$344+ Cheap flights from Guarulhos Intl, Brazil (GRU) to Chicago (CHI)
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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
GRU — CHI
Aug 2 — Aug 91
Round-trip
1 adult, Economy
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Find cheap flights from Guarulhos Intl to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Sao Paulo Guarulhos Intl to Chicago are usually found in February or March, booked 27 days in advance, depart on a Sunday or Tuesday and return on a Monday
Cheap flight deals from Guarulhos Intl to Chicago
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Best
Last-minute
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Cheapest flights from Guarulhos Intl to ChicagoExplore the most affordable flight options available from Guarulhos Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2026.
Explore the most affordable flight options available from Guarulhos Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/30. 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.
Tue 8/253:50 am
GRU
- ORD
2 stops21h 37m
Multiple Airlines
Sat 9/1912:12 pm
ORD
- GRU
1 stop12h 56m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$771
This Air Canada deal was found by Cheapflights users on 6/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:30 pm
GRU
- ORD
2 stops19h 22m
Air Canada
Wed 11/49:21 pm
ORD
- GRU
2 stops32h 39m
Air Canada
Deal found 6/30![Air Canada logo]()
$772
This MaxMilhas deal was found by Cheapflights users on 7/1. 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 MaxMilhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1111:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Fri 9/256:45 am
ORD
- GRU
1 stop13h 45m
Arajet
Deal found 7/1![Arajet logo]()
$773
This Air Canada deal was found by Cheapflights users on 7/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/29:45 pm
GRU
- ORD
2 stops20h 53m
Air Canada
Tue 12/16:40 pm
ORD
- GRU
2 stops18h 20m
Air Canada
Deal found 7/1![Air Canada logo]()
$776
This Arajet deal was found by Cheapflights users on 7/1. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Mon 9/285:30 am
ORD
- GRU
1 stop14h 55m
Arajet
Deal found 7/1![Arajet logo]()
$777
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Mon 8/101:00 am
GRU
- ORD
2 stops24h 10m
Multiple Airlines
Tue 9/17:35 am
ORD
- GRU
1 stop19h 50m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$778
This MaxMilhas deal was found by Cheapflights users on 6/30. 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 MaxMilhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/24:08 am
GRU
- ORD
1 stop20h 02m
Arajet
Mon 8/175:30 am
ORD
- GRU
1 stop14h 55m
Arajet
Deal found 6/30![Arajet logo]()
$779
This Expedia deal was found by Cheapflights users on 7/1. 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.
Tue 8/186:00 am
GRU
- ORD
2 stops18h 31m
Multiple Airlines
Mon 8/315:30 am
ORD
- GRU
1 stop14h 55m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$781
This Kiwi.com deal was found by Cheapflights users on 6/30. 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.
Sat 8/1510:05 pm
GRU
- ORD
2 stops37h 06m
Multiple Airlines
Sat 8/2912:12 pm
ORD
- GRU
1 stop12h 56m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$785
This Expedia deal was found by Cheapflights users on 6/29. 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.
Fri 10/2311:55 pm
GRU
- ORD
1 stop13h 17m
Multiple Airlines
Thu 10/293:45 pm
ORD
- GRU
1 stop15h 15m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$787
This Arajet deal was found by Cheapflights users on 6/30. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:50 am
GRU
- ORD
1 stop33h 22m
Arajet
Mon 10/264:30 am
ORD
- GRU
1 stop15h 55m
Arajet
Deal found 6/30![Arajet logo]()
$792
This Expedia deal was found by Cheapflights users on 7/2. 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.
Wed 11/259:45 pm
GRU
- ORD
1 stop20h 07m
Air Canada
Tue 1/51:55 pm
ORD
- GRU
1 stop16h 05m
Air Canada
Deal found 7/2![Air Canada logo]()
$794
Best flights from Guarulhos Intl to ChicagoDiscover carefully curated flight deals from Guarulhos Intl to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2026.
Discover carefully curated flight deals from Guarulhos Intl to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2026.
This GOL deal was found by Cheapflights users on 7/2. 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 GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
GRU
- ORD
2 stops19h 30m
GOL
Sat 9/268:42 am
ORD
- GRU
2 stops20h 13m
GOL
Deal found 7/2![GOL logo]()
$811
This United Airlines deal was found by Cheapflights users on 6/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/19:30 pm
GRU
- ORD
Nonstop10h 45m
United Airlines
Sun 11/85:50 pm
ORD
- GRU
Nonstop10h 25m
United Airlines
Deal found 6/29![United Airlines logo]()
$1,192
This Delta deal was found by Cheapflights users on 6/28. 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.
Wed 8/2611:30 pm
GRU
- MDW
2 stops21h 03m
Delta
Sun 9/69:24 am
MDW
- GRU
2 stops17h 36m
Delta
Deal found 6/28![Delta logo]()
$1,198
This GOL deal was found by Cheapflights users on 6/29. 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 GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:55 pm
GRU
- ORD
2 stops35h 35m
GOL
Fri 8/284:10 pm
ORD
- GRU
2 stops36h 45m
GOL
Deal found 6/29![GOL logo]()
$893
This GOL deal was found by Cheapflights users on 7/2. 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 GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/210:05 pm
GRU
- ORD
2 stops28h 21m
GOL
Mon 8/1711:20 pm
ORD
- GRU
1 stop14h 45m
GOL
Deal found 7/2![GOL logo]()
$966
This United Airlines deal was found by Cheapflights users on 6/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/610:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Sun 9/62:16 pm
ORD
- GRU
1 stop14h 14m
United Airlines
Deal found 6/28![United Airlines logo]()
$1,192
This Delta deal was found by Cheapflights users on 6/29. 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.
Thu 11/511:00 pm
GRU
- MDW
2 stops16h 05m
Delta
Thu 11/265:25 pm
MDW
- GRU
1 stop13h 10m
Delta
Deal found 6/29![Delta logo]()
$1,198
This United Airlines deal was found by Cheapflights users on 6/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Sun 9/69:30 pm
ORD
- GRU
Nonstop10h 10m
United Airlines
Deal found 6/28![United Airlines logo]()
$1,194
This Delta deal was found by Cheapflights users on 6/28. 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.
Wed 8/1910:50 pm
GRU
- MDW
2 stops21h 43m
Delta
Sat 9/199:29 am
MDW
- GRU
2 stops21h 21m
Delta
Deal found 6/28![Delta logo]()
$1,198
This GOL deal was found by Cheapflights users on 6/29. 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 GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2410:05 pm
GRU
- ORD
2 stops20h 59m
GOL
Fri 8/78:37 am
ORD
- GRU
2 stops36h 08m
GOL
Deal found 6/29![GOL logo]()
$1,100
This United Airlines deal was found by Cheapflights users on 6/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Tue 9/19:30 pm
ORD
- GRU
Nonstop10h 10m
United Airlines
Deal found 6/29![United Airlines logo]()
$1,194
This Delta deal was found by Cheapflights users on 6/29. 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 11/19:30 pm
GRU
- MDW
1 stop15h 22m
Delta
Sun 11/81:28 pm
MDW
- GRU
2 stops17h 07m
Delta
Deal found 6/29![Delta logo]()
$1,198
This GOL deal was found by Cheapflights users on 7/2. 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 GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/242:20 am
GRU
- ORD
1 stop21h 00m
GOL
Mon 8/311:20 pm
ORD
- GRU
1 stop23h 50m
GOL
Deal found 7/2![GOL logo]()
$1,163
This United Airlines deal was found by Cheapflights users on 6/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2310:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Tue 8/49:30 pm
ORD
- GRU
Nonstop10h 10m
United Airlines
Deal found 6/28![United Airlines logo]()
$1,194
This Delta deal was found by Cheapflights users on 6/28. 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 10/1811:00 pm
GRU
- MDW
2 stops15h 48m
Delta
Mon 10/261:00 pm
MDW
- GRU
1 stop18h 35m
Delta
Deal found 6/28![Delta logo]()
$1,198
This United Airlines deal was found by Cheapflights users on 7/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Mon 9/79:30 pm
ORD
- GRU
Nonstop10h 10m
United Airlines
Deal found 7/2![United Airlines logo]()
$1,218
This Delta deal was found by Cheapflights users on 7/1. 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.
Mon 11/911:00 pm
GRU
- MDW
2 stops15h 56m
Delta
Mon 11/235:25 pm
MDW
- GRU
1 stop13h 10m
Delta
Deal found 7/1![Delta logo]()
$1,224
This United Airlines deal was found by Cheapflights users on 7/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2010:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Mon 11/25:50 pm
ORD
- GRU
Nonstop10h 25m
United Airlines
Deal found 7/2![United Airlines logo]()
$1,218
This Delta deal was found by Cheapflights users on 7/2. 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.
Wed 8/2611:30 pm
GRU
- MDW
2 stops18h 45m
Delta
Mon 9/79:24 am
MDW
- GRU
2 stops17h 41m
Delta
Deal found 7/2![Delta logo]()
$1,226
This Delta deal was found by Cheapflights users on 7/1. 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.
Thu 9/1711:00 pm
GRU
- MDW
2 stops19h 16m
Delta
Sat 9/2611:35 am
MDW
- GRU
2 stops15h 30m
Delta
Deal found 7/1![Delta logo]()
$1,260
This Delta deal was found by Cheapflights users on 7/1. 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.
Thu 11/199:15 pm
GRU
- MDW
2 stops17h 36m
Delta
Sun 11/291:00 pm
MDW
- GRU
2 stops17h 35m
Delta
Deal found 7/1![Delta logo]()
$1,262
This Delta deal was found by Cheapflights users on 7/1. 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.
Sat 8/111:30 pm
GRU
- MDW
2 stops20h 55m
Delta
Thu 9/171:00 pm
MDW
- GRU
1 stop14h 40m
Delta
Deal found 7/1![Delta logo]()
$1,300
This Delta deal was found by Cheapflights users on 7/2. 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.
Mon 8/1011:30 pm
GRU
- MDW
2 stops18h 45m
Delta
Thu 9/1011:35 am
MDW
- GRU
1 stop16h 05m
Delta
Deal found 7/2![Delta logo]()
$1,302
Last-minute flights from Guarulhos Intl to ChicagoDiscover last-minute flight deals from Guarulhos Intl to Chicago. Data last updated July 3, 2026 and is based on user searches.
Discover last-minute flight deals from Guarulhos Intl to Chicago. Data last updated July 3, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 6/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2311:50 am
GRU
- MDW
3 stops28h 45m
Multiple Airlines
Tue 8/48:49 pm
MDW
- GRU
3 stops34h 31m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$803
This Air Canada deal was found by Cheapflights users on 6/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:35 pm
GRU
- ORD
1 stop13h 25m
Air Canada
Wed 8/122:15 pm
ORD
- GRU
2 stops17h 35m
Air Canada
Deal found 6/28![Air Canada logo]()
$801
This Arajet deal was found by Cheapflights users on 7/1. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3011:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Sat 10/312:12 pm
ORD
- GRU
1 stop12h 56m
Arajet
Deal found 7/1![Arajet logo]()
$799
This MaxMilhas deal was found by Cheapflights users on 6/30. 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 MaxMilhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/24:08 am
GRU
- ORD
1 stop20h 02m
Arajet
Mon 8/175:30 am
ORD
- GRU
1 stop14h 55m
Arajet
Deal found 6/30![Arajet logo]()
$779
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Mon 8/101:00 am
GRU
- ORD
2 stops24h 10m
Multiple Airlines
Tue 9/17:35 am
ORD
- GRU
1 stop19h 50m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$778
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Thu 8/1311:35 am
GRU
- ORD
1 stop23h 36m
Multiple Airlines
Sat 9/57:44 pm
ORD
- GRU
2 stops30h 36m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$804
This Arajet deal was found by Cheapflights users on 7/1. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1411:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Fri 9/46:45 am
ORD
- GRU
1 stop13h 45m
Arajet
Deal found 7/1![Arajet logo]()
$795
This Kiwi.com deal was found by Cheapflights users on 6/30. 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.
Sat 8/1510:05 pm
GRU
- ORD
2 stops37h 06m
Multiple Airlines
Sat 8/2912:12 pm
ORD
- GRU
1 stop12h 56m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$785
This Expedia deal was found by Cheapflights users on 7/1. 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.
Tue 8/186:00 am
GRU
- ORD
2 stops18h 31m
Multiple Airlines
Mon 8/315:30 am
ORD
- GRU
1 stop14h 55m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$781
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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.
Sun 8/234:08 am
GRU
- ORD
1 stop20h 02m
Arajet
Mon 8/315:30 am
ORD
- GRU
1 stop14h 55m
Arajet
Deal found 7/2![Arajet logo]()
$800
This Kiwi.com deal was found by Cheapflights users on 6/30. 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.
Tue 8/253:50 am
GRU
- ORD
2 stops21h 37m
Multiple Airlines
Sat 9/1912:12 pm
ORD
- GRU
1 stop12h 56m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$771
This GOL deal was found by Cheapflights users on 7/2. 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 GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:00 am
GRU
- ORD
2 stops18h 31m
GOL
Sat 8/299:55 am
ORD
- GRU
2 stops34h 05m
GOL
Deal found 7/2![GOL logo]()
$802
One-way flights from Guarulhos Intl to ChicagoSearch for one-way flight options from Guarulhos Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated July 3, 2026.
Search for one-way flight options from Guarulhos Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated July 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 8/304:08 am
GRU
- ORD
3 stops46h 41m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Fri 8/2811:55 pm
GRU
- MDW
3 stops24h 52m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Fri 8/2811:55 pm
GRU
- ORD
3 stops46h 04m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 6/29. 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.
Tue 10/63:50 am
GRU
- ORD
3 stops30h 25m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$347
This Flightnetwork deal was found by Cheapflights users on 6/28. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Deal found 6/28![Arajet logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 6/30. 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.
Mon 8/31:00 am
GRU
- ORD
3 stops49h 33m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Mon 8/35:20 am
GRU
- MDW
3 stops42h 43m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/165:00 am
GRU
- ORD
3 stops57h 50m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 6/30. 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.
Tue 8/43:50 am
GRU
- ORD
3 stops45h 37m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 6/29. 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.
Fri 7/3111:55 pm
GRU
- MDW
3 stops24h 08m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 6/29. 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.
Mon 7/131:00 am
GRU
- MDW
3 stops23h 03m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 6/29. 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.
Fri 7/1711:55 pm
GRU
- MDW
3 stops24h 08m
Multiple Airlines
Deal found 6/29![Multiple Airlines logo]()
$405
Find flight deals from Guarulhos Intl to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Guarulhos Intl (GRU) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $771 (Kiwi.com) |
One-way from | $344 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $946 |
Good round-trip deal | $818 or less |
Good one-way deal | $395 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Guarulhos Intl to Chicago 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 July 3, 2026.
Use the filters below to find and compare flights from Sao Paulo Guarulhos Intl Airport to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Thu 8/20
6:00 am-11:30 pm
2 stops19h 30m
Chicago O'Hare Intl
Sat 9/26
8:42 am-6:55 am
2 stops20h 13m
$811
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Fri 8/21
1:55 pm-11:30 pm
2 stops35h 35m
Chicago O'Hare Intl
Fri 8/28
4:10 pm-6:55 am
2 stops36h 45m
$893
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Sun 8/2
10:05 pm-12:26 am
2 stops28h 21m
Chicago O'Hare Intl
Mon 8/17
11:20 pm-4:05 pm
1 stop14h 45m
$966
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Fri 7/24
10:05 pm-5:04 pm
2 stops20h 59m
Chicago O'Hare Intl
Fri 8/7
8:37 am-10:45 pm
2 stops36h 08m
$1,100
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Fri 7/24
2:20 am-9:20 pm
1 stop21h 00m
Chicago O'Hare Intl
Mon 8/3
11:20 pm-1:10 am
1 stop23h 50m
$1,163
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Sun 11/1
9:30 pm-5:15 am
Nonstop10h 45m
Chicago O'Hare Intl
Sun 11/8
5:50 pm-7:15 am
Nonstop10h 25m
$1,192
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Thu 8/6
10:20 pm-6:45 am
Nonstop10h 25m
Chicago O'Hare Intl
Sun 9/6
2:16 pm-6:30 am
1 stop14h 14m
$1,192
Quickest round-trip
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Wed 8/26
10:20 pm-6:45 am
Nonstop10h 25m
Chicago O'Hare Intl
Sun 9/6
9:30 pm-9:40 am
Nonstop10h 10m
$1,194
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Mon 8/24
10:20 pm-6:45 am
Nonstop10h 25m
Chicago O'Hare Intl
Tue 9/1
9:30 pm-9:40 am
Nonstop10h 10m
$1,194
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Thu 7/23
10:20 pm-6:45 am
Nonstop10h 25m
Chicago O'Hare Intl
Tue 8/4
9:30 pm-9:40 am
Nonstop10h 10m
$1,194
Showing 1-10 of 43 resultsSorted by cheapest first
Compare providers for flights from Guarulhos Intl to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Guarulhos Intl to Chicago in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Sao Paulo Guarulhos Intl Airport-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Sao Paulo Guarulhos Intl Airport-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Sao Paulo Guarulhos Intl Airport-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Sao Paulo Guarulhos Intl Airport-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Sao Paulo Guarulhos Intl Airport-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Guarulhos Intl to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Guarulhos Intl with our price prediction graph.
GRU-CHI
GRU-ORD
GRU-MDW
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 Sao Paulo Guarulhos Intl Airport to Chicago
GRU-CHI
GRU-ORD
GRU-MDW
What is the cheapest month to book a flight from Sao Paulo Guarulhos Intl Airport to Chicago?
Currently, June is the cheapest month in which you can book a flight from Sao Paulo Guarulhos Intl Airport to Chicago (average of $145). Flying from Sao Paulo Guarulhos Intl Airport to Chicago in September is currently the most expensive (average of $504). 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.
What is the cheapest time of day to fly from GRU to CHI?
Find hourly flight availability from Guarulhos Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2026.
When flying from Sao Paulo Guarulhos Intl Airport to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Sao Paulo Guarulhos Intl Airport to Chicago
Explore weekly flight availability from Guarulhos Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 3, 2026.
The most flights from GRU to CHI are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
How much does it cost to fly round-trip from Sao Paulo Guarulhos Intl Airport to Chicago?
How often are flights from Sao Paulo to Chicago delayed?
About 12% of weekly flights between Sao Paulo and Chicago have experienced delays in the past year, with the average delay time being 174 minutes.
What is the most punctual flight time for Sao Paulo to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night 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 Thursday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Sao Paulo to Chicago flights?
Over the last year, United Airlines have had the lowest number of delays on this route, with just 12% of flights being delayed.
How far ahead should I book a flight from Sao Paulo Guarulhos Intl Airport to Chicago?
Booking 26 days in advance of your planned departure date is, on average, the best time to get cheap flights from Sao Paulo Guarulhos Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated July 3, 2026.
Read reviews from past customers who have flown United Airlines from Sao Paulo Guarulhos Intl Airport to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Overall
7.4
Entertainment
7.1
Boarding
7.7
Crew
8.1
Food
6.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
Comfort
7.3
Overall
7.4
Entertainment
7.1
Boarding
7.7
Crew
8.1
Food
6.6
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
Related info for your journey
Find useful and relevant information for your journey from Guarulhos Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
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Guarulhos Intl and Chicago flights
Browse other Guarulhos Intl and Chicago flight options. Last updated on July 3, 2026.
Other flights from Guarulhos Intl
Browse through other flights departing from Guarulhos Intl. Flights are based on user searches made on Cheapflights and were last updated on July 3, 2026.
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Top 3 airlines flying from Guarulhos Intl to Chicago
Discover the top 3 airlines that operate flights from Guarulhos Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$297 | Average$770 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$605 | Average$820 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$677 | Average$955 | FlexibilityNo cancel fee | On-time69% |