$304+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
GRU — CHI
Jul 18 — Jul 251
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
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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 Thursday
Cheap flight deals from Guarulhos Intl to Chicago
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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 June 18, 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 June 18, 2026.
This Trip.com deal was found by Cheapflights users on 6/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/179:00 pm
GRU
- ORD
1 stop25h 12m
Air Canada
Sun 9/208:45 am
ORD
- GRU
1 stop23h 05m
Air Canada
Deal found 6/16![Air Canada logo]()
$758
This Booking.com deal was found by Cheapflights users on 6/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:00 pm
GRU
- ORD
1 stop25h 12m
Air Canada
Fri 10/306:30 pm
ORD
- GRU
2 stops36h 30m
Air Canada
Deal found 6/14![Air Canada logo]()
$763
This Expedia deal was found by Cheapflights users on 6/15. 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 11/2010:38 pm
GRU
- ORD
1 stop13h 19m
Multiple Airlines
Sun 11/297:15 am
ORD
- GRU
1 stop22h 45m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$765
This Arajet deal was found by Cheapflights users on 6/15. 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.
Sun 10/254:05 am
GRU
- ORD
1 stop20h 05m
Arajet
Sun 11/13:20 am
ORD
- GRU
1 stop26h 07m
Arajet
Deal found 6/15![Arajet logo]()
$767
This FlipMilhas deal was found by Cheapflights users on 6/14. 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 FlipMilhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:35 am
GRU
- ORD
1 stop15h 45m
GOL
Mon 11/210:20 pm
ORD
- GRU
1 stop14h 55m
GOL
Deal found 6/14![GOL logo]()
$776
This Flightnetwork deal was found by Cheapflights users on 6/15. 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.
Sun 7/262:20 am
GRU
- ORD
1 stop21h 00m
Avianca
Thu 7/308:40 am
ORD
- GRU
2 stops18h 45m
Avianca
Deal found 6/15![Avianca logo]()
$777
This Mytrip deal was found by Cheapflights users on 6/14. 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 9/2411:50 am
GRU
- ORD
2 stops23h 10m
Multiple Airlines
Fri 10/96:45 am
ORD
- GRU
1 stop13h 45m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$780
This Arajet deal was found by Cheapflights users on 6/15. 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.
Sun 10/254:05 am
GRU
- ORD
1 stop20h 05m
Arajet
Sat 10/3111:27 am
ORD
- GRU
1 stop13h 15m
Arajet
Deal found 6/15![Arajet logo]()
$781
This Flightnetwork deal was found by Cheapflights users on 6/16. 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.
Mon 7/65:15 pm
GRU
- ORD
1 stop30h 05m
Avianca
Wed 7/88:40 am
ORD
- GRU
2 stops38h 30m
Avianca
Deal found 6/16![Avianca logo]()
$783
This FlipMilhas deal was found by Cheapflights users on 6/14. 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 FlipMilhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:30 pm
GRU
- ORD
1 stop15h 37m
GOL
Tue 6/3011:20 pm
ORD
- GRU
1 stop14h 45m
GOL
Deal found 6/14![GOL logo]()
$785
This Mytrip deal was found by Cheapflights users on 6/13. 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.
Tue 7/1411:10 am
GRU
- MDW
3 stops29h 25m
Multiple Airlines
Tue 8/1810:20 am
MDW
- GRU
2 stops21h 30m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$1,052
This FlipMilhas deal was found by Cheapflights users on 6/14. 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 FlipMilhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:50 pm
GRU
- MDW
1 stop13h 09m
Delta
Wed 9/210:54 am
MDW
- GRU
1 stop16h 46m
Delta
Deal found 6/14![Delta logo]()
$1,136
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 June 18, 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 June 18, 2026.
This GOL deal was found by Cheapflights users on 6/18. 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 8/209:55 pm
GRU
- ORD
2 stops26h 36m
GOL
Sat 9/264:37 pm
ORD
- GRU
2 stops26h 33m
GOL
Deal found 6/18![GOL logo]()
$1,007
This Arajet deal was found by Cheapflights users on 6/18. 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 10/211:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Sat 10/1712:12 pm
ORD
- GRU
1 stop12h 56m
Arajet
Deal found 6/18![Arajet logo]()
$1,087
This Copa Airlines deal was found by Cheapflights users on 6/15. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:15 am
GRU
- ORD
1 stop26h 45m
Copa Airlines
Sat 7/253:21 pm
ORD
- GRU
1 stop30h 49m
Copa Airlines
Deal found 6/15![Copa Airlines logo]()
$1,097
This United Airlines deal was found by Cheapflights users on 6/13. 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.
Fri 9/410:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Mon 9/145:30 am
ORD
- GRU
1 stop23h 00m
United Airlines
Deal found 6/13![United Airlines logo]()
$1,143
This Delta deal was found by Cheapflights users on 6/13. 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 10/2211:00 pm
GRU
- MDW
2 stops14h 56m
Delta
Sat 10/311:00 pm
MDW
- GRU
2 stops17h 55m
Delta
Deal found 6/13![Delta logo]()
$1,148
This MaxMilhas deal was found by Cheapflights users on 6/13. 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 9/411:45 pm
GRU
- MDW
2 stops24h 51m
LATAM Airlines
Mon 9/1410:48 am
MDW
- GRU
2 stops16h 42m
LATAM Airlines
Deal found 6/13![LATAM Airlines logo]()
$1,231
This GOL deal was found by Cheapflights users on 6/15. 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.
Sat 10/1010:05 pm
GRU
- ORD
2 stops25h 17m
GOL
Sat 10/2411:20 pm
ORD
- GRU
1 stop21h 20m
GOL
Deal found 6/15![GOL logo]()
$1,060
This Copa Airlines deal was found by Cheapflights users on 6/14. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/74:45 am
GRU
- ORD
1 stop25h 15m
Copa Airlines
Tue 7/288:02 am
ORD
- GRU
1 stop14h 28m
Copa Airlines
Deal found 6/14![Copa Airlines logo]()
$1,097
This Delta deal was found by Cheapflights users on 6/14. 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.
Tue 10/279:30 pm
GRU
- MDW
2 stops17h 03m
Delta
Wed 11/115:25 pm
MDW
- GRU
1 stop13h 10m
Delta
Deal found 6/14![Delta logo]()
$1,153
This Copa Airlines deal was found by Cheapflights users on 6/13. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1911:10 am
GRU
- ORD
1 stop28h 47m
Copa Airlines
Tue 7/281:20 am
ORD
- GRU
1 stop24h 15m
Copa Airlines
Deal found 6/13![Copa Airlines logo]()
$1,097
This GOL deal was found by Cheapflights users on 6/13. 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 7/1910:40 pm
GRU
- ORD
2 stops26h 50m
GOL
Wed 7/293:08 pm
ORD
- GRU
2 stops44h 02m
GOL
Deal found 6/13![GOL logo]()
$1,115
This Delta deal was found by Cheapflights users on 6/14. 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 9/910:50 pm
GRU
- MDW
1 stop18h 35m
Delta
Fri 10/91:05 pm
MDW
- GRU
2 stops17h 45m
Delta
Deal found 6/14![Delta logo]()
$1,153
This Copa Airlines deal was found by Cheapflights users on 6/17. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/132:00 am
GRU
- ORD
1 stop24h 01m
Copa Airlines
Fri 7/248:02 am
ORD
- GRU
1 stop20h 28m
Copa Airlines
Deal found 6/17![Copa Airlines logo]()
$1,097
This GOL deal was found by Cheapflights users on 6/16. 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.
Wed 7/82:10 pm
GRU
- ORD
2 stops36h 16m
GOL
Wed 7/2211:20 pm
ORD
- GRU
1 stop14h 45m
GOL
Deal found 6/16![GOL logo]()
$1,138
This Delta deal was found by Cheapflights users on 6/14. 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 11/911:45 pm
GRU
- MDW
1 stop19h 40m
Delta
Mon 11/231:05 pm
MDW
- GRU
1 stop13h 35m
Delta
Deal found 6/14![Delta logo]()
$1,153
This Copa Airlines deal was found by Cheapflights users on 6/17. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1911:10 am
GRU
- ORD
1 stop18h 50m
Copa Airlines
Sun 7/268:02 am
ORD
- GRU
1 stop17h 48m
Copa Airlines
Deal found 6/17![Copa Airlines logo]()
$1,097
This Delta deal was found by Cheapflights users on 6/14. 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 9/208:30 pm
GRU
- MDW
2 stops18h 04m
Delta
Sat 10/311:25 am
MDW
- GRU
2 stops15h 40m
Delta
Deal found 6/14![Delta logo]()
$1,153
This Delta deal was found by Cheapflights users on 6/14. 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 9/1710:50 pm
GRU
- MDW
1 stop13h 03m
Delta
Sat 9/261:14 pm
MDW
- GRU
2 stops17h 36m
Delta
Deal found 6/14![Delta logo]()
$1,153
This Delta deal was found by Cheapflights users on 6/16. 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 8/2010:50 pm
GRU
- MDW
1 stop13h 09m
Delta
Sat 9/2611:25 am
MDW
- GRU
1 stop16h 15m
Delta
Deal found 6/16![Delta logo]()
$1,195
This Delta deal was found by Cheapflights users on 6/18. 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 9/199:30 am
MDW
- GRU
2 stops21h 20m
Delta
Deal found 6/18![Delta logo]()
$1,243
This Delta deal was found by Cheapflights users on 6/18. 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.
Tue 9/110:50 pm
GRU
- MDW
2 stops20h 09m
Delta
Thu 9/1011:35 am
MDW
- GRU
2 stops15h 30m
Delta
Deal found 6/18![Delta logo]()
$1,243
This Delta deal was found by Cheapflights users on 6/13. 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 7/1911:00 pm
GRU
- MDW
2 stops19h 15m
Delta
Wed 7/2912:41 pm
MDW
- GRU
2 stops18h 09m
Delta
Deal found 6/13![Delta logo]()
$1,335
Last-minute flights from Guarulhos Intl to ChicagoDiscover last-minute flight deals from Guarulhos Intl to Chicago. Data last updated June 18, 2026 and is based on user searches.
Discover last-minute flight deals from Guarulhos Intl to Chicago. Data last updated June 18, 2026 and is based on user searches.
This FlipMilhas deal was found by Cheapflights users on 6/14. 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 FlipMilhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2010:30 pm
GRU
- ORD
1 stop15h 37m
GOL
Tue 6/3011:20 pm
ORD
- GRU
1 stop14h 45m
GOL
Deal found 6/14![GOL logo]()
$785
This Expedia deal was found by Cheapflights users on 6/16. 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 6/2511:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Fri 8/76:45 am
ORD
- GRU
1 stop13h 45m
Arajet
Deal found 6/16![Arajet logo]()
$818
This Flightnetwork deal was found by Cheapflights users on 6/16. 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.
Mon 7/65:15 pm
GRU
- ORD
1 stop30h 05m
Avianca
Wed 7/88:40 am
ORD
- GRU
2 stops38h 30m
Avianca
Deal found 6/16![Avianca logo]()
$783
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 7/911:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Fri 7/106:45 am
ORD
- GRU
1 stop13h 45m
Arajet
Deal found 6/15![Arajet logo]()
$804
This Flightnetwork deal was found by Cheapflights users on 6/16. 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 7/105:15 pm
GRU
- ORD
1 stop30h 05m
Avianca
Tue 7/148:40 am
ORD
- GRU
2 stops18h 45m
Avianca
Deal found 6/16![Avianca logo]()
$816
This Mytrip deal was found by Cheapflights users on 6/13. 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.
Tue 7/1411:10 am
GRU
- MDW
3 stops29h 25m
Multiple Airlines
Tue 8/1810:20 am
MDW
- GRU
2 stops21h 30m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$1,052
This Delta deal was found by Cheapflights users on 6/13. 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.
Tue 7/1410:50 pm
GRU
- MDW
1 stop13h 15m
Delta
Tue 8/186:05 am
MDW
- GRU
1 stop21h 35m
Delta
Deal found 6/13![Delta logo]()
$1,148
This Justfly.com deal was found by Cheapflights users on 6/14. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/209:00 pm
GRU
- ORD
2 stops25h 29m
Air Canada
Mon 8/313:45 pm
ORD
- GRU
1 stop15h 20m
Air Canada
Deal found 6/14![Air Canada logo]()
$790
This Booking.com deal was found by Cheapflights users on 6/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2311:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Mon 7/275:30 am
ORD
- GRU
1 stop25h 10m
Arajet
Deal found 6/17![Arajet logo]()
$801
This Flightnetwork deal was found by Cheapflights users on 6/15. 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.
Sun 7/262:20 am
GRU
- ORD
1 stop21h 00m
Avianca
Thu 7/308:40 am
ORD
- GRU
2 stops18h 45m
Avianca
Deal found 6/15![Avianca logo]()
$777
This Booking.com deal was found by Cheapflights users on 6/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:35 pm
GRU
- ORD
1 stop17h 47m
Air Canada
Wed 8/128:45 am
ORD
- GRU
2 stops22h 15m
Air Canada
Deal found 6/17![Air Canada logo]()
$813
This Arajet deal was found by Cheapflights users on 6/15. 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
Mon 8/105:30 am
ORD
- GRU
1 stop14h 55m
Arajet
Deal found 6/15![Arajet logo]()
$791
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 June 18, 2026.
Search for one-way flight options from Guarulhos Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated June 18, 2026.
This Expedia deal was found by Cheapflights users on 6/15. 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 10/2912:00 pm
GRU
- ORD
1 stop13h 40m
Arajet
Deal found 6/15![Arajet logo]()
$304
This CVC Viagens deal was found by Cheapflights users on 6/18. 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 CVC Viagens is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1511:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Deal found 6/18![Arajet logo]()
$309
This MaxMilhas deal was found by Cheapflights users on 6/16. 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 8/234:08 am
GRU
- ORD
1 stop20h 02m
Arajet
Deal found 6/16![Arajet logo]()
$339
This FlipMilhas deal was found by Cheapflights users on 6/14. 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 FlipMilhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/245:00 am
GRU
- ORD
1 stop25h 00m
Copa Airlines
Deal found 6/14![Copa Airlines logo]()
$361
This MaxMilhas deal was found by Cheapflights users on 6/15. 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.
Wed 8/121:00 am
GRU
- ORD
1 stop24h 40m
Arajet
Deal found 6/15![Arajet logo]()
$372
This MaxMilhas deal was found by Cheapflights users on 6/18. 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.
Thu 8/203:50 am
GRU
- ORD
1 stop33h 22m
Arajet
Deal found 6/18![Arajet logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 12/1012:00 pm
GRU
- ORD
1 stop13h 40m
Arajet
Deal found 6/17![Arajet logo]()
$378
This Arajet deal was found by Cheapflights users on 6/17. 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
Deal found 6/17![Arajet logo]()
$379
This CVC Viagens deal was found by Cheapflights users on 6/17. 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 CVC Viagens is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:50 am
GRU
- ORD
1 stop33h 22m
Arajet
Deal found 6/17![Arajet logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 8/45:00 am
GRU
- MDW
3 stops36h 50m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 8/24:45 am
GRU
- MDW
3 stops56h 22m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$406
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 8/35:00 am
GRU
- MDW
3 stops43h 03m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$409
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 June 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $758 (Trip.com) |
One-way from | $304 (Expedia) |
Popular in | June |
Cheapest in | February |
Average price | $972 |
Good round-trip deal | $818 or less |
Good one-way deal | $427 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 June 18, 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
9:55 pm-10:31 pm
2 stops26h 36m
Chicago O'Hare Intl
Sat 9/26
4:37 pm-9:10 pm
2 stops26h 33m
$1,007
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Sat 10/10
10:05 pm-9:22 pm
2 stops25h 17m
Chicago O'Hare Intl
Sat 10/24
11:20 pm-10:40 pm
1 stop21h 20m
$1,060
Quickest round-trip
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Fri 10/2
11:55 pm-11:12 am
1 stop13h 17m
Chicago O'Hare Intl
Sat 10/17
12:12 pm-3:08 am
1 stop12h 56m
$1,087
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Thu 7/9
3:15 am-4:00 am
1 stop26h 45m
Chicago O'Hare Intl
Sat 7/25
3:21 pm-12:10 am
1 stop30h 49m
$1,097
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Tue 7/7
4:45 am-4:00 am
1 stop25h 15m
Chicago O'Hare Intl
Tue 7/28
8:02 am-12:30 am
1 stop14h 28m
$1,097
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Sun 7/19
11:10 am-1:57 pm
1 stop28h 47m
Chicago O'Hare Intl
Tue 7/28
1:20 am-3:35 am
1 stop24h 15m
$1,097
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Mon 7/13
2:00 am-12:01 am
1 stop24h 01m
Chicago O'Hare Intl
Fri 7/24
8:02 am-6:30 am
1 stop20h 28m
$1,097
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Sun 7/19
11:10 am-4:00 am
1 stop18h 50m
Chicago O'Hare Intl
Sun 7/26
8:02 am-3:50 am
1 stop17h 48m
$1,097
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Sun 7/19
10:40 pm-11:30 pm
2 stops26h 50m
Chicago O'Hare Intl
Wed 7/29
3:08 pm-1:10 pm
2 stops44h 02m
$1,115
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Wed 7/8
2:10 pm-12:26 am
2 stops36h 16m
Chicago O'Hare Intl
Wed 7/22
11:20 pm-4:05 pm
1 stop14h 45m
$1,138
Showing 1-10 of 41 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 June.
| 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 June 18, 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 June 18, 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 13% of weekly flights between Sao Paulo and Chicago have experienced delays in the past year, with the average delay time being 179 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 13% 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 June 18, 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.
Boarding
7.7
Crew
8.1
Entertainment
7.1
Comfort
7.3
Food
6.6
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Boarding
7.7
Crew
8.1
Entertainment
7.1
Comfort
7.3
Food
6.6
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
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 June 18, 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 June 18, 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 June 18, 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% |