SAO - MDW

$360 Find Cheap Flights from Sao Paulo to Chicago Midway Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$1,173
Typical prices: $575-$951
Multiple Airlines
Sun 9/23Fri 9/28
GRU - MDW • 2 stops
Nonstop flights
There are currently no direct flights between Sao Paulo and Chicago Midway Airport. You'll need to take a connecting flight to reach the destination.
Insights
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When to travel
Cheapest • 36% price drop
Most popular
Good to know
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Flight Deals

Cheap Flights from Sao Paulo to Chicago (SAO-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Sao Paulo to Chicago

Wed, Sep 23 - Mon, Sep 28
Multiple Airlines Logo
10:45 pm - 2:35 pmGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
17h 50m2 stops Boston Logan Intl Toronto Island
Multiple Airlines Logo
8:23 pm - 2:50 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
28h 27m3 stops Guadalajara Miguel Hidal Cancun Punta Cana
$1,173Multiple Airlines
Mon, Mar 1 - Wed, Mar 31
LATAM Airlines Logo
9:15 pm - 9:52 amGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
15h 37m1 stop Atlanta Hartsfield-Jackson
LATAM Airlines Logo
6:00 am - 5:40 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
21h 40m1 stop Atlanta Hartsfield-Jackson
$1,217LATAM Airlines
Mon, Mar 1 - Wed, Mar 31
Delta Logo
9:15 pm - 9:52 amGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
15h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:35 am - 5:40 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
17h 05m1 stop Atlanta Hartsfield-Jackson
$1,220Delta
Mon, Mar 1 - Mon, Mar 29
Delta Logo
11:00 pm - 12:33 pmGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
16h 33m2 stops Miami Detroit Metropolitan Wayne County
Delta Logo
1:00 pm - 7:15 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
16h 15m2 stops Detroit Metropolitan Wayne County New York John F Kennedy Intl
$1,220Delta
Thu, Jan 21 - Mon, Feb 1
Multiple Airlines Logo
5:25 pm - 4:47 pmGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
26h 22m3 stops Bogotá El Dorado Mexico City Benito Juarez Guadalajara Miguel Hidal
Multiple Airlines Logo
6:17 pm - 2:50 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
29h 33m3 stops Guadalajara Miguel Hidal Cancun Punta Cana
$1,220Multiple Airlines
Mon, Mar 1 - Wed, Mar 31
Delta Logo
9:15 pm - 9:52 amGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
15h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:05 pm - 7:50 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
16h 45m2 stops Atlanta Hartsfield-Jackson Orlando
$1,220Delta
Mon, Mar 1 - Tue, Mar 30
Delta Logo
11:00 pm - 12:33 pmGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
16h 33m2 stops Miami Detroit Metropolitan Wayne County
Delta Logo
1:05 pm - 5:40 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
14h 35m1 stop Atlanta Hartsfield-Jackson
$1,220Delta
Mon, Mar 1 - Thu, Apr 1
Delta Logo
9:15 pm - 9:52 amGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
15h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:35 am - 5:00 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
16h 25m2 stops Atlanta Hartsfield-Jackson Orlando
$1,220Delta
Mon, Mar 1 - Thu, Apr 1
Delta Logo
9:15 pm - 9:52 amGRU  Sao Paulo Guarulhos Intl-MDW Chicago Midway
15h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:05 pm - 5:40 amMDW  Chicago Midway-GRU Sao Paulo Guarulhos Intl
14h 35m1 stop Atlanta Hartsfield-Jackson
$1,220Delta
Booking Insights

Price, demand and travel trends for Sao Paulo to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Sao Paulo to Chicago Midway Airport with more confidence.

What is the cheapest Sao Paulo to Chicago Midway Airport flight route?

There's little price difference between Sao Paulo to Chicago Midway Airport routes. They average around $864 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Sao Paulo to Chicago Midway Airport?

Monday is the cheapest day of the week to fly from Sao Paulo to Chicago Midway Airport, it is 5% cheaper than the average day. Saturday is the most expensive day with flight prices 17% higher than average. Based on deals found by KAYAK users in the last 12 months.

Key details for Sao Paulo to Chicago Midway Airport flights

Low season

July

Cheapest flight

$360
Most popular time to fly and prices are also 33% lower on average.
Flight from Sao Paulo Guarulhos Intl Airport to Chicago Midway Airport

When to book flights from Sao Paulo to Chicago

Are your dates flexible? Find out the best times to travel from Sao Paulo to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Sao Paulo to Chicago Midway Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Sao Paulo to Chicago Midway Airport?

    Flights from Sao Paulo to Chicago Midway Airport may depart from several airports in Sao Paulo area, including Sao Paulo Congonhas (CGH), Sao Paulo Guarulhos Intl (GRU) and Sao Paulo Viracopos (VCP). Flights usually arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Sao Paulo to Chicago Midway Airport pass through?

    Most connecting flights from Sao Paulo to Chicago Midway Airport pass through Atlanta Hartsfield-Jackson (ATL), which handles 100% of one-stop traffic on this route. Other layover airports each see under 5%.

  • Can I save money by using flexible dates for flights from Sao Paulo to Chicago Midway Airport?

    Yes. Being flexible with your travel dates can save you up to 20% on the Sao Paulo to Chicago Midway Airport route. Monday is the cheapest departure day at $823 round-trip on average, while Saturday is the most expensive at $1,017, a difference of $194. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • How long is a flight from Sao Paulo to Chicago Midway Airport?

    A nonstop flight from Sao Paulo to Chicago Midway Airport takes 0h 00m, covering 5,219 miles.

  • Do I need a passport to fly from Sao Paulo to Chicago Midway Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Sao Paulo to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $1,173 to $9,357. That means the highest observed fare was about 8x higher than the lowest one.

  • What is the time difference between Sao Paulo and Chicago Midway Airport?

    Chicago Midway Airport is 2 hours behind Sao Paulo (Central Time vs Brasilia Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:
    · Hertz
    · Dollar
    · Budget
    · Alamo
    · Rent-A-Wreck

  • How much should I expect to pay for a Sao Paulo to Chicago Midway Airport flight?

    Round-trip flights from Sao Paulo to Chicago Midway Airport range from $575 to $951, with an average of $864 over the past 12 months. Anything below $575 counts as a good deal.

Your guide to booking Sao Paulo to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Monday departure instead of Saturday. On this route, Monday flights average $823 - about $194 less than Saturday (19% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Sao Paulo to Chicago Midway Airport trip for November. Fares historically average $551 round-trip in that month - typically $2,308 less than the most expensive month, which is February (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel

More options for your flight from Sao Paulo to Chicago

Complete your trip to Chicago with a hotel stay or car rental