CHI - GRU

$309 Find Cheap Flights from Chicago to Sao Paulo - Compare and Save

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Everything you should know

Cheapest round-trip
$636
Typical prices: $731-$1,213
Arajet
Tue 1/23Mon 1/29
ORD - GRU • 1 stop
Cheapest non-stop
$681
Typical prices: $944-$1,303
Lufthansa
Mon 11/26Sun 12/9
ORD - GRU • Non-stop
Nonstop flights
You can fly direct with United Airlines. Average duration is 10h 25m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 1% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 59% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 17 weeks in advance save around 49% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 24% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $674 (round-trip)
Shortest trip • 13h 40m (one-way)
Insights
Insights
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We hope you love your trip to Sao Paulo Guarulhos Intl Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Sao Paulo (CHI-GRU)

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

Recent round-trip flight deals from Chicago to Sao Paulo

Sat, Jan 23 - Fri, Jan 29
Arajet Logo
11:10 am - 3:13 amORD  Chicago O'Hare Intl-GRU Sao Paulo Guarulhos Intl
13h 03m1 stop Punta Cana
Arajet Logo
11:30 pm - 10:10 amGRU  Sao Paulo Guarulhos Intl-ORD Chicago O'Hare Intl
13h 40m1 stop Punta Cana
$636Arajet
Wed, Mar 10 - Tue, Mar 23
GOL Logo
10:30 pm - 4:15 pmORD  Chicago O'Hare Intl-GRU Sao Paulo Guarulhos Intl
14h 45m1 stop Bogotá El Dorado
GOL Logo
12:25 am - 9:30 pmGRU  Sao Paulo Guarulhos Intl-ORD Chicago O'Hare Intl
23h 05m1 stop Bogotá El Dorado
$638GOL
Tue, Dec 1 - Sun, Dec 6
GOL Logo
10:30 pm - 1:15 amORD  Chicago O'Hare Intl-GRU Sao Paulo Guarulhos Intl
23h 45m1 stop Bogotá El Dorado
GOL Logo
7:55 am - 8:30 pmGRU  Sao Paulo Guarulhos Intl-ORD Chicago O'Hare Intl
15h 35m1 stop Bogotá El Dorado
$638GOL
Wed, Dec 2 - Mon, Dec 7
Avianca Logo
10:30 pm - 4:15 pmORD  Chicago O'Hare Intl-GRU Sao Paulo Guarulhos Intl
14h 45m1 stop Bogotá El Dorado
Avianca Logo
7:55 am - 8:30 pmGRU  Sao Paulo Guarulhos Intl-ORD Chicago O'Hare Intl
15h 35m1 stop Bogotá El Dorado
$646Avianca
Sun, Jan 31 - Fri, Feb 26
Arajet Logo
4:20 am - 10:25 pmORD  Chicago O'Hare Intl-GRU Sao Paulo Guarulhos Intl
15h 05m1 stop Punta Cana
Arajet Logo
11:30 pm - 10:10 amGRU  Sao Paulo Guarulhos Intl-ORD Chicago O'Hare Intl
13h 40m1 stop Punta Cana
$651Arajet
Tue, Mar 2 - Tue, Mar 9
Avianca Logo
10:30 pm - 7:55 pmORD  Chicago O'Hare Intl-GRU Sao Paulo Guarulhos Intl
18h 25m2 stops Bogotá El Dorado Rio de Janeiro–Galeão Intl
Avianca Logo
7:55 am - 8:30 pmGRU  Sao Paulo Guarulhos Intl-ORD Chicago O'Hare Intl
15h 35m1 stop Bogotá El Dorado
$656Avianca
Thu, Nov 26 - Wed, Dec 9
United Airlines Logo
2:21 pm - 10:20 amORD  Chicago O'Hare Intl-GRU Sao Paulo Guarulhos Intl
16h 59m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
9:30 pm - 5:15 amGRU  Sao Paulo Guarulhos Intl-ORD Chicago O'Hare Intl
10h 45mnonstop
$674United Airlines
Thu, Nov 26 - Wed, Dec 9
American Airlines Logo
11:26 am - 6:05 amORD  Chicago O'Hare Intl-GRU Sao Paulo Guarulhos Intl
15h 39m1 stop New York John F Kennedy Intl
American Airlines Logo
11:15 pm - 11:05 amGRU  Sao Paulo Guarulhos Intl-ORD Chicago O'Hare Intl
14h 50m1 stop Miami
$674American Airlines
Tue, Dec 1 - Sun, Dec 6
Multiple Airlines Logo
10:30 pm - 12:20 amORD  Chicago O'Hare Intl-GRU Sao Paulo Guarulhos Intl
22h 50m2 stops Bogotá El Dorado Rio de Janeiro–Galeão Intl
Multiple Airlines Logo
10:10 pm - 8:30 pmGRU  Sao Paulo Guarulhos Intl-ORD Chicago O'Hare Intl
25h 20m2 stops Rio de Janeiro–Galeão Intl Bogotá El Dorado
$678Multiple Airlines
Sun, Jan 31 - Mon, Feb 22
United Airlines Logo
5:50 pm - 7:15 amORD  Chicago O'Hare Intl-GRU Sao Paulo Guarulhos Intl
10h 25mnonstop
United Airlines Logo
9:30 pm - 5:15 amGRU  Sao Paulo Guarulhos Intl-ORD Chicago O'Hare Intl
10h 45mnonstop
$779United Airlines
Booking Insights

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

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago to Sao Paulo Guarulhos Intl Airport?

Round-trip flights from Chicago to Sao Paulo Guarulhos Intl Airport typically range from $731 to $1,213. The lowest price found in the past 5 days was $636, on Arajet.

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

There's little price difference between Chicago to Sao Paulo Guarulhos Intl Airport routes. They average around $945 round-trip, based on KAYAK data over the past 12 months.

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

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Chicago to Sao Paulo Guarulhos Intl Airport. It’s 11% cheaper than the average day, while Tuesday is the most expensive, with prices 16% higher.

What’s the cheapest month to fly from Chicago to Sao Paulo Guarulhos Intl Airport?

•March is the cheapest month to fly from Chicago to Sao Paulo Guarulhos Intl Airport at $731 round-trip.
•December ($1,287) and July ($1,109) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 76% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago to Sao Paulo Guarulhos Intl Airport the cheapest?

Flights from Chicago to Sao Paulo Guarulhos Intl Airport are cheapest 17 weeks before departure. Booking in this window typically costs about 49% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Chicago to Sao Paulo Guarulhos Intl Airport flights

Low season

September

Cheapest flight

$269
Beat the crowds with an average 52% drop in travelers.
The most popular month to fly with an average 37% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Sao Paulo Guarulhos Intl Airport

When to book flights from Chicago to Sao Paulo

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

Your Chicago to Sao Paulo Guarulhos Intl Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago to Sao Paulo Guarulhos Intl Airport?

    These are the earliest and latest flight times available from Chicago to Sao Paulo Guarulhos Intl Airport:

    • Earliest: departs at 5:50 pm and lands at 4:15 am
    • Latest: departs at 6:50 pm and lands at 5:15 am.

    The flight takes about 10h 25m.

  • What cabin classes can I book on flights from Chicago to Sao Paulo Guarulhos Intl Airport?

    Four cabin classes are available on flights from Chicago to Sao Paulo Guarulhos Intl Airport:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

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

    A nonstop flight from Chicago to Sao Paulo Guarulhos Intl Airport takes 10h 25m, covering 5,219 miles.

  • Do I need a passport to fly from Chicago to Sao Paulo Guarulhos Intl 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.

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

    Round-trip flights from Chicago to Sao Paulo Guarulhos Intl Airport range from $731 to $1,213, with an average of $956 over the past 12 months. Anything below $731 counts as a good deal.

  • How expensive are last-minute Chicago to Sao Paulo Guarulhos Intl Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 35% above the $956 route average. Book 17 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago to Sao Paulo Guarulhos Intl Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $674 round-trip via New York John F Kennedy Intl (JFK), compared to $1,132 for nonstop.

  • How does on-time performance compare across airlines flying from Chicago to Sao Paulo Guarulhos Intl Airport?

    United Airlines is the only airline operating Chicago to Sao Paulo Guarulhos Intl Airport flights. 59% of its flights are on time.

  • What is the standard checked-bag allowance on flights from Chicago to Sao Paulo Guarulhos Intl Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $70–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Chicago to Sao Paulo Guarulhos Intl Airport spread across the day?

    Evening is the busiest departure period on Chicago to Sao Paulo Guarulhos Intl Airport flights, with 100% of flights leaving in that window. Morning departures account for 0%, afternoon flights for 0%, and night flights for 0%.

  • How are flight prices from Chicago to Sao Paulo Guarulhos Intl Airport looking right now?

    One-way fares from Chicago to Sao Paulo Guarulhos Intl Airport are currently lower than usual. Average one-way flight prices are about $370, which is 19% below the typical average for this route.

  • What car rental options are available at Sao Paulo Guarulhos Intl Airport (GRU)?

    Sao Paulo Guarulhos Intl Airport (GRU) hosts 5 major car rental companies, with daily rates averaging $37 for economy cars. Top options include:

    • FOCO
    • Localiza
    • MOVIDA
    • Avis
    • keddy by Europcar

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

    Flights from Chicago to Sao Paulo Guarulhos Intl Airport may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Sao Paulo Guarulhos Intl (GRU).

  • What time of day has the fewest delays on flights from Chicago to Sao Paulo Guarulhos Intl Airport?

    Night flights have the fewest delays on this route, while evening departures tend to have the most.

  • At what point is a flight considered delayed from Chicago to Sao Paulo Guarulhos Intl Airport?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago to Sao Paulo Guarulhos Intl Airport route, 41% of flights were delayed in the past 3 months, with delays averaging 3h 07m.

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

    One-stop flights from Chicago to Sao Paulo Guarulhos Intl Airport most commonly connect through:

    • Punta Cana (PUJ) - 28% of one-stop connections
    • Panama City Tocumen Intl (PTY) - 24% of one-stop connections
    • Bogotá El Dorado (BOG) - 16% of one-stop connections
    • Montreal Pierre Elliott Trudeau Intl (YUL) - 10% of one-stop connections

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

    Yes. Flexible dates can save you up to 24% on flights from Chicago to Sao Paulo Guarulhos Intl Airport. Monday is the cheapest departure day at $853 round-trip on average, while Tuesday is the most expensive at $1,114, a difference of $261.

    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 airlines fly from Chicago to Sao Paulo Guarulhos Intl Airport?

    Only United Airlines operates flights between Chicago and Sao Paulo Guarulhos Intl Airport.

  • How much time can I save by choosing a different layover airport from Chicago to Sao Paulo Guarulhos Intl Airport?

    Flying via Miami (MIA) gives the shortest average 1-stop total travel time at 13h 40m, compared with 14h 28m via Panama City Tocumen Intl (PTY) and 14h 29m via Toronto Pearson Intl (YYZ).

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

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

  • What popular places can I visit in Sao Paulo Guarulhos Intl Airport?

    Some of the most popular sights in Sao Paulo Guarulhos Intl Airport are Allianz Parque, Autódromo José Carlos Pace and São Paulo Expo. These are among the most viewed places in Sao Paulo Guarulhos Intl Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago to Sao Paulo Guarulhos Intl Airport flights?

    Among airlines operating Chicago to Sao Paulo Guarulhos Intl Airport flights:

    • United Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago to Sao Paulo Guarulhos Intl Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • Avianca: a cabin bag and a checked bag in Economy Class
    • ANA: a cabin bag and a checked bag in Business Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago to Sao Paulo Guarulhos Intl Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Tuesday. On this route, Monday flights average $853, about $261 less than Tuesday fares (23% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 17 weeks before you fly. On this route, that window historically saves about 49% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Sao Paulo Guarulhos Intl Airport trip for March. Fares historically average $731 round-trip in that month - typically $556 less than the most expensive month, which is December (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through New York John F Kennedy Intl Airport (JFK) can be cheaper than flying direct. The cheapest layover option averages $674 round-trip on this route - about $458 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Sao Paulo Guarulhos Intl Airport.

    • Pullman São Paulo Guarulhos Airport

Prefer to fly direct from Chicago to Sao Paulo?

 
Find which airlines fly direct from Chicago to Sao Paulo Guarulhos Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to Sao Paulo Guarulhos Intl

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Sao Paulo Guarulhos Intl to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

More options for your flight from Chicago to Sao Paulo

Complete your trip to Sao Paulo with a hotel stay or car rental