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$286+ Cheap flights from Midway (MDW) to Brazil

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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GRU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Midway to Brazil

Cheapest flights from Midway to Brazil
Explore the most affordable flight options available from Midway to Brazil. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This Delta deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:00 amMDW - GIG
1 stop23h 20mDelta
Wed 12/249:30 pmGIG - MDW
1 stop14h 35mDelta
Deal found 12/10$925
This lastminute.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:00 amMDW - GIG
2 stops25h 15mLATAM Airlines
Sat 12/2710:55 pmGIG - MDW
2 stops26h 27mLATAM Airlines
Deal found 12/10$1,014
This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:10 pmMDW - GRU
1 stop14h 40mMultiple Airlines
Thu 1/86:10 amGRU - MDW
2 stops34h 56mMultiple Airlines
Deal found 12/10$1,029
This Delta deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1910:49 amMDW - GIG
1 stop18h 31mDelta
Wed 12/249:30 pmGIG - MDW
1 stop14h 35mDelta
Deal found 12/10$1,050
This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:10 pmMDW - GRU
1 stop14h 40mMultiple Airlines
Sun 1/116:10 amGRU - MDW
2 stops34h 56mMultiple Airlines
Deal found 12/10$1,091
This KAYAK deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:50 pmMDW - GIG
2 stops25h 50mLATAM Airlines
Sun 12/219:30 pmGIG - MDW
1 stop14h 35mLATAM Airlines
Deal found 12/10$1,124
This Expedia deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amMDW - GIG
1 stop23h 20mLATAM Airlines
Sun 12/289:30 pmGIG - MDW
1 stop14h 35mLATAM Airlines
Deal found 12/11$1,142
This Cheapflightsfares deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1112:50 pmMDW - GIG
2 stops22h 20mLATAM Airlines
Fri 12/195:15 pmGIG - MDW
2 stops25h 03mLATAM Airlines
Deal found 12/9$1,155
This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:05 pmMDW - GIG
1 stop12h 15mMultiple Airlines
Wed 12/2410:20 amGIG - MDW
2 stops29h 41mMultiple Airlines
Deal found 12/10$1,196
This Delta deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:00 amMDW - GIG
1 stop23h 20mDelta
Tue 12/239:30 pmGIG - MDW
1 stop27h 52mDelta
Deal found 12/10$1,200
This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:32 pmMDW - GRU
1 stop25h 38mMultiple Airlines
Tue 1/66:10 amGRU - MDW
2 stops34h 56mMultiple Airlines
Deal found 12/10$1,226
This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:10 pmMDW - GIG
2 stops30h 20mMultiple Airlines
Tue 12/309:30 pmGIG - MDW
1 stop14h 35mMultiple Airlines
Deal found 12/10$1,229

Find flight deals from Midway to Brazil

Keep the following information in mind while searching for Midway to Brazil flight deals. Data was last updated December 12, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$548
(Kiwi.com)

One-way from

$286
(SmartFares)

Popular in

December

Cheapest in

January

Average price

$1,137
Provider with most accurate pricing for Chicago (CHI)-Sao Paulo (SAO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Sao Paulo (SAO) flights.
Search Deals
From Chicago Midway to Brazil
Search Deals
One-way flight from Chicago Midway to Brazil
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Brazil 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 2,558,603 searches. Data last updated December 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Brazil that are best for you.

Fly from

Midway

Fly to

Brazil

Route

Depart

Return

Price

ChicagoRio de Janeiro

MDW - GIG

MDWGIG

Chicago Midway

Thu 1/1

3:29 pm-8:20 am

1 stop13h 51m

Rio de Janeiro–Galeão Intl

Sat 1/31

7:15 am-10:22 pm

2 stops18h 07m

$552

ChicagoRio de Janeiro

MDW - GIG

MDWGIG

Chicago Midway

Sun 1/11

6:45 am-8:20 am

1 stop22h 35m

Rio de Janeiro–Galeão Intl

Tue 1/27

9:30 pm-9:53 am

1 stop15h 23m

$592

ChicagoRio de Janeiro

MDW - GIG

MDWGIG

Chicago Midway

Mon 3/2

12:46 pm-8:20 am

1 stop16h 34m

Rio de Janeiro–Galeão Intl

Thu 3/19

9:30 pm-12:02 pm

1 stop16h 32m

$600

ChicagoRio de Janeiro

MDW - GIG

MDWGIG

Chicago Midway

Sun 1/18

11:21 am-8:20 am

1 stop17h 59m

Rio de Janeiro–Galeão Intl

Sat 1/31

7:15 am-10:22 pm

2 stops18h 07m

$600

ChicagoRio de Janeiro

MDW - GIG

MDWGIG

Chicago Midway

Thu 3/5

10:53 am-8:20 am

1 stop18h 27m

Rio de Janeiro–Galeão Intl

Mon 3/16

9:30 pm-4:53 pm

1 stop21h 23m

$600

ChicagoRio de Janeiro

MDW - GIG

MDWGIG

Chicago Midway

Fri 3/6

10:53 am-8:20 am

1 stop18h 27m

Rio de Janeiro–Galeão Intl

Sat 3/14

9:30 pm-9:55 am

1 stop14h 25m

$600

ChicagoRio de Janeiro

MDW - GIG

MDWGIG

Chicago Midway

Fri 3/6

10:53 am-8:20 am

1 stop18h 27m

Rio de Janeiro–Galeão Intl

Wed 3/18

9:30 pm-12:02 pm

1 stop16h 32m

$600

ChicagoRio de Janeiro

MDW - GIG

MDWGIG

Chicago Midway

Tue 3/3

10:53 am-8:20 am

1 stop18h 27m

Rio de Janeiro–Galeão Intl

Tue 3/17

9:30 pm-9:55 am

1 stop14h 25m

$600

ChicagoRio de Janeiro

MDW - GIG

MDWGIG

Chicago Midway

Mon 3/2

10:53 am-7:10 am

2 stops17h 17m

Rio de Janeiro–Galeão Intl

Sun 3/15

9:30 pm-4:53 pm

1 stop21h 23m

$600

ChicagoRio de Janeiro

MDW - GIG

MDWGIG

Chicago Midway

Thu 1/1

9:50 am-8:20 am

1 stop19h 30m

Rio de Janeiro–Galeão Intl

Sat 1/31

9:30 pm-9:53 am

1 stop15h 23m

$600

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 60 results
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Best time to book a flight from Midway to Brazil

Have a flexible travel schedule? Discover the best time to fly to Brazil 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Brazil

How often are flights from Chicago to Brazil delayed?

About 0% of weekly flights between Chicago and Brazil have experienced delays in the past year, with the average delay time being 0 minutes.

What is the most punctual flight time for Chicago to Brazil flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Sunday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Related info for your journey

Find useful and relevant information for your journey from Midway to Brazil. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Brazil?

    A quick flight from Chicago Midway Airport to Brazil can take about 13h 51m. LATAM Airlines provides one of the quickest options available for as low as $552. The distance from Chicago Midway Airport to Brazil is about 5288 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Chicago Midway Airport to Brazil?

    While some choose either Chicago Midway - Sao Paulo Guarulhos Intl or Chicago Midway - Rio de Janeiro Santos Dumont, Chicago Midway - Rio de Janeiro–Galeão Intl is the most popular route from Chicago Midway Airport to Brazil.

  • Can I find deals for flights from Midway to Brazil that include hotel bookings?

    Yes. In addition to deals on Midway to Brazil flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Brazil?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Brazil.

  • Can I find deals for business class flights from Midway to Brazil?

    Yes. Cheapflights offers flight deals from Midway to Brazil by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Midway to Brazil

See prices for flight routes from nearby airports that may be better suited for you.
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