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Cheap flights from Midway (MDW) to Sao Paulo (SAO) from $497

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 9/5. 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.
MDW — SAO
Jun 9 — Jun 161
From?
To?
Sun 6/9
Sun 6/16
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 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 2,824,458 searches. Data last updated June 4, 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 8/73:47 pmMDW - GRU
2 stops21h 03mLATAM Airlines
Mon 8/1210:50 pmGRU - MDW
1 stop14h 54mLATAM Airlines
Deal found 6/3$896
Sun 9/13:47 pmMDW - GRU
2 stops21h 03mLATAM Airlines
Sat 9/710:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 6/3$1,012
Tue 9/35:00 pmMDW - GRU
2 stops21h 10mLATAM Airlines
Sun 9/811:50 amGRU - MDW
2 stops23h 58mLATAM Airlines
Deal found 6/4$1,016
Thu 9/510:28 amMDW - GRU
1 stop17h 12mLATAM Airlines
Sun 9/81:20 pmGRU - MDW
2 stops22h 28mLATAM Airlines
Deal found 6/3$1,041
Tue 9/35:00 pmMDW - GRU
2 stops21h 10mLATAM Airlines
Sat 9/73:30 amGRU - MDW
2 stops32h 18mLATAM Airlines
Deal found 6/4$1,068
Wed 7/173:47 pmMDW - GRU
2 stops19h 28mLATAM Airlines
Sun 7/2110:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 6/3$1,117
Mon 7/223:47 pmMDW - GRU
3 stops21h 18mLATAM Airlines
Fri 7/2610:50 pmGRU - MDW
1 stop14h 54mLATAM Airlines
Deal found 6/3$1,126
Mon 7/223:47 pmMDW - GRU
2 stops21h 03mLATAM Airlines
Fri 7/2610:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 6/3$1,172
Tue 7/23:45 pmMDW - GRU
2 stops35h 50mLATAM Airlines
Tue 7/97:05 amGRU - MDW
3 stops40h 41mLATAM Airlines
Deal found 6/3$1,217

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 2,824,458 searches. Data last updated June 4, 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.
Sun 9/112:35 pmMDW - GRU
1 stop15h 05mDelta
Mon 9/911:05 pmGRU - MDW
2 stops14h 52mDelta
Deal found 6/3$1,592
Sun 7/213:47 pmMDW - GRU
1 stop15h 03mDelta
Sun 7/2810:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 6/2$1,778
Mon 7/223:47 pmMDW - GRU
1 stop15h 03mDelta
Sat 7/2711:05 pmGRU - MDW
2 stops15h 40mDelta
Deal found 6/2$1,892
Sun 7/2110:28 amMDW - GRU
1 stop20h 22mDelta
Fri 7/2610:50 pmGRU - MDW
1 stop14h 54mDelta
Deal found 6/2$1,928
Sun 7/219:33 amMDW - GRU
2 stops18h 07mDelta
Fri 7/2610:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 6/2$1,932
Tue 7/2312:35 pmMDW - GRU
1 stop15h 05mDelta
Sun 7/2811:05 pmGRU - MDW
2 stops15h 40mDelta
Deal found 6/2$1,942
Thu 6/68:45 amMDW - GRU
1 stop18h 55mDelta
Fri 6/1410:50 pmGRU - MDW
1 stop15h 05mDelta
Deal found 6/3$2,838
Tue 7/239:33 amMDW - GRU
2 stops18h 07mDelta
Sun 7/288:45 pmGRU - MDW
2 stops20h 12mDelta
Deal found 6/2$2,842
Sun 7/211:25 pmMDW - GRU
2 stops17h 25mDelta
Fri 7/268:45 pmGRU - MDW
2 stops20h 12mDelta
Deal found 6/2$2,862

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 2,824,458 searches. Prices were last updated on June 4, 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.
Tue 7/27:36 pmMDW - GRU
2 stops27h 34mMultiple Airlines
Tue 7/910:35 amGRU - MDW
1 stop24h 01mMultiple Airlines
Deal found 6/3$913
Tue 7/27:36 pmMDW - GRU
1 stop22h 59mMultiple Airlines
Tue 7/910:35 amGRU - MDW
1 stop24h 01mMultiple Airlines
Deal found 6/3$962
Mon 7/229:07 pmMDW - GRU
3 stops30h 53mMultiple Airlines
Fri 7/269:50 pmGRU - MDW
3 stops23h 12mMultiple Airlines
Deal found 6/3$1,010
Mon 7/18:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Sat 7/67:50 amGRU - MDW
2 stops39h 46mMultiple Airlines
Deal found 6/3$1,099
Wed 7/173:47 pmMDW - GRU
2 stops19h 28mLATAM Airlines
Sun 7/2110:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 6/3$1,117
Wed 7/38:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Wed 8/711:05 pmGRU - MDW
1 stop17h 45mMultiple Airlines
Deal found 6/2$1,122
Mon 7/223:47 pmMDW - GRU
3 stops21h 18mLATAM Airlines
Fri 7/2610:50 pmGRU - MDW
1 stop14h 54mLATAM Airlines
Deal found 6/3$1,126
Wed 7/38:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Wed 7/1011:05 pmGRU - MDW
1 stop24h 41mMultiple Airlines
Deal found 6/3$1,156
Mon 7/223:47 pmMDW - GRU
2 stops21h 03mLATAM Airlines
Fri 7/2610:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 6/3$1,172

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 2,824,458 searches. Data last updated June 4, 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.
Wed 8/73:47 pmMDW - GRU
2 stops21h 03mLATAM Airlines
Mon 8/1210:50 pmGRU - MDW
1 stop14h 54mLATAM Airlines
Deal found 6/3$896
Tue 7/27:36 pmMDW - GRU
2 stops27h 34mMultiple Airlines
Tue 7/910:35 amGRU - MDW
1 stop24h 01mMultiple Airlines
Deal found 6/3$913
Tue 7/27:36 pmMDW - GRU
1 stop22h 59mMultiple Airlines
Tue 7/910:35 amGRU - MDW
1 stop24h 01mMultiple Airlines
Deal found 6/3$962
Mon 7/229:07 pmMDW - GRU
3 stops30h 53mMultiple Airlines
Fri 7/269:50 pmGRU - MDW
3 stops23h 12mMultiple Airlines
Deal found 6/3$1,010
Sun 9/13:47 pmMDW - GRU
2 stops21h 03mLATAM Airlines
Sat 9/710:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 6/3$1,012
Thu 9/510:28 amMDW - GRU
1 stop17h 12mLATAM Airlines
Sun 9/81:20 pmGRU - MDW
2 stops22h 28mLATAM Airlines
Deal found 6/3$1,041
Mon 7/18:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Sat 7/67:50 amGRU - MDW
2 stops39h 46mMultiple Airlines
Deal found 6/3$1,099
Wed 7/173:47 pmMDW - GRU
2 stops19h 28mLATAM Airlines
Sun 7/2110:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 6/3$1,117
Wed 7/38:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Wed 8/711:05 pmGRU - MDW
1 stop17h 45mMultiple Airlines
Deal found 6/2$1,122

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 2,824,458 searches. Data last updated June 4, 2024.
Check out these flights departing soon from Chicago to Sao Paulo. It's wise to confirm all flight details are correct before booking.
Thu 6/62:36 pmMDW - GRU
2 stops34h 59mMultiple Airlines
Sat 6/811:15 pmGRU - MDW
1 stop34h 16mMultiple Airlines
Deal found 6/2$1,293
Thu 6/66:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Fri 6/144:30 pmGRU - MDW
2 stops31h 16mLATAM Airlines
Deal found 6/3$1,442
Thu 6/68:45 amMDW - GRU
2 stops18h 55mLATAM Airlines
Sat 6/84:25 pmGRU - MDW
2 stops27h 34mLATAM Airlines
Deal found 6/2$1,499
Thu 6/62:36 pmMDW - GRU
1 stop15h 44mMultiple Airlines
Sat 6/811:15 pmGRU - MDW
1 stop34h 16mMultiple Airlines
Deal found 6/2$1,588
Mon 6/1710:41 amMDW - GRU
2 stops16h 59mLATAM Airlines
Sun 6/303:30 amGRU - MDW
2 stops32h 21mLATAM Airlines
Deal found 6/3$1,863
Thu 6/66:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Thu 6/133:30 amGRU - MDW
2 stops32h 21mLATAM Airlines
Deal found 6/3$1,884
Thu 6/68:45 amMDW - GRU
2 stops18h 55mLATAM Airlines
Fri 6/1410:50 pmGRU - MDW
1 stop15h 05mLATAM Airlines
Deal found 6/3$2,085
Mon 6/1712:45 pmMDW - GRU
1 stop18h 05mLATAM Airlines
Mon 7/110:05 amGRU - MDW
1 stop25h 46mLATAM Airlines
Deal found 6/3$2,312
Thu 6/68:45 amMDW - GRU
1 stop18h 55mDelta
Fri 6/1410:50 pmGRU - MDW
1 stop15h 05mDelta
Deal found 6/3$2,838

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 2,824,458 searches. Data last updated June 4, 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.
Thu 9/52:54 pmMDW - GRU
2 stops21h 56mMultiple Airlines
Deal found 6/3$497
Thu 9/52:54 pmMDW - VCP
1 stop13h 46mMultiple Airlines
Deal found 6/3$544
Wed 8/710:28 amMDW - GRU
2 stops17h 07mLATAM Airlines
Deal found 6/3$709
Mon 7/110:41 amMDW - GRU
2 stops16h 54mLATAM Airlines
Deal found 6/3$730
Wed 8/710:28 amMDW - GRU
2 stops18h 42mLATAM Airlines
Deal found 6/3$737
Mon 6/176:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Deal found 6/4$742
Thu 8/83:47 pmMDW - GRU
2 stops22h 33mLATAM Airlines
Deal found 6/3$784
Thu 8/110:28 amMDW - GRU
2 stops18h 42mLATAM Airlines
Deal found 6/3$786
Fri 9/273:48 pmMDW - GRU
3 stops20h 17mLATAM Airlines
Deal found 6/3$867

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 2,824,458 searches. Data last updated June 4, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$896 - $1,592

Route

Depart

Return

Price

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Wed 8/7

2 stops21h 03m

Sao Paulo Guarulhos Intl

Mon 8/12

1 stop14h 54m

$896

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Tue 7/2

2 stops27h 34m

Sao Paulo Guarulhos Intl

Tue 7/9

1 stop24h 01m

$913

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Tue 7/2

1 stop22h 59m

Sao Paulo Guarulhos Intl

Tue 7/9

1 stop24h 01m

$962

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 7/22

3 stops30h 53m

Sao Paulo Guarulhos Intl

Fri 7/26

3 stops23h 12m

$1,010

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Sun 9/1

2 stops21h 03m

Sao Paulo Guarulhos Intl

Sat 9/7

1 stop13h 41m

$1,012

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Tue 9/3

2 stops21h 10m

Sao Paulo Guarulhos Intl

Sun 9/8

2 stops23h 58m

$1,016

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Thu 9/5

1 stop17h 12m

Sao Paulo Guarulhos Intl

Sun 9/8

2 stops22h 28m

$1,041

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 7/1

1 stop19h 08m

Sao Paulo Guarulhos Intl

Sat 7/6

2 stops39h 46m

$1,099

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Sun 9/1

1 stop15h 05m

Sao Paulo Guarulhos Intl

Mon 9/9

2 stops14h 52m

$1,592

Flights are sorted by cheapest first

Deals found on 6/3

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 4, 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
10,392 reviews
Check prices

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

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
10,392 reviews
Delta
8.0
Very good
10,392 reviews
Check prices

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

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
2,342 reviews
Delta
8.0
Very good
10,392 reviews
Check prices

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

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 $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 LATAM Airlines for just $896, but on average you can expect to pay $1,105.

  • Are there last-minute flights available from Chicago Midway Airport to Sao Paulo for under $1,300?

    There are currently 9+ open flights from Chicago Midway Airport to Sao Paulo within the next 7 days for less than $1,300.

  • 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 6/3.

  • 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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Chicago Midway Airport to San Pedro Sula flights

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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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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