$246+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
GRU — CHI
Apr 15 — Apr 221
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 November, 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 March 16, 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 March 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/12. 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
Multiple Airlines
Wed 7/296:40 am
ORD
- GRU
2 stops24h 40m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$560
This Trip.com deal was found by Cheapflights users on 3/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:35 am
GRU
- ORD
1 stop15h 45m
Multiple Airlines
Mon 5/44:30 am
ORD
- GRU
1 stop15h 55m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$578
This Kiwi.com deal was found by Cheapflights users on 3/12. 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
Mon 7/275:30 am
ORD
- GRU
1 stop14h 55m
Arajet
Deal found 3/12![Arajet logo]()
$586
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/264:08 am
GRU
- ORD
1 stop20h 02m
Multiple Airlines
Sun 5/33:52 pm
ORD
- GRU
2 stops38h 48m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$600
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 9/134:08 am
GRU
- ORD
1 stop20h 02m
Arajet
Sat 9/1912:12 pm
ORD
- GRU
1 stop12h 56m
Arajet
Deal found 3/12![Arajet logo]()
$611
This CAPO Viagens deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CAPO Viagens is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:40 am
GRU
- ORD
1 stop20h 40m
Avianca
Mon 11/3010:20 pm
ORD
- GRU
1 stop14h 55m
Avianca
Deal found 3/11![Avianca logo]()
$615
This Arajet deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Fri 5/16:45 am
ORD
- GRU
1 stop13h 45m
Arajet
Deal found 3/11![Arajet logo]()
$616
This Arajet deal was found by Cheapflights users on 3/14. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Fri 10/306:45 am
ORD
- GRU
1 stop12h 52m
Arajet
Deal found 3/14![Arajet logo]()
$617
This Trip.com deal was found by Cheapflights users on 3/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:50 am
GRU
- ORD
1 stop13h 50m
Multiple Airlines
Thu 5/711:20 pm
ORD
- GRU
1 stop14h 45m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$629
This Booking.com deal was found by Cheapflights users on 3/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:25 am
GRU
- ORD
2 stops20h 59m
Multiple Airlines
Mon 4/277:50 am
ORD
- GRU
2 stops24h 00m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$634
This Arajet deal was found by Cheapflights users on 3/13. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1511:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Mon 5/254:30 am
ORD
- GRU
1 stop15h 55m
Arajet
Deal found 3/13![Arajet logo]()
$635
This Kiwi.com deal was found by Cheapflights users on 3/12. 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
Multiple Airlines
Mon 7/276:40 am
ORD
- GRU
2 stops24h 00m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$636
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 March 16, 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 March 16, 2026.
This Copa Airlines deal was found by Cheapflights users on 3/14. 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.
Wed 6/311:10 am
GRU
- ORD
1 stop18h 50m
Copa Airlines
Mon 6/228:02 am
ORD
- GRU
1 stop14h 28m
Copa Airlines
Deal found 3/14![Copa Airlines logo]()
$741
This Delta deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2910:50 pm
GRU
- MDW
1 stop19h 22m
Delta
Sun 6/76:00 am
MDW
- GRU
1 stop21h 40m
Delta
Deal found 3/11![Delta logo]()
$768
This GOL deal was found by Cheapflights users on 3/15. 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.
Mon 8/241:20 am
GRU
- ORD
1 stop22h 00m
GOL
Sat 8/292:32 pm
ORD
- GRU
2 stops28h 38m
GOL
Deal found 3/15![GOL logo]()
$841
This United Airlines deal was found by Cheapflights users on 3/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Thu 5/149:00 am
ORD
- GRU
1 stop22h 30m
United Airlines
Deal found 3/15![United Airlines logo]()
$877
This Copa Airlines deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/63:15 am
GRU
- ORD
1 stop23h 58m
Copa Airlines
Tue 4/148:06 am
ORD
- GRU
1 stop17h 44m
Copa Airlines
Deal found 3/11![Copa Airlines logo]()
$741
This Delta deal was found by Cheapflights users on 3/12. 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 4/238:35 pm
GRU
- ORD
1 stop17h 51m
Delta
Tue 5/129:10 am
ORD
- GRU
2 stops18h 30m
Delta
Deal found 3/12![Delta logo]()
$768
This Copa Airlines deal was found by Cheapflights users on 3/13. 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.
Fri 5/15:25 am
GRU
- ORD
1 stop21h 50m
Copa Airlines
Fri 5/88:02 am
ORD
- GRU
1 stop14h 08m
Copa Airlines
Deal found 3/13![Copa Airlines logo]()
$741
This GOL deal was found by Cheapflights users on 3/14. 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 GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/272:20 am
GRU
- ORD
1 stop21h 00m
GOL
Tue 7/2811:20 pm
ORD
- GRU
1 stop28h 05m
GOL
Deal found 3/14![GOL logo]()
$865
This United Airlines deal was found by Cheapflights users on 3/12. 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 5/2910:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Sun 6/76:30 am
ORD
- GRU
1 stop22h 00m
United Airlines
Deal found 3/12![United Airlines logo]()
$909
This Copa Airlines deal was found by Cheapflights users on 3/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:10 am
GRU
- ORD
1 stop18h 50m
Copa Airlines
Tue 6/168:02 am
ORD
- GRU
1 stop14h 28m
Copa Airlines
Deal found 3/16![Copa Airlines logo]()
$816
This Delta deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2910:15 am
GRU
- ORD
2 stops15h 44m
Delta
Sun 6/76:00 am
ORD
- GRU
1 stop21h 40m
Delta
Deal found 3/12![Delta logo]()
$915
This GOL deal was found by Cheapflights users on 3/16. 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 7/17:35 am
GRU
- ORD
1 stop15h 45m
GOL
Fri 7/1011:20 pm
ORD
- GRU
1 stop23h 50m
GOL
Deal found 3/16![GOL logo]()
$916
This Copa Airlines deal was found by Cheapflights users on 3/12. 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 8/175:25 am
GRU
- ORD
1 stop21h 37m
Copa Airlines
Mon 8/248:02 am
ORD
- GRU
1 stop14h 28m
Copa Airlines
Deal found 3/12![Copa Airlines logo]()
$817
This Delta deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/411:00 pm
GRU
- MDW
2 stops15h 42m
Delta
Mon 6/1510:35 am
MDW
- GRU
2 stops16h 45m
Delta
Deal found 3/11![Delta logo]()
$918
This Delta deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:00 pm
GRU
- MDW
2 stops14h 54m
Delta
Mon 8/241:05 pm
MDW
- GRU
2 stops17h 45m
Delta
Deal found 3/11![Delta logo]()
$919
This Delta deal was found by Cheapflights users on 3/16. 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.
Sun 6/710:50 pm
GRU
- MDW
1 stop19h 35m
Delta
Sat 6/2010:35 am
MDW
- GRU
2 stops16h 45m
Delta
Deal found 3/16![Delta logo]()
$1,006
This Delta deal was found by Cheapflights users on 3/14. 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 7/2711:00 pm
GRU
- MDW
2 stops19h 25m
Delta
Mon 8/106:00 am
MDW
- GRU
1 stop21h 40m
Delta
Deal found 3/14![Delta logo]()
$1,017
This Delta deal was found by Cheapflights users on 3/12. 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 5/2810:50 pm
GRU
- MDW
1 stop19h 22m
Delta
Tue 7/286:00 am
MDW
- GRU
1 stop21h 40m
Delta
Deal found 3/12![Delta logo]()
$1,190
This Delta deal was found by Cheapflights users on 3/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/110:50 pm
GRU
- MDW
1 stop19h 36m
Delta
Wed 5/1310:59 am
MDW
- GRU
1 stop16h 41m
Delta
Deal found 3/15![Delta logo]()
$1,245
This Delta deal was found by Cheapflights users on 3/12. 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 6/311:00 pm
GRU
- MDW
2 stops19h 12m
Delta
Mon 6/221:00 pm
MDW
- GRU
2 stops15h 45m
Delta
Deal found 3/12![Delta logo]()
$1,295
Last-minute flights from Guarulhos Intl to ChicagoDiscover last-minute flight deals from Guarulhos Intl to Chicago. Data last updated March 16, 2026 and is based on user searches.
Discover last-minute flight deals from Guarulhos Intl to Chicago. Data last updated March 16, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 3/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:25 am
GRU
- ORD
2 stops20h 59m
Multiple Airlines
Mon 4/277:50 am
ORD
- GRU
2 stops24h 00m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$634
This Arajet deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Fri 5/16:45 am
ORD
- GRU
1 stop13h 45m
Arajet
Deal found 3/11![Arajet logo]()
$616
This Avianca deal was found by Cheapflights users on 3/15. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/232:20 am
GRU
- ORD
1 stop21h 00m
Avianca
Fri 5/811:20 pm
ORD
- GRU
1 stop14h 45m
Avianca
Deal found 3/15![Avianca logo]()
$636
This Arajet deal was found by Cheapflights users on 3/16. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2411:50 pm
GRU
- ORD
1 stop13h 22m
Arajet
Fri 5/16:45 am
ORD
- GRU
1 stop13h 45m
Arajet
Deal found 3/16![Arajet logo]()
$650
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/264:08 am
GRU
- ORD
1 stop20h 02m
Multiple Airlines
Sun 5/33:52 pm
ORD
- GRU
2 stops38h 48m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$600
This Avianca deal was found by Cheapflights users on 3/15. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:35 am
GRU
- ORD
1 stop15h 45m
Avianca
Fri 5/811:20 pm
ORD
- GRU
1 stop14h 45m
Avianca
Deal found 3/15![Avianca logo]()
$655
This LATAM Airlines deal was found by Cheapflights users on 3/12. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/269:20 pm
GRU
- MDW
2 stops38h 36m
LATAM Airlines
Sun 5/36:00 am
MDW
- GRU
1 stop21h 40m
LATAM Airlines
Deal found 3/12![LATAM Airlines logo]()
$777
This LATAM Airlines deal was found by Cheapflights users on 3/12. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2611:00 pm
GRU
- MDW
2 stops25h 28m
LATAM Airlines
Fri 5/812:51 pm
MDW
- GRU
1 stop14h 49m
LATAM Airlines
Deal found 3/12![LATAM Airlines logo]()
$781
This Trip.com deal was found by Cheapflights users on 3/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:35 am
GRU
- ORD
1 stop15h 45m
Multiple Airlines
Mon 5/44:30 am
ORD
- GRU
1 stop15h 55m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$578
This Delta deal was found by Cheapflights users on 3/13. 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 4/2810:45 pm
GRU
- MDW
2 stops15h 58m
Delta
Tue 5/510:41 am
MDW
- GRU
1 stop16h 59m
Delta
Deal found 3/13![Delta logo]()
$760
This LATAM Airlines deal was found by Cheapflights users on 3/13. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:50 pm
GRU
- MDW
2 stops21h 06m
LATAM Airlines
Tue 5/510:41 am
MDW
- GRU
1 stop16h 59m
LATAM Airlines
Deal found 3/13![LATAM Airlines logo]()
$769
This Trip.com deal was found by Cheapflights users on 3/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:50 am
GRU
- ORD
1 stop13h 50m
Multiple Airlines
Thu 5/711:20 pm
ORD
- GRU
1 stop14h 45m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$629
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 March 16, 2026.
Search for one-way flight options from Guarulhos Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated March 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:10 am
GRU
- ORD
2 stops34h 47m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$246
This Arajet deal was found by Cheapflights users on 3/14. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/244:08 am
GRU
- ORD
1 stop20h 02m
Arajet
Deal found 3/14![Arajet logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:10 am
GRU
- MDW
3 stops36h 52m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:00 am
GRU
- ORD
2 stops22h 04m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$263
This Booking.com deal was found by Cheapflights users on 3/14. 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.
Fri 5/2211:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Deal found 3/14![Arajet logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 8/203:50 am
GRU
- ORD
2 stops35h 45m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$268
This Arajet deal was found by Cheapflights users on 3/15. 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.
Fri 5/1511:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Deal found 3/15![Arajet logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 3/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2411:50 pm
GRU
- ORD
1 stop13h 22m
Arajet
Deal found 3/13![Arajet logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/2311:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Deal found 3/15![Arajet logo]()
$284
This 123 Milhas deal was found by Cheapflights users on 3/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 123 Milhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/2510:50 pm
GRU
- ORD
1 stop16h 07m
LATAM Airlines
Deal found 3/11![LATAM Airlines logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/264:08 am
GRU
- MDW
3 stops44h 11m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/257:35 am
GRU
- MDW
3 stops31h 25m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$404
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 March 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $560 (Kiwi.com) |
One-way from | $246 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $777 |
Good round-trip deal | $534 or less |
Good one-way deal | $348 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 March 16, 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
Wed 6/3
11:10 am-4:00 am
1 stop18h 50m
Chicago O'Hare Intl
Mon 6/22
8:02 am-12:30 am
1 stop14h 28m
$741
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Mon 4/6
3:15 am-1:13 am
1 stop23h 58m
Chicago O'Hare Intl
Tue 4/14
8:06 am-3:50 am
1 stop17h 44m
$741
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Fri 5/1
5:25 am-1:15 am
1 stop21h 50m
Chicago O'Hare Intl
Fri 5/8
8:02 am-12:10 am
1 stop14h 08m
$741
Sao PauloChicago
GRU - MDW
GRUMDW
Sao Paulo Guarulhos Intl
Fri 5/29
10:50 pm-4:12 pm
1 stop19h 22m
Chicago Midway
Sun 6/7
6:00 am-5:40 am
1 stop21h 40m
$768
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Thu 4/23
8:35 pm-12:26 pm
1 stop17h 51m
Chicago O'Hare Intl
Tue 5/12
9:10 am-5:40 am
2 stops18h 30m
$768
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Thu 6/11
11:10 am-4:00 am
1 stop18h 50m
Chicago O'Hare Intl
Tue 6/16
8:02 am-12:30 am
1 stop14h 28m
$816
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Mon 8/17
5:25 am-1:02 am
1 stop21h 37m
Chicago O'Hare Intl
Mon 8/24
8:02 am-12:30 am
1 stop14h 28m
$817
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Mon 8/24
1:20 am-9:20 pm
1 stop22h 00m
Chicago O'Hare Intl
Sat 8/29
2:32 pm-9:10 pm
2 stops28h 38m
$841
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Wed 5/27
2:20 am-9:20 pm
1 stop21h 00m
Chicago O'Hare Intl
Tue 7/28
11:20 pm-5:25 am
1 stop28h 05m
$865
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Mon 5/4
10:20 pm-6:45 am
Nonstop10h 25m
Chicago O'Hare Intl
Thu 5/14
9:00 am-9:30 am
1 stop22h 30m
$877
Showing 1-10 of 37 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 March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 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
How far ahead should I book a flight from Sao Paulo Guarulhos Intl Airport to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Guarulhos Intl to Chicago. Price data was last updated on March 13, 2026.
Booking 27 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.
What is the cheapest month to book a flight from Sao Paulo Guarulhos Intl Airport to Chicago?
Currently, December is the cheapest month in which you can book a flight from Sao Paulo Guarulhos Intl Airport to Chicago (average of $416). Flying from Sao Paulo Guarulhos Intl Airport to Chicago in January is currently the most expensive (average of $696). 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 March 16, 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 March 16, 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 177 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?
Monday 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.
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 March 16, 2026.
Read reviews from past customers who have flown Copa Airlines,United Airlines, andAvianca 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
7.4
Overall
7.5
Boarding
7.8
Crew
8.1
Entertainment
6.8
Food
6.8
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Comfort
7.4
Overall
7.5
Boarding
7.8
Crew
8.1
Entertainment
6.8
Food
6.8
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Comfort
7.4
Overall
7.5
Boarding
7.8
Crew
8.1
Entertainment
6.8
Food
6.8
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Comfort
7.4
Overall
7.5
Boarding
7.8
Crew
8.1
Entertainment
6.8
Food
6.8
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
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.
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Guarulhos Intl and Chicago flights
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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 March 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$297 | Average$760 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$605 | Average$800 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$684 | Average$842 | FlexibilityNo cancel fee | On-time69% |