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Cheap flights from Midway (MDW) to Sao Paulo (SAO) from $390

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 8/17. 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 4 — Jun 111
From?
To?
Tue 6/4
Tue 6/11
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.

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 2,784,634 searches. Data last updated May 30, 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 7/296:00 amMDW - GRU
2 stops21h 35mLATAM Airlines
Sun 8/48:35 amGRU - MDW
2 stops26h 37mLATAM Airlines
Deal found 5/29$896
Mon 9/303:45 pmMDW - GRU
1 stop15h 05mLATAM Airlines
Tue 10/11:20 pmGRU - MDW
2 stops24h 38mLATAM Airlines
Deal found 5/29$910
Fri 8/231:05 pmMDW - GRU
1 stop14h 35mLATAM Airlines
Wed 8/282:20 pmGRU - MDW
2 stops20h 52mLATAM Airlines
Deal found 5/29$956
Wed 11/62:05 pmMDW - GRU
1 stop12h 35mLATAM Airlines
Mon 11/114:40 pmGRU - MDW
2 stops19h 37mLATAM Airlines
Deal found 5/30$958
Wed 11/610:11 amMDW - GRU
2 stops16h 29mLATAM Airlines
Mon 11/115:45 pmGRU - MDW
2 stops18h 32mLATAM Airlines
Deal found 5/30$970
Tue 8/63:45 pmMDW - GRU
1 stop15h 05mLATAM Airlines
Mon 8/122:20 pmGRU - MDW
2 stops20h 52mLATAM Airlines
Deal found 5/29$1,105
Mon 7/153:47 pmMDW - GRU
2 stops19h 28mLATAM Airlines
Fri 7/1910:05 amGRU - MDW
1 stop13h 41mLATAM Airlines
Deal found 5/29$1,117
Wed 7/36:00 amMDW - GRU
2 stops21h 35mLATAM Airlines
Sun 7/710:45 amGRU - MDW
2 stops26h 59mLATAM Airlines
Deal found 5/30$1,157
Mon 7/293:47 pmMDW - GRU
2 stops19h 28mLATAM Airlines
Sun 8/410:50 pmGRU - MDW
1 stop15h 03mLATAM Airlines
Deal found 5/30$1,173

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 2,784,634 searches. Data last updated May 30, 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 9/35:00 pmMDW - GRU
1 stop13h 50mDelta
Tue 9/1010:50 pmGRU - MDW
1 stop21h 09mDelta
Deal found 5/30$1,548
Mon 8/59:33 amMDW - GRU
2 stops18h 07mDelta
Tue 8/1310:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/29$1,552
Sun 8/412:35 pmMDW - GRU
1 stop15h 05mDelta
Mon 8/1211:05 pmGRU - MDW
2 stops15h 37mDelta
Deal found 5/29$1,592
Sun 8/1110:16 amMDW - GRU
1 stop20h 34mDelta
Sun 8/2510:50 pmGRU - MDW
1 stop14h 54mDelta
Deal found 5/29$1,628
Tue 7/91:24 pmMDW - GRU
2 stops14h 16mDelta
Tue 7/2310:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/29$1,702
Sat 7/1310:28 amMDW - GRU
1 stop17h 12mDelta
Mon 7/2210:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/29$1,738
Sat 6/2910:41 amMDW - GRU
2 stops16h 59mDelta
Sun 7/710:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/29$1,782
Thu 8/2212:35 pmMDW - GRU
1 stop15h 05mDelta
Tue 8/2710:05 amGRU - MDW
1 stop13h 41mDelta
Deal found 5/29$1,848
Sun 6/2312:45 pmMDW - GRU
2 stops14h 50mDelta
Sun 6/3010:50 pmGRU - MDW
1 stop15h 05mDelta
Deal found 5/29$2,182

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 2,784,634 searches. Prices were last updated on May 30, 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 6/78:27 amMDW - GRU
1 stop19h 13mMultiple Airlines
Wed 6/1211:35 amGRU - MDW
2 stops23h 56mMultiple Airlines
Deal found 5/29$996
Mon 6/37:23 pmMDW - GRU
2 stops56h 12mMultiple Airlines
Thu 6/610:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/30$1,018
Thu 6/278:51 pmMDW - GRU
2 stops31h 09mMultiple Airlines
Thu 7/410:35 amGRU - MDW
1 stop13h 21mMultiple Airlines
Deal found 5/29$1,085
Fri 6/711:25 amMDW - GRU
2 stops19h 05mMultiple Airlines
Wed 6/127:45 amGRU - MDW
3 stops28h 02mMultiple Airlines
Deal found 5/29$1,143
Sun 6/96:01 pmMDW - GRU
2 stops24h 09mMultiple Airlines
Thu 6/1310:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/29$1,146
Thu 5/307:49 amMDW - GRU
2 stops19h 26mMultiple Airlines
Thu 6/2010:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/28$1,155
Wed 6/1910:41 amMDW - GRU
2 stops16h 59mLATAM Airlines
Tue 6/251:20 pmGRU - MDW
2 stops24h 35mLATAM Airlines
Deal found 5/30$1,176
Mon 6/37:23 pmMDW - GRU
1 stop23h 12mMultiple Airlines
Thu 6/610:35 amGRU - MDW
1 stop13h 21mMultiple Airlines
Deal found 5/30$1,221
Fri 5/317:23 pmMDW - GRU
1 stop32h 17mMultiple Airlines
Thu 6/2010:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/28$1,239

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 2,784,634 searches. Data last updated May 30, 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 8/235:15 pmMDW - GRU
3 stops32h 20mMultiple Airlines
Wed 8/289:50 pmGRU - MDW
2 stops20h 27mMultiple Airlines
Deal found 5/29$766
Mon 7/296:00 amMDW - GRU
2 stops21h 35mLATAM Airlines
Sun 8/48:35 amGRU - MDW
2 stops26h 37mLATAM Airlines
Deal found 5/29$896
Tue 8/131:05 pmMDW - GRU
2 stops25h 05mLATAM Airlines
Sat 8/1711:05 pmGRU - MDW
2 stops20h 54mLATAM Airlines
Deal found 5/30$900
Mon 9/303:45 pmMDW - GRU
1 stop15h 05mLATAM Airlines
Tue 10/11:20 pmGRU - MDW
2 stops24h 38mLATAM Airlines
Deal found 5/29$910
Fri 8/231:05 pmMDW - GRU
1 stop14h 35mLATAM Airlines
Wed 8/282:20 pmGRU - MDW
2 stops20h 52mLATAM Airlines
Deal found 5/29$956
Wed 11/62:05 pmMDW - GRU
1 stop12h 35mLATAM Airlines
Mon 11/114:40 pmGRU - MDW
2 stops19h 37mLATAM Airlines
Deal found 5/30$958
Thu 8/293:45 pmMDW - GRU
1 stop15h 05mLATAM Airlines
Mon 9/21:20 pmGRU - MDW
2 stops34h 27mLATAM Airlines
Deal found 5/30$966
Wed 11/610:11 amMDW - GRU
2 stops16h 29mLATAM Airlines
Mon 11/115:45 pmGRU - MDW
2 stops18h 32mLATAM Airlines
Deal found 5/30$970
Fri 6/78:27 amMDW - GRU
1 stop19h 13mMultiple Airlines
Wed 6/1211:35 amGRU - MDW
2 stops23h 56mMultiple Airlines
Deal found 5/29$996

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 2,784,634 searches. Data last updated May 30, 2024.
Check out these flights departing soon from Chicago to Sao Paulo. It's wise to confirm all flight details are correct before booking.
Fri 6/78:27 amMDW - GRU
1 stop19h 13mMultiple Airlines
Wed 6/1211:35 amGRU - MDW
2 stops23h 56mMultiple Airlines
Deal found 5/29$996
Fri 6/711:25 amMDW - GRU
2 stops19h 05mMultiple Airlines
Wed 6/127:45 amGRU - MDW
3 stops28h 02mMultiple Airlines
Deal found 5/29$1,143
Sun 6/96:01 pmMDW - GRU
2 stops24h 09mMultiple Airlines
Thu 6/1310:35 amGRU - MDW
1 stop22h 56mMultiple Airlines
Deal found 5/29$1,146
Thu 6/68:45 amMDW - GRU
2 stops18h 55mLATAM Airlines
Fri 6/144:30 pmGRU - MDW
2 stops31h 16mLATAM Airlines
Deal found 5/29$1,433
Sun 6/96:49 pmMDW - GRU
2 stops32h 51mLATAM Airlines
Thu 6/134:30 pmGRU - MDW
2 stops27h 29mLATAM Airlines
Deal found 5/29$1,487
Fri 6/76:49 pmMDW - GRU
2 stops23h 11mLATAM Airlines
Wed 6/124:30 pmGRU - MDW
2 stops27h 29mLATAM Airlines
Deal found 5/29$1,553
Sun 6/96:49 pmMDW - GRU
2 stops32h 51mLATAM Airlines
Wed 6/123:30 amGRU - MDW
2 stops32h 21mLATAM Airlines
Deal found 5/29$1,556
Thu 6/66:00 amMDW - GRU
2 stops21h 40mLATAM Airlines
Thu 6/133:30 amGRU - MDW
2 stops32h 21mLATAM Airlines
Deal found 5/30$1,558
Sun 6/96:49 pmMDW - GRU
2 stops19h 31mLATAM Airlines
Sun 6/162:30 pmGRU - MDW
2 stops21h 21mLATAM Airlines
Deal found 5/30$1,808

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 2,784,634 searches. Data last updated May 30, 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.
Sat 8/1710:08 pmMDW - GRU
3 stops27h 27mMultiple Airlines
Deal found 5/29$390
Sat 8/1710:08 amMDW - GRU
2 stops17h 52mMultiple Airlines
Deal found 5/29$458
Sat 8/178:13 pmMDW - GRU
1 stop22h 12mMultiple Airlines
Deal found 5/29$564
Thu 8/810:11 amMDW - GRU
2 stops17h 24mLATAM Airlines
Deal found 5/29$708
Thu 6/2710:41 amMDW - GRU
2 stops16h 59mLATAM Airlines
Deal found 5/29$730
Mon 6/176:49 pmMDW - GRU
2 stops23h 26mLATAM Airlines
Deal found 5/29$820
Sun 6/166:49 pmMDW - GRU
2 stops23h 11mLATAM Airlines
Deal found 5/28$823
Mon 6/176:49 pmMDW - GRU
2 stops23h 26mLATAM Airlines
Deal found 5/30$824
Thu 8/83:45 pmMDW - GRU
3 stops21h 20mLATAM Airlines
Deal found 5/29$1,010

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 2,784,634 searches. Data last updated May 30, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$766 - $1,548

Route

Depart

Return

Price

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 8/23

3 stops32h 20m

Sao Paulo Guarulhos Intl

Wed 8/28

2 stops20h 27m

$766

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 7/29

2 stops21h 35m

Sao Paulo Guarulhos Intl

Sun 8/4

2 stops26h 37m

$896

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 9/30

1 stop15h 05m

Sao Paulo Guarulhos Intl

Tue 10/1

2 stops24h 38m

$910

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 8/23

1 stop14h 35m

Sao Paulo Guarulhos Intl

Wed 8/28

2 stops20h 52m

$956

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Wed 11/6

1 stop12h 35m

Sao Paulo Guarulhos Intl

Mon 11/11

2 stops19h 37m

$958

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Fri 8/23

2 stops19h 00m

Sao Paulo Guarulhos Intl

Wed 8/28

2 stops25h 47m

$1,037

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Mon 8/5

1 stop18h 04m

Sao Paulo Guarulhos Intl

Sun 8/11

1 stop13h 01m

$1,044

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Thu 8/8

1 stop19h 55m

Sao Paulo Guarulhos Intl

Sun 8/11

1 stop13h 01m

$1,055

Chicago MidwaySao Paulo Guarulhos Intl

MDW - GRU

MDWGRU

Chicago Midway

Tue 9/3

1 stop13h 50m

Sao Paulo Guarulhos Intl

Tue 9/10

1 stop21h 09m

$1,548

Flights are sorted by cheapest first

Deals found on 5/29

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 30, 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
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Overall

8.0

Crew

8.6

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
8.0
Very good
10,457 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Overall

8.0

Crew

8.6

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
2,364 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Overall

8.0

Crew

8.6

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 $766, but on average you can expect to pay $1,047.

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

    There are currently 20+ 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 5/30.

  • 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 $1,161). 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

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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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.

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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