airlines
Sun 12/19:10 pmGRU - MDW
1 stop22h 10mMultiple Airlines
Deal found 6/9$1,493
Tue 6/186:49 pmMDW - GRU
2 stops32h 51mLATAM Airlines
Sun 12/14:30 pmGRU - MDW
2 stops28h 29mLATAM Airlines
Deal found 6/9$1,499
Mon 6/1710:41 amMDW - GRU
2 stops16h 59mLATAM Airlines
Sun 6/237:15 amGRU - MDW
2 stops28h 36mLATAM Airlines
Deal found 6/9$1,547
Wed 6/1910:41 amMDW - GRU
2 stops16h 59mLATAM Airlines
Tue 7/23:30 amGRU - MDW
2 stops32h 21mLATAM Airlines
Deal found 6/9$1,557
Fri 6/146:49 pmMDW - GRU
2 stops32h 51mLATAM Airlines
Sun 6/303:30 amGRU - MDW
2 stops32h 21mLATAM Airlines
Deal found 6/9$1,753
Wed 6/1910:41 amMDW - GRU
2 stops16h 59mLATAM Airlines
Wed 7/310:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 6/9$2,045
Wed 6/193:45 pmMDW - GRU
1 stop15h 05mLATAM Airlines
Wed 7/310:50 pmGRU - MDW
1 stop13h 01mLATAM Airlines
Deal found 6/9$2,598
Mon 6/1712:45 pmMDW - GRU
1 stop14h 55mLATAM Airlines
Sun 6/2310:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 6/9$2,636

One-way flights to Sao Paulo from Midway

Search for one-way flight options from Midway to Sao Paulo. 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 3,020,828 searches. Data last updated June 10, 2024.
Users in need of a one-way flight from Chicago to Sao Paulo can choose from these deals. Users can also find round-trip Chicago to Sao Paulo flights by using the search form above.
Mon 6/243:29 pmMDW - GRU
2 stops27h 32mMultiple Airlines
Deal found 6/9$427
Mon 6/248:27 amMDW - GRU
3 stops25h 18mMultiple Airlines
Deal found 6/9$465
Tue 7/27:36 pmMDW - GRU
2 stops27h 34mMultiple Airlines
Deal found 6/9$473
Tue 7/27:36 pmMDW - VCP
3 stops33h 29mMultiple Airlines
Deal found 6/9$496
Mon 6/248:27 amMDW - GRU
1 stop34h 08mMultiple Airlines
Deal found 6/9$499
Mon 6/248:27 amMDW - VCP
3 stops24h 58mMultiple Airlines
Deal found 6/9$515
Tue 7/27:36 pmMDW - GRU
1 stop22h 59mMultiple Airlines
Deal found 6/9$530
Tue 7/210:16 pmMDW - GRU
3 stops29h 44mMultiple Airlines
Deal found 6/9$668
Sat 9/2810:38 amMDW - GRU
2 stops16h 57mLATAM Airlines
Deal found 6/9$701

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 3,020,828 searches. Data last updated June 10, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$872 - $1,632

Route

Depart

Return

Price

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 8/12

1 stop18h 04m

Sao Paulo Guarulhos Intl

Tue 8/13

2 stops38h 24m

$872

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Thu 8/29

1 stop17h 12m

Sao Paulo Guarulhos Intl

Mon 9/2

2 stops24h 53m

$896

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Wed 11/6

2 stops15h 50m

Sao Paulo Guarulhos Intl

Mon 11/11

2 stops22h 57m

$900

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 8/12

3 stops21h 18m

Sao Paulo Guarulhos Intl

Wed 8/14

1 stop14h 54m

$905

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 8/12

3 stops21h 18m

Sao Paulo Guarulhos Intl

Wed 8/14

2 stops21h 00m

$909

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 6/21

3 stops30h 52m

Sao Paulo Guarulhos Intl

Mon 12/2

3 stops21h 30m

$970

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 8/12

1 stop18h 04m

Sao Paulo Guarulhos Intl

Sun 8/18

1 stop34h 43m

$1,004

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 8/12

1 stop18h 04m

Sao Paulo Guarulhos Intl

Wed 8/14

2 stops34h 09m

$1,013

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Sat 9/21

1 stop12h 31m

Sao Paulo Guarulhos Intl

Fri 10/4

2 stops20h 14m

$1,632

Flights are sorted by cheapest first

Deals found on 6/9

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

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.

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 June 10, 2024.
See what other customers who have flown with LATAM Airlines and Delta from Chicago to Sao Paulo have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,295 reviews

Crew

8.6

Overall

8.0

Entertainment

8.0

Boarding

8.2

Comfort

7.9

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.0
Very good
10,295 reviews
Delta
8.0
Very good
10,295 reviews

Crew

8.6

Overall

8.0

Entertainment

8.0

Boarding

8.2

Comfort

7.9

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

LATAM Airlines
7.5
Good
2,314 reviews
Delta
8.0
Very good
10,295 reviews

Crew

8.6

Overall

8.0

Entertainment

8.0

Boarding

8.2

Comfort

7.9

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

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 flights from Chicago Midway Airport to Sao Paulo for under $900 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Sao Paulo for under $900. The cheapest flight booked recently is on Multiple Airlines for just $872, but on average you can expect to pay $1,052.

  • Are there last-minute flights available from Chicago Midway Airport to Sao Paulo for under $1,200?

    There are currently 11+ open flights from Chicago Midway Airport to Sao Paulo within the next 7 days for less than $1,200.

  • What does MDW to GRU mean?

    Chicago Midway Airport is MDW and Sao Paulo Guarulhos Intl Airport is GRU. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Sao Paulo Congonhas Airport (CGH), Sao Paulo Viracopos Airport (VCP).

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

    The amount of baggage you can bring on your Midway to Sao Paulo 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 Midway to Sao Paulo with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Sao Paulo 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 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.

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

    Many airlines flying from Midway to Sao Paulo 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 Midway to Sao Paulo?

    Yes, you can often find last-minute deals on Midway to Sao Paulo 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 Chicago Midway Airport to Sao Paulo flight deals updated?

    The Chicago Midway Airport to Sao Paulo flight deals you see on this page were last updated on 6/9.

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

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Sao Paulo (average of $682). Flying from Chicago Midway Airport to Sao Paulo in December is currently the most expensive (average of $1,162). 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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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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Search flights from Midway to Sao Paulo by cabin class

Find flights from Midway to Sao Paulo, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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