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Cheap flights from Midway (MDW) to Sao Paulo (SAO) from $329

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 9/4. 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
May 7 — May 141
From?
To?
Tue 5/7
Tue 5/14
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 8 days in advance, which can save you up to 4% on flights from Chicago Midway Airport to Sao Paulo compared to booking the week you need them. Waiting 8 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 $812. For sooner than that we have options available in the next 3 days from $1,156.

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 February, with the cheapest ticket starting at $779.

When is the cheapest time to fly from Chicago Midway Airport to Sao Paulo (MDW - 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 LATAM Airlines flights from Midway to Sao Paulo

Explore cheap flight options specifically provided by LATAM Airlines for the route between Midway and Sao Paulo. 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 2,864,334 searches. Data last updated May 2, 2024.
Take a peek at the cheapest LATAM Airlines flights we've detected traveling from Chicago to Sao Paulo. Come back soon if you're not finding the exact deal you're looking for.
Wed 10/93:45 pmMDW - GRU
1 stop15h 05mLATAM Airlines
Tue 10/151:20 pmGRU - MDW
2 stops21h 57mLATAM Airlines
Deal found 5/1$917
Fri 8/301:05 pmMDW - GRU
1 stop14h 35mLATAM Airlines
Mon 9/21:20 pmGRU - MDW
2 stops34h 27mLATAM Airlines
Deal found 5/2$985
Tue 9/310:11 amMDW - GRU
2 stops17h 24mLATAM Airlines
Fri 9/61:20 pmGRU - MDW
2 stops21h 52mLATAM Airlines
Deal found 5/1$989
Thu 7/251:05 pmMDW - GRU
1 stop14h 35mLATAM Airlines
Mon 7/292:20 pmGRU - MDW
2 stops20h 54mLATAM Airlines
Deal found 5/1$1,178
Tue 9/103:45 pmMDW - GRU
1 stop15h 05mLATAM Airlines
Wed 9/111:20 pmGRU - MDW
2 stops21h 57mLATAM Airlines
Deal found 4/30$1,316
Tue 9/36:15 pmMDW - GRU
2 stops33h 20mLATAM Airlines
Tue 9/106:50 amGRU - MDW
2 stops28h 27mLATAM Airlines
Deal found 5/1$1,322
Sun 9/16:15 pmMDW - GRU
3 stops42h 50mLATAM Airlines
Sun 9/810:05 amGRU - MDW
1 stop13h 42mLATAM Airlines
Deal found 5/2$1,352
Sun 9/12:05 pmMDW - GRU
2 stops22h 45mLATAM Airlines
Sat 9/710:05 amGRU - MDW
1 stop13h 42mLATAM Airlines
Deal found 5/2$1,365
Tue 9/103:45 pmMDW - GRU
2 stops18h 35mLATAM Airlines
Wed 9/1111:05 pmGRU - MDW
2 stops14h 53mLATAM Airlines
Deal found 4/30$1,366

Cheap Delta flights from Midway to Sao Paulo

Explore cheap flight options specifically provided by Delta for the route between Midway and Sao Paulo. 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 2,864,334 searches. Data last updated May 2, 2024.
Browse through some of the cheapest Delta flights traveling from Chicago to Sao Paulo. Check back soon if you're not seeing flights that suit your needs.
Tue 9/32:05 pmMDW - GRU
2 stops15h 40mDelta
Tue 9/1010:50 pmGRU - MDW
1 stop15h 08mDelta
Deal found 5/2$1,572
Mon 7/13:45 pmMDW - GRU
1 stop15h 05mDelta
Fri 7/1910:05 amGRU - MDW
1 stop13h 36mDelta
Deal found 5/1$1,608
Thu 6/2010:41 amMDW - GRU
1 stop16h 59mDelta
Wed 7/310:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/1$1,618
Thu 6/201:24 pmMDW - GRU
2 stops17h 26mDelta
Wed 7/310:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/1$1,622
Thu 7/251:05 pmMDW - GRU
1 stop17h 45mDelta
Sat 8/3110:05 amGRU - MDW
1 stop13h 42mDelta
Deal found 5/2$1,658
Thu 8/110:11 amMDW - GRU
1 stop17h 29mDelta
Sat 8/1711:05 pmGRU - MDW
2 stops14h 48mDelta
Deal found 5/2$1,662
Sat 6/2912:45 pmMDW - GRU
2 stops14h 55mDelta
Sun 7/710:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/2$1,702
Thu 6/61:21 pmMDW - GRU
2 stops14h 19mDelta
Fri 6/1410:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/1$1,762
Wed 6/1912:45 pmMDW - GRU
1 stop14h 55mDelta
Wed 7/311:05 pmGRU - MDW
2 stops14h 50mDelta
Deal found 5/2$1,772

Cheap Midway to Sao Paulo flights in May & June 2024

Find cheap flight options from Midway to Sao Paulo specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Prices were last updated on May 2, 2024.
The lowest fares we've come across on flights traveling from Chicago to Sao Paulo in May and June 2024. For more flight deals, be sure to check back very soon.
Fri 5/317:23 pmMDW - GRU
2 stops26h 57mMultiple Airlines
Fri 6/710:35 amGRU - MDW
1 stop24h 01mMultiple Airlines
Deal found 5/1$722
Fri 5/317:23 pmMDW - GRU
1 stop23h 12mMultiple Airlines
Fri 6/710:35 amGRU - MDW
1 stop24h 01mMultiple Airlines
Deal found 5/1$986
Sun 5/127:13 pmMDW - GRU
1 stop32h 22mMultiple Airlines
Mon 6/2411:50 pmGRU - MDW
2 stops33h 41mMultiple Airlines
Deal found 5/2$996
Fri 5/177:23 pmMDW - GRU
2 stops26h 57mMultiple Airlines
Sun 5/1911:05 pmGRU - MDW
1 stop21h 22mMultiple Airlines
Deal found 5/1$1,062
Fri 5/317:23 pmMDW - GRU
1 stop23h 12mMultiple Airlines
Thu 6/63:10 amGRU - MDW
2 stops22h 27mMultiple Airlines
Deal found 5/1$1,072
Sun 5/127:13 pmMDW - GRU
1 stop32h 22mMultiple Airlines
Sun 6/233:10 amGRU - MDW
2 stops18h 57mMultiple Airlines
Deal found 5/2$1,099
Sun 5/56:31 pmMDW - GRU
2 stops27h 39mMultiple Airlines
Tue 5/711:05 pmGRU - MDW
1 stop21h 22mMultiple Airlines
Deal found 5/1$1,132
Fri 5/177:23 pmMDW - GRU
1 stop23h 12mMultiple Airlines
Sat 5/183:10 amGRU - MDW
2 stops17h 17mMultiple Airlines
Deal found 5/1$1,211
Fri 5/177:23 pmMDW - GRU
1 stop23h 12mMultiple Airlines
Sun 5/1911:05 pmGRU - MDW
1 stop21h 22mMultiple Airlines
Deal found 5/1$1,286

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 2,864,334 searches. Data last updated May 2, 2024.
The lowest fares we've come across on flights traveling from Chicago to Sao Paulo in May and June 2024. For more flight deals, be sure to check back very soon.
Fri 5/317:23 pmMDW - GRU
2 stops26h 57mMultiple Airlines
Fri 6/710:35 amGRU - MDW
1 stop24h 01mMultiple Airlines
Deal found 5/1$722
Wed 10/93:45 pmMDW - GRU
1 stop15h 05mLATAM Airlines
Tue 10/151:20 pmGRU - MDW
2 stops21h 57mLATAM Airlines
Deal found 5/1$917
Fri 8/301:05 pmMDW - GRU
1 stop14h 35mLATAM Airlines
Mon 9/21:20 pmGRU - MDW
2 stops34h 27mLATAM Airlines
Deal found 5/2$985
Fri 5/317:23 pmMDW - GRU
1 stop23h 12mMultiple Airlines
Fri 6/710:35 amGRU - MDW
1 stop24h 01mMultiple Airlines
Deal found 5/1$986
Tue 9/310:11 amMDW - GRU
2 stops17h 24mLATAM Airlines
Fri 9/61:20 pmGRU - MDW
2 stops21h 52mLATAM Airlines
Deal found 5/1$989
Sun 5/127:13 pmMDW - GRU
1 stop32h 22mMultiple Airlines
Mon 6/2411:50 pmGRU - MDW
2 stops33h 41mMultiple Airlines
Deal found 5/2$996
Fri 5/177:23 pmMDW - GRU
2 stops26h 57mMultiple Airlines
Sun 5/1911:05 pmGRU - MDW
1 stop21h 22mMultiple Airlines
Deal found 5/1$1,062
Fri 5/317:23 pmMDW - GRU
1 stop23h 12mMultiple Airlines
Thu 6/63:10 amGRU - MDW
2 stops22h 27mMultiple Airlines
Deal found 5/1$1,072
Mon 7/18:13 pmMDW - GRU
1 stop22h 22mMultiple Airlines
Fri 7/511:50 pmGRU - MDW
2 stops21h 28mMultiple Airlines
Deal found 5/1$1,088

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 2,864,334 searches. Data last updated May 2, 2024.
Check out these flights departing soon from Chicago to Sao Paulo. It's wise to confirm all flight details are correct before booking.
Sun 5/127:13 pmMDW - GRU
1 stop32h 22mMultiple Airlines
Mon 6/2411:50 pmGRU - MDW
2 stops33h 41mMultiple Airlines
Deal found 5/2$996
Sun 5/127:13 pmMDW - GRU
1 stop32h 22mMultiple Airlines
Sun 6/233:10 amGRU - MDW
2 stops18h 57mMultiple Airlines
Deal found 5/2$1,099
Sun 5/128:45 amMDW - GRU
2 stops18h 55mLATAM Airlines
Mon 6/244:30 pmGRU - MDW
2 stops27h 29mLATAM Airlines
Deal found 5/2$1,703
Sun 5/1212:42 pmMDW - GRU
1 stop18h 08mLATAM Airlines
Mon 6/2410:50 pmGRU - MDW
1 stop21h 09mLATAM Airlines
Deal found 5/2$2,491

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 2,864,334 searches. Data last updated May 2, 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.
Wed 9/48:13 pmMDW - GRU
2 stops26h 07mMultiple Airlines
Deal found 5/2$329
Wed 9/48:13 pmMDW - GRU
2 stops26h 07mMultiple Airlines
Deal found 4/30$340
Sat 7/276:00 amMDW - GRU
3 stops43h 35mMultiple Airlines
Deal found 5/1$377
Tue 5/212:45 pmMDW - GRU
3 stops31h 35mMultiple Airlines
Deal found 5/1$384
Fri 9/68:13 pmMDW - GRU
2 stops26h 07mMultiple Airlines
Deal found 5/2$411
Tue 5/217:05 amMDW - GRU
3 stops23h 05mMultiple Airlines
Deal found 5/1$445
Tue 5/216:07 pmMDW - GRU
2 stops33h 33mMultiple Airlines
Deal found 5/1$473
Wed 9/410:59 amMDW - VCP
3 stops19h 16mMultiple Airlines
Deal found 5/2$478
Sat 9/710:08 amMDW - GRU
2 stops20h 02mMultiple Airlines
Deal found 5/2$497

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 2,864,334 searches. Data last updated May 2, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$722 - $1,572

Route

Depart

Return

Price

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 5/31

2 stops26h 57m

Sao Paulo Guarulhos Intl

Fri 6/7

1 stop24h 01m

$722

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Wed 10/9

1 stop15h 05m

Sao Paulo Guarulhos Intl

Tue 10/15

2 stops21h 57m

$917

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 8/30

1 stop14h 35m

Sao Paulo Guarulhos Intl

Mon 9/2

2 stops34h 27m

$985

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 5/31

1 stop23h 12m

Sao Paulo Guarulhos Intl

Fri 6/7

1 stop24h 01m

$986

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Tue 9/3

2 stops17h 24m

Sao Paulo Guarulhos Intl

Fri 9/6

2 stops21h 52m

$989

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 5/17

2 stops26h 57m

Sao Paulo Guarulhos Intl

Sun 5/19

1 stop21h 22m

$1,062

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 5/31

1 stop23h 12m

Sao Paulo Guarulhos Intl

Thu 6/6

2 stops22h 27m

$1,072

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Thu 7/25

1 stop14h 35m

Sao Paulo Guarulhos Intl

Mon 7/29

2 stops20h 54m

$1,178

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Tue 9/3

2 stops15h 40m

Sao Paulo Guarulhos Intl

Tue 9/10

1 stop15h 08m

$1,572

Flights are sorted by cheapest first

Deals found on 5/1

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

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 May 2, 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
8.1
Very good
10,861 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Overall

8.1

Comfort

7.9

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
8.1
Very good
10,861 reviews
Delta
8.1
Very good
10,861 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Overall

8.1

Comfort

7.9

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
7.6
Good
2,468 reviews
Delta
8.1
Very good
10,861 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Overall

8.1

Comfort

7.9

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 $800 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Sao Paulo for under $800. The cheapest flight booked recently is on Multiple Airlines for just $722, but on average you can expect to pay $1,210.

  • Are there last-minute flights available from Chicago Midway Airport to Sao Paulo for under $1,000?

    There are currently 4+ open flights from Chicago Midway Airport to Sao Paulo within the next 7 days for less than $1,000.

  • 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 5/2.

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.
First Class
Business 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 Midway to Sao Paulo?

Cheapflights makes it easy to find Midway to Sao Paulo flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

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

Yes! Cheapflights helps users easily find flights from Midway to Sao Paulo with no change fees.

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

Not ready to book yet? You can track prices for flights from Midway to Sao Paulo on Cheapflights with our Price Alert feature and get notified when better prices are available.

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