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Cheap flights from Midway (MDW) to Sao Paulo (SAO) from $324

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 6/9. 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 20 — May 271
From?
To?
Mon 5/20
Mon 5/27
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 $1,446.

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 $619.

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 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 2,644,845 searches. Data last updated May 15, 2024.
Take a peek at the cheapest Delta 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.
Tue 9/101:10 pmMDW - GRU
2 stops14h 30mDelta
Thu 9/1910:05 amGRU - MDW
1 stop13h 39mDelta
Deal found 5/14$1,552
Sat 9/72:05 pmMDW - GRU
1 stop13h 35mDelta
Thu 9/1910:50 pmGRU - MDW
1 stop15h 08mDelta
Deal found 5/14$1,588
Sat 9/76:15 pmMDW - GRU
1 stop12h 35mDelta
Fri 9/2010:05 amGRU - MDW
1 stop13h 39mDelta
Deal found 5/14$1,628
Sat 9/212:05 pmMDW - GRU
2 stops16h 55mDelta
Fri 10/410:05 amGRU - MDW
1 stop13h 39mDelta
Deal found 5/14$1,632
Sat 8/33:47 pmMDW - GRU
1 stop15h 03mDelta
Sun 8/2510:05 amGRU - MDW
1 stop13h 42mDelta
Deal found 5/13$1,678
Wed 6/199:34 amMDW - GRU
2 stops18h 06mDelta
Wed 7/310:50 pmGRU - MDW
1 stop13h 01mDelta
Deal found 5/15$1,752
Fri 6/143:45 pmMDW - GRU
1 stop15h 05mDelta
Fri 6/2110:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/15$1,778
Thu 9/123:45 pmMDW - GRU
1 stop15h 05mDelta
Wed 9/1810:05 amGRU - MDW
1 stop13h 39mDelta
Deal found 5/14$1,848
Mon 5/2012:42 pmMDW - GRU
1 stop14h 58mDelta
Mon 5/2710:05 amGRU - MDW
1 stop13h 56mDelta
Deal found 5/13$2,548

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 2,644,845 searches. Data last updated May 15, 2024.
Browse through some of the cheapest LATAM Airlines flights traveling from Chicago to Sao Paulo. Check back soon if you're not seeing flights that suit your needs.
Thu 10/241:05 pmMDW - GRU
1 stop14h 35mLATAM Airlines
Tue 10/295:45 pmGRU - MDW
2 stops21h 26mLATAM Airlines
Deal found 5/14$896
Fri 8/3010:11 amMDW - GRU
2 stops17h 24mLATAM Airlines
Mon 9/27:05 amGRU - MDW
3 stops28h 07mLATAM Airlines
Deal found 5/15$905
Fri 11/16:15 pmMDW - GRU
1 stop33h 25mLATAM Airlines
Fri 11/85:45 pmGRU - MDW
2 stops18h 32mLATAM Airlines
Deal found 5/15$964
Mon 7/153:47 pmMDW - GRU
2 stops19h 28mLATAM Airlines
Fri 7/1910:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 5/14$1,101
Tue 9/241:05 pmMDW - GRU
2 stops21h 15mLATAM Airlines
Mon 9/3011:05 pmGRU - MDW
2 stops14h 53mLATAM Airlines
Deal found 5/13$1,105
Tue 9/32:05 pmMDW - GRU
2 stops21h 15mLATAM Airlines
Sun 9/810:50 pmGRU - MDW
1 stop15h 08mLATAM Airlines
Deal found 5/14$1,122
Sun 9/12:05 pmMDW - GRU
3 stops23h 00mLATAM Airlines
Sat 9/710:05 amGRU - MDW
1 stop13h 42mLATAM Airlines
Deal found 5/14$1,131
Thu 9/56:15 pmMDW - GRU
1 stop12h 35mLATAM Airlines
Sun 9/81:20 pmGRU - MDW
2 stops24h 38mLATAM Airlines
Deal found 5/15$1,141
Fri 9/201:05 pmMDW - GRU
2 stops21h 15mLATAM Airlines
Wed 9/2511:05 pmGRU - MDW
2 stops14h 53mLATAM Airlines
Deal found 5/14$1,145

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 2,644,845 searches. Prices were last updated on May 15, 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.
Tue 6/117:36 pmMDW - GRU
2 stops26h 44mMultiple Airlines
Tue 6/1810:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/15$646
Tue 6/117:36 pmMDW - GRU
2 stops26h 44mMultiple Airlines
Tue 6/1810:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/14$648
Mon 6/108:27 amMDW - GRU
2 stops21h 43mMultiple Airlines
Tue 6/1810:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/15$672
Mon 6/108:27 amMDW - GRU
2 stops21h 43mMultiple Airlines
Sun 6/1610:35 amGRU - MDW
1 stop13h 11mMultiple Airlines
Deal found 5/15$735
Wed 6/128:27 amMDW - GRU
2 stops19h 33mMultiple Airlines
Sun 6/1610:35 amGRU - MDW
1 stop13h 11mMultiple Airlines
Deal found 5/14$743
Tue 6/117:36 pmMDW - GRU
1 stop31h 59mMultiple Airlines
Tue 6/1810:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/14$831
Mon 6/108:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Sun 6/1610:35 amGRU - MDW
1 stop13h 11mMultiple Airlines
Deal found 5/15$832
Sat 6/159:31 amMDW - GRU
2 stops20h 39mMultiple Airlines
Sun 6/1610:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/13$897
Wed 6/128:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Sun 6/1610:35 amGRU - MDW
1 stop13h 11mMultiple Airlines
Deal found 5/14$926

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 2,644,845 searches. Data last updated May 15, 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.
Tue 6/117:36 pmMDW - GRU
2 stops26h 44mMultiple Airlines
Tue 6/1810:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/15$646
Tue 6/117:36 pmMDW - GRU
2 stops26h 44mMultiple Airlines
Tue 6/1810:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/14$648
Mon 6/108:27 amMDW - GRU
2 stops21h 43mMultiple Airlines
Tue 6/1810:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/15$672
Mon 6/108:27 amMDW - GRU
2 stops21h 43mMultiple Airlines
Sun 6/1610:35 amGRU - MDW
1 stop13h 11mMultiple Airlines
Deal found 5/15$735
Wed 6/128:27 amMDW - GRU
2 stops19h 33mMultiple Airlines
Sun 6/1610:35 amGRU - MDW
1 stop13h 11mMultiple Airlines
Deal found 5/14$743
Tue 6/117:36 pmMDW - GRU
1 stop31h 59mMultiple Airlines
Tue 6/1810:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/14$831
Mon 6/108:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Sun 6/1610:35 amGRU - MDW
1 stop13h 11mMultiple Airlines
Deal found 5/15$832
Thu 10/241:05 pmMDW - GRU
1 stop14h 35mLATAM Airlines
Tue 10/295:45 pmGRU - MDW
2 stops21h 26mLATAM Airlines
Deal found 5/14$896
Sat 6/159:31 amMDW - GRU
2 stops20h 39mMultiple Airlines
Sun 6/1610:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/13$897

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 2,644,845 searches. Data last updated May 15, 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 5/214:41 pmMDW - GRU
2 stops20h 09mLATAM Airlines
Sun 5/2610:50 pmGRU - MDW
1 stop15h 02mLATAM Airlines
Deal found 5/13$1,306
Wed 5/2211:05 amMDW - GRU
2 stops19h 25mMultiple Airlines
Fri 5/317:45 amGRU - MDW
3 stops28h 02mMultiple Airlines
Deal found 5/13$1,410
Mon 5/208:45 pmMDW - GRU
3 stops25h 35mMultiple Airlines
Fri 5/317:45 amGRU - MDW
3 stops28h 02mMultiple Airlines
Deal found 5/13$1,421
Wed 5/2211:05 amMDW - GRU
2 stops19h 25mMultiple Airlines
Sat 6/19:00 pmGRU - MDW
3 stops21h 17mMultiple Airlines
Deal found 5/13$1,452
Fri 5/245:15 pmMDW - GRU
2 stops20h 05mMultiple Airlines
Fri 5/317:45 amGRU - MDW
3 stops28h 02mMultiple Airlines
Deal found 5/13$1,473
Tue 5/218:45 amMDW - GRU
2 stops18h 55mLATAM Airlines
Sun 5/264:30 pmGRU - MDW
2 stops27h 28mLATAM Airlines
Deal found 5/13$1,519
Tue 5/218:45 amMDW - GRU
2 stops18h 55mLATAM Airlines
Wed 5/297:15 amGRU - MDW
2 stops26h 40mLATAM Airlines
Deal found 5/13$1,559
Tue 5/216:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Tue 5/283:30 amGRU - MDW
2 stops30h 25mLATAM Airlines
Deal found 5/13$1,600
Thu 5/235:15 pmMDW - GRU
2 stops20h 05mMultiple Airlines
Fri 5/317:45 amGRU - MDW
3 stops28h 02mMultiple Airlines
Deal found 5/13$1,742

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 2,644,845 searches. Data last updated May 15, 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.
Sun 6/98:53 pmMDW - VCP
3 stops35h 52mMultiple Airlines
Deal found 5/14$324
Tue 6/117:36 pmMDW - GRU
2 stops26h 44mMultiple Airlines
Deal found 5/14$333
Tue 6/117:36 pmMDW - GRU
2 stops32h 24mMultiple Airlines
Deal found 5/14$336
Wed 8/288:13 pmMDW - GRU
2 stops26h 07mMultiple Airlines
Deal found 5/14$341
Sun 6/98:53 pmMDW - GRU
3 stops38h 02mMultiple Airlines
Deal found 5/14$342
Wed 9/48:13 pmMDW - GRU
2 stops26h 07mMultiple Airlines
Deal found 5/14$343
Wed 6/58:27 amMDW - GRU
2 stops19h 33mMultiple Airlines
Deal found 5/14$352
Tue 6/117:36 pmMDW - VCP
3 stops37h 49mMultiple Airlines
Deal found 5/14$355
Wed 6/128:27 amMDW - GRU
2 stops19h 33mMultiple Airlines
Deal found 5/14$355

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 2,644,845 searches. Data last updated May 15, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$646 - $1,552

Route

Depart

Return

Price

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Tue 6/11

2 stops26h 44m

Sao Paulo Guarulhos Intl

Tue 6/18

1 stop22h 56m

$646

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Tue 6/11

2 stops26h 44m

Sao Paulo Guarulhos Intl

Tue 6/18

1 stop22h 56m

$648

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 6/10

2 stops21h 43m

Sao Paulo Guarulhos Intl

Tue 6/18

1 stop22h 56m

$665

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 6/10

2 stops21h 43m

Sao Paulo Guarulhos Intl

Sun 6/16

1 stop13h 11m

$735

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Wed 6/12

2 stops19h 33m

Sao Paulo Guarulhos Intl

Sun 6/16

1 stop13h 11m

$743

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Thu 10/24

1 stop14h 35m

Sao Paulo Guarulhos Intl

Tue 10/29

2 stops21h 26m

$896

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 8/30

2 stops17h 24m

Sao Paulo Guarulhos Intl

Mon 9/2

3 stops28h 07m

$905

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 11/1

1 stop33h 25m

Sao Paulo Guarulhos Intl

Fri 11/8

2 stops18h 32m

$964

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Tue 9/10

2 stops14h 30m

Sao Paulo Guarulhos Intl

Thu 9/19

1 stop13h 39m

$1,552

Flights are sorted by cheapest first

Deals found on 5/15

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 15, 2024.
See what other customers who have flown with Delta and LATAM Airlines 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
10,691 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

8.0

Food

7.4

Boarding

8.2

Crew

8.6

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
10,691 reviews
Delta
8.0
Very good
10,691 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

8.0

Food

7.4

Boarding

8.2

Crew

8.6

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
2,409 reviews
Delta
8.0
Very good
10,691 reviews
Check prices

Overall

8.0

Comfort

7.9

Entertainment

8.0

Food

7.4

Boarding

8.2

Crew

8.6

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 $700 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Sao Paulo for under $700. The cheapest flight booked recently is on Multiple Airlines for just $646, but on average you can expect to pay $897.

  • Are there last-minute flights available from Chicago Midway Airport to Sao Paulo for under $1,400?

    There are currently 20+ open flights from Chicago Midway Airport to Sao Paulo within the next 7 days for less than $1,400.

  • 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 5/15.

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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Fly with Cheapflights

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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.

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

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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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