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Cheap flights from Midway (MDW) to Sao Paulo (SAO) from $379

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 2 — Jun 91
From?
To?
Sun 6/2
Sun 6/9
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 $630.

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 2,696,634 searches. Data last updated May 28, 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.
Mon 7/293:47 pmMDW - GRU
1 stop15h 03mLATAM Airlines
Sun 8/42:30 pmGRU - MDW
2 stops20h 42mLATAM Airlines
Deal found 5/27$1,028
Mon 7/2910:28 amMDW - GRU
2 stops17h 07mLATAM Airlines
Sun 8/42:30 pmGRU - MDW
2 stops20h 42mLATAM Airlines
Deal found 5/27$1,040
Tue 7/96:55 pmMDW - GRU
1 stop32h 45mLATAM Airlines
Tue 7/167:05 amGRU - MDW
3 stops37h 00mLATAM Airlines
Deal found 5/27$1,197
Thu 6/1310:41 amMDW - GRU
2 stops16h 59mLATAM Airlines
Sun 6/161:20 pmGRU - MDW
2 stops22h 31mLATAM Airlines
Deal found 5/27$1,262
Wed 7/33:45 pmMDW - GRU
2 stops19h 30mLATAM Airlines
Sun 7/710:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 5/27$1,277
Thu 6/63:45 pmMDW - GRU
2 stops21h 05mLATAM Airlines
Wed 6/1210:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 5/27$1,350
Thu 6/63:45 pmMDW - GRU
2 stops21h 05mLATAM Airlines
Wed 6/1211:05 pmGRU - MDW
2 stops14h 50mLATAM Airlines
Deal found 5/27$1,354
Wed 7/36:00 amMDW - GRU
2 stops21h 35mLATAM Airlines
Sun 7/710:45 amGRU - MDW
2 stops26h 59mLATAM Airlines
Deal found 5/27$1,399
Thu 6/68:45 amMDW - GRU
2 stops18h 55mLATAM Airlines
Fri 6/144:30 pmGRU - MDW
2 stops31h 16mLATAM Airlines
Deal found 5/27$1,442

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 2,696,634 searches. Data last updated May 28, 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.
Fri 8/1612:35 pmMDW - GRU
2 stops17h 15mDelta
Mon 9/210:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/27$1,592
Fri 8/1612:35 pmMDW - GRU
1 stop15h 05mDelta
Sun 9/110:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/27$1,628
Mon 7/299:33 amMDW - GRU
2 stops18h 07mDelta
Sun 8/118:45 pmGRU - MDW
2 stops20h 12mDelta
Deal found 5/27$1,642
Sun 6/912:45 pmMDW - GRU
1 stop14h 55mDelta
Tue 7/910:50 pmGRU - MDW
1 stop14h 54mDelta
Deal found 5/28$2,588
Sun 6/910:41 amMDW - GRU
2 stops16h 54mDelta
Tue 7/910:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/28$2,592
Fri 5/3112:42 pmMDW - GRU
1 stop18h 08mDelta
Sun 9/2210:50 pmGRU - MDW
1 stop15h 08mDelta
Deal found 5/27$2,878
Fri 5/311:21 pmMDW - GRU
2 stops14h 19mDelta
Sun 9/2210:50 pmGRU - MDW
1 stop15h 08mDelta
Deal found 5/27$2,882
Fri 6/79:34 amMDW - GRU
2 stops18h 06mDelta
Wed 9/118:45 pmGRU - MDW
2 stops20h 11mDelta
Deal found 5/27$3,332
Sun 6/91:24 pmMDW - GRU
2 stops17h 36mDelta
Tue 7/910:50 pmGRU - MDW
2 stops20h 14mDelta
Deal found 5/27$3,847

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 2,696,634 searches. Prices were last updated on May 28, 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 6/257:36 pmMDW - GRU
1 stop22h 59mMultiple Airlines
Tue 7/27:45 amGRU - MDW
2 stops25h 46mMultiple Airlines
Deal found 5/27$1,015
Wed 6/268:27 amMDW - GRU
2 stops28h 53mMultiple Airlines
Wed 7/311:05 pmGRU - MDW
1 stop24h 51mMultiple Airlines
Deal found 5/27$1,033
Sun 6/96:01 pmMDW - GRU
2 stops24h 09mMultiple Airlines
Thu 6/1311:05 pmGRU - MDW
1 stop35h 29mMultiple Airlines
Deal found 5/27$1,037
Mon 6/108:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Fri 8/25:10 pmGRU - MDW
2 stops17h 26mMultiple Airlines
Deal found 5/26$1,047
Mon 6/108:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Thu 8/17:45 amGRU - MDW
2 stops16h 01mMultiple Airlines
Deal found 5/26$1,060
Mon 6/108:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Wed 7/311:40 amGRU - MDW
2 stops22h 06mMultiple Airlines
Deal found 5/26$1,068
Sun 6/92:26 pmMDW - GRU
1 stop28h 09mMultiple Airlines
Wed 6/121:35 amGRU - MDW
2 stops22h 21mMultiple Airlines
Deal found 5/27$1,069
Tue 6/257:36 pmMDW - GRU
1 stop22h 59mMultiple Airlines
Mon 7/11:35 amGRU - MDW
2 stops19h 06mMultiple Airlines
Deal found 5/27$1,099
Thu 6/132:36 pmMDW - GRU
2 stops22h 14mMultiple Airlines
Sun 6/1610:35 amGRU - MDW
1 stop13h 11mMultiple Airlines
Deal found 5/27$1,119

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 2,696,634 searches. Data last updated May 28, 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 8/168:45 pmMDW - GRU
3 stops28h 50mMultiple Airlines
Mon 9/29:50 pmGRU - MDW
2 stops20h 27mMultiple Airlines
Deal found 5/27$814
Sun 11/1710:11 amMDW - GRU
2 stops16h 29mLATAM Airlines
Sat 11/234:40 pmGRU - MDW
2 stops19h 37mLATAM Airlines
Deal found 5/27$896
Thu 8/293:45 pmMDW - GRU
1 stop15h 05mLATAM Airlines
Mon 9/28:35 amGRU - MDW
2 stops34h 39mLATAM Airlines
Deal found 5/27$956
Mon 7/89:31 amMDW - GRU
1 stop18h 04mMultiple Airlines
Tue 7/235:10 pmGRU - MDW
2 stops17h 26mMultiple Airlines
Deal found 5/26$959
Fri 10/186:50 pmMDW - GRU
1 stop32h 50mLATAM Airlines
Fri 10/2510:45 amGRU - MDW
2 stops24h 32mLATAM Airlines
Deal found 5/27$964
Wed 11/610:11 amMDW - GRU
2 stops16h 29mLATAM Airlines
Mon 11/114:40 pmGRU - MDW
2 stops19h 37mLATAM Airlines
Deal found 5/27$968
Sat 7/69:31 amMDW - GRU
1 stop18h 09mMultiple Airlines
Sun 7/2110:35 amGRU - MDW
1 stop13h 01mMultiple Airlines
Deal found 5/27$1,011
Tue 6/257:36 pmMDW - GRU
1 stop22h 59mMultiple Airlines
Tue 7/27:45 amGRU - MDW
2 stops25h 46mMultiple Airlines
Deal found 5/27$1,015
Mon 7/293:47 pmMDW - GRU
1 stop15h 03mLATAM Airlines
Sun 8/42:30 pmGRU - MDW
2 stops20h 42mLATAM Airlines
Deal found 5/27$1,028

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 2,696,634 searches. Data last updated May 28, 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 6/96:01 pmMDW - GRU
2 stops24h 09mMultiple Airlines
Thu 6/1311:05 pmGRU - MDW
1 stop35h 29mMultiple Airlines
Deal found 5/27$1,037
Mon 6/108:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Fri 8/25:10 pmGRU - MDW
2 stops17h 26mMultiple Airlines
Deal found 5/26$1,047
Mon 6/108:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Thu 8/17:45 amGRU - MDW
2 stops16h 01mMultiple Airlines
Deal found 5/26$1,060
Mon 6/108:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Wed 7/311:40 amGRU - MDW
2 stops22h 06mMultiple Airlines
Deal found 5/26$1,068
Sun 6/92:26 pmMDW - GRU
1 stop28h 09mMultiple Airlines
Wed 6/121:35 amGRU - MDW
2 stops22h 21mMultiple Airlines
Deal found 5/27$1,069
Mon 6/108:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Thu 8/110:35 amGRU - MDW
1 stop13h 11mMultiple Airlines
Deal found 5/26$1,213
Mon 6/108:27 amMDW - GRU
1 stop19h 08mMultiple Airlines
Fri 8/29:25 pmGRU - MDW
1 stop13h 11mMultiple Airlines
Deal found 5/26$1,315
Fri 5/317:23 pmMDW - GRU
1 stop23h 12mMultiple Airlines
Sun 6/211:35 amGRU - MDW
2 stops34h 26mMultiple Airlines
Deal found 5/27$1,342
Thu 6/63:45 pmMDW - GRU
2 stops21h 05mLATAM Airlines
Wed 6/1210:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 5/27$1,350

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 2,696,634 searches. Data last updated May 28, 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 6/248:27 amMDW - GRU
2 stops26h 53mMultiple Airlines
Deal found 5/28$379
Tue 6/257:36 pmMDW - GRU
2 stops34h 39mMultiple Airlines
Deal found 5/28$383
Tue 6/259:37 amMDW - GRU
3 stops20h 03mMultiple Airlines
Deal found 5/28$435
Mon 6/248:27 amMDW - GRU
3 stops26h 38mMultiple Airlines
Deal found 5/28$437
Wed 6/266:20 amMDW - GRU
2 stops24h 30mMultiple Airlines
Deal found 5/28$458
Wed 7/106:20 amMDW - GRU
3 stops23h 25mMultiple Airlines
Deal found 5/27$484
Wed 7/109:31 amMDW - VCP
3 stops34h 19mMultiple Airlines
Deal found 5/27$485
Wed 7/109:31 amMDW - VCP
2 stops24h 29mMultiple Airlines
Deal found 5/27$493
Wed 7/109:31 amMDW - GRU
2 stops27h 49mMultiple Airlines
Deal found 5/27$505

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 2,696,634 searches. Data last updated May 28, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$814 - $1,592

Route

Depart

Return

Price

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 8/16

3 stops28h 50m

Sao Paulo Guarulhos Intl

Mon 9/2

2 stops20h 27m

$814

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 7/8

1 stop18h 04m

Sao Paulo Guarulhos Intl

Tue 7/23

2 stops17h 26m

$959

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Sat 7/6

1 stop18h 09m

Sao Paulo Guarulhos Intl

Sun 7/21

1 stop13h 01m

$1,011

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Tue 6/25

1 stop22h 59m

Sao Paulo Guarulhos Intl

Tue 7/2

2 stops25h 46m

$1,015

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 7/29

1 stop15h 03m

Sao Paulo Guarulhos Intl

Sun 8/4

2 stops20h 42m

$1,028

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Wed 6/26

2 stops28h 53m

Sao Paulo Guarulhos Intl

Wed 7/3

1 stop24h 51m

$1,033

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 7/29

2 stops17h 07m

Sao Paulo Guarulhos Intl

Sun 8/4

2 stops20h 42m

$1,040

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Tue 7/9

1 stop32h 45m

Sao Paulo Guarulhos Intl

Tue 7/16

3 stops37h 00m

$1,197

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 8/16

2 stops17h 15m

Sao Paulo Guarulhos Intl

Mon 9/2

1 stop13h 41m

$1,592

Flights are sorted by cheapest first

Deals found on 5/27

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 May 28, 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
10,476 reviews
Check prices

Crew

8.6

Boarding

8.2

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

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
10,476 reviews
Delta
8.0
Very good
10,476 reviews
Check prices

Crew

8.6

Boarding

8.2

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

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
2,368 reviews
Delta
8.0
Very good
10,476 reviews
Check prices

Crew

8.6

Boarding

8.2

Entertainment

8.0

Comfort

7.9

Food

7.4

Overall

8.0

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 $814, but on average you can expect to pay $1,065.

  • Are there last-minute flights available from Chicago Midway Airport to Sao Paulo for under $1,100?

    There are currently 20+ open flights from Chicago Midway Airport to Sao Paulo within the next 7 days for less than $1,100.

  • 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 5/27.

  • When is the best time 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 $1,161). 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.

O'Hare Intl to Guarulhos Intl flights
O'Hare Intl to Viracopos flights
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O'Hare Intl to Congonhas flights
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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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