$262+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
GRU — CHI
Jun 3 — Jun 101
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 35 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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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 May 4, 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 May 4, 2026.
This Arajet deal was found by Cheapflights users on 5/1. 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 10/811:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Mon 10/125:30 am
ORD
- GRU
1 stop14h 55m
Arajet
Deal found 5/1![Arajet logo]()
$640
This Booking.com deal was found by Cheapflights users on 5/4. 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 10/811:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Fri 10/166:45 am
ORD
- GRU
1 stop13h 45m
Arajet
Deal found 5/4![Arajet logo]()
$641
This Arajet deal was found by Cheapflights users on 5/3. 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 7/2411:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Fri 8/76:45 am
ORD
- GRU
1 stop13h 45m
Arajet
Deal found 5/3![Arajet logo]()
$644
This Flightnetwork deal was found by Cheapflights users on 5/3. 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 9/2511:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Fri 10/96:45 am
ORD
- GRU
1 stop13h 45m
Arajet
Deal found 5/3![Arajet logo]()
$645
This Booking.com deal was found by Cheapflights users on 5/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:50 am
GRU
- ORD
1 stop20h 30m
Arajet
Sat 11/1410:27 am
ORD
- GRU
1 stop13h 15m
Arajet
Deal found 5/1![Arajet logo]()
$668
This Arajet deal was found by Cheapflights users on 5/1. 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.
Sun 10/44:08 am
GRU
- ORD
1 stop20h 02m
Arajet
Mon 10/125:30 am
ORD
- GRU
1 stop14h 55m
Arajet
Deal found 5/1![Arajet logo]()
$673
This FlipMilhas deal was found by Cheapflights users on 4/30. 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 FlipMilhas is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:35 am
GRU
- ORD
1 stop15h 45m
GOL
Tue 8/1111:20 pm
ORD
- GRU
1 stop14h 45m
GOL
Deal found 4/30![GOL logo]()
$674
This Delta deal was found by Cheapflights users on 4/29. 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 10/1811:00 pm
GRU
- MDW
2 stops15h 33m
Delta
Mon 10/261:05 pm
MDW
- GRU
1 stop18h 30m
Delta
Deal found 4/29![Delta logo]()
$929
This Delta deal was found by Cheapflights users on 4/29. 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 6/710:50 pm
GRU
- MDW
1 stop13h 19m
Delta
Sat 6/206:00 am
MDW
- GRU
1 stop21h 40m
Delta
Deal found 4/29![Delta logo]()
$930
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2610:50 pm
GRU
- MDW
1 stop19h 22m
Delta
Fri 6/51:22 pm
MDW
- GRU
2 stops15h 53m
Delta
Deal found 4/30![Delta logo]()
$932
This Delta deal was found by Cheapflights users on 5/3. 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 5/2510:50 pm
GRU
- MDW
1 stop19h 22m
Delta
Thu 6/186:00 am
MDW
- GRU
1 stop21h 40m
Delta
Deal found 5/3![Delta logo]()
$933
This Delta deal was found by Cheapflights users on 5/2. 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 6/17:15 pm
GRU
- MDW
2 stops18h 41m
Delta
Mon 7/66:00 am
MDW
- GRU
1 stop21h 40m
Delta
Deal found 5/2![Delta logo]()
$935
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 May 4, 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 May 4, 2026.
This Arajet deal was found by Cheapflights users on 5/3. 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 10/911:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Mon 10/264:30 am
ORD
- GRU
1 stop15h 55m
Arajet
Deal found 5/3![Arajet logo]()
$707
This Copa Airlines deal was found by Cheapflights users on 5/2. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:00 am
GRU
- ORD
1 stop25h 00m
Copa Airlines
Fri 6/268:02 am
ORD
- GRU
1 stop14h 28m
Copa Airlines
Deal found 5/2![Copa Airlines logo]()
$837
This GOL deal was found by Cheapflights users on 5/2. 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 10/85:15 pm
GRU
- ORD
1 stop30h 05m
GOL
Wed 10/1411:20 pm
ORD
- GRU
1 stop21h 10m
GOL
Deal found 5/2![GOL logo]()
$850
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 6/1010:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Wed 6/179:30 pm
ORD
- GRU
Nonstop10h 10m
United Airlines
Deal found 4/29![United Airlines logo]()
$925
This Delta deal was found by Cheapflights users on 4/29. 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.
Wed 6/107:15 pm
GRU
- MDW
2 stops18h 45m
Delta
Wed 6/1711:05 am
MDW
- GRU
2 stops16h 15m
Delta
Deal found 4/29![Delta logo]()
$930
This Arajet deal was found by Cheapflights users on 5/3. 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 5/3![Arajet logo]()
$752
This Arajet deal was found by Cheapflights users on 5/1. 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 10/811:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Sat 10/1712:12 pm
ORD
- GRU
1 stop12h 56m
Arajet
Deal found 5/1![Arajet logo]()
$754
This Copa Airlines deal was found by Cheapflights users on 5/4. 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 6/105:15 am
GRU
- ORD
1 stop24h 45m
Copa Airlines
Tue 6/163:21 pm
ORD
- GRU
1 stop31h 09m
Copa Airlines
Deal found 5/4![Copa Airlines logo]()
$837
This GOL deal was found by Cheapflights users on 5/2. 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 7/231:20 am
GRU
- ORD
1 stop22h 00m
GOL
Mon 8/311:20 pm
ORD
- GRU
1 stop23h 50m
GOL
Deal found 5/2![GOL logo]()
$920
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Tue 9/82:30 pm
ORD
- GRU
1 stop17h 00m
United Airlines
Deal found 4/30![United Airlines logo]()
$925
This Delta deal was found by Cheapflights users on 5/1. 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.
Tue 6/98:30 am
GRU
- ORD
2 stops17h 29m
Delta
Mon 6/2211:23 am
ORD
- GRU
2 stops15h 57m
Delta
Deal found 5/1![Delta logo]()
$930
This United Airlines deal was found by Cheapflights users on 5/3. 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 5/2510:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Fri 6/198:40 am
ORD
- GRU
1 stop22h 50m
United Airlines
Deal found 5/3![United Airlines logo]()
$928
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/110:45 pm
GRU
- MDW
2 stops19h 30m
Delta
Thu 9/171:05 pm
MDW
- GRU
1 stop14h 35m
Delta
Deal found 4/30![Delta logo]()
$931
This United Airlines deal was found by Cheapflights users on 5/2. 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.
Sat 5/2310:20 pm
GRU
- ORD
Nonstop10h 25m
United Airlines
Sat 5/301:18 pm
ORD
- GRU
1 stop18h 12m
United Airlines
Deal found 5/2![United Airlines logo]()
$929
This Delta deal was found by Cheapflights users on 5/3. 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 33m
Delta
Mon 10/261:05 pm
MDW
- GRU
1 stop14h 35m
Delta
Deal found 5/3![Delta logo]()
$933
This Delta deal was found by Cheapflights users on 5/2. 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 7/2910:45 pm
GRU
- MDW
2 stops15h 53m
Delta
Tue 2/161:00 pm
MDW
- GRU
2 stops17h 55m
Delta
Deal found 5/2![Delta logo]()
$935
This Delta deal was found by Cheapflights users on 5/2. 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 6/17:15 pm
GRU
- MDW
2 stops18h 41m
Delta
Mon 6/2211:05 am
MDW
- GRU
2 stops16h 00m
Delta
Deal found 5/2![Delta logo]()
$935
This Delta deal was found by Cheapflights users on 4/29. 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 9/1710:50 pm
GRU
- MDW
2 stops21h 41m
Delta
Sat 9/266:00 am
MDW
- GRU
1 stop21h 40m
Delta
Deal found 4/29![Delta logo]()
$1,011
This Delta deal was found by Cheapflights users on 5/3. 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 6/2310:50 pm
GRU
- MDW
1 stop15h 15m
Delta
Tue 8/1110:54 am
MDW
- GRU
1 stop16h 46m
Delta
Deal found 5/3![Delta logo]()
$1,015
This Delta deal was found by Cheapflights users on 5/3. 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 5/3![Delta logo]()
$1,098
This Delta deal was found by Cheapflights users on 5/1. 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.
Sun 6/710:50 pm
GRU
- MDW
1 stop15h 10m
Delta
Mon 6/1511:05 am
MDW
- GRU
1 stop16h 35m
Delta
Deal found 5/1![Delta logo]()
$1,227
This Delta deal was found by Cheapflights users on 4/29. 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 7/210:50 pm
GRU
- MDW
1 stop13h 19m
Delta
Mon 7/136:00 am
MDW
- GRU
1 stop21h 40m
Delta
Deal found 4/29![Delta logo]()
$1,227
Last-minute flights from Guarulhos Intl to ChicagoDiscover last-minute flight deals from Guarulhos Intl to Chicago. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from Guarulhos Intl to Chicago. Data last updated May 4, 2026 and is based on user searches.
This Arajet deal was found by Cheapflights users on 5/3. 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 6/14:30 am
ORD
- GRU
1 stop15h 55m
Arajet
Deal found 5/3![Arajet logo]()
$746
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Wed 5/206:00 am
GRU
- ORD
2 stops42h 14m
Multiple Airlines
Mon 6/14:30 am
ORD
- GRU
1 stop15h 55m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$745
This eDestinos deal was found by Cheapflights users on 5/3. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/202:20 am
GRU
- ORD
1 stop21h 00m
GOL
Mon 5/2511:20 pm
ORD
- GRU
1 stop21h 10m
GOL
Deal found 5/3![GOL logo]()
$803
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Thu 5/216:00 am
GRU
- ORD
2 stops43h 13m
Multiple Airlines
Mon 6/14:30 am
ORD
- GRU
1 stop15h 55m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$712
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2111:00 pm
GRU
- MDW
2 stops14h 56m
Delta
Wed 6/39:22 am
MDW
- GRU
2 stops18h 18m
Delta
Deal found 4/30![Delta logo]()
$931
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/2211:55 pm
GRU
- ORD
1 stop13h 17m
Multiple Airlines
Mon 6/19:20 am
ORD
- GRU
2 stops21h 20m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$722
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/2211:55 pm
GRU
- ORD
1 stop13h 17m
Multiple Airlines
Sun 5/319:20 am
ORD
- GRU
2 stops17h 00m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$744
This Arajet deal was found by Cheapflights users on 4/30. 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.
Fri 5/2211:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Mon 6/14:30 am
ORD
- GRU
1 stop15h 55m
Arajet
Deal found 4/30![Arajet logo]()
$770
This eDestinos deal was found by Cheapflights users on 5/3. 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 eDestinos 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
Mon 5/254:30 am
ORD
- GRU
1 stop15h 55m
Arajet
Deal found 5/3![Arajet logo]()
$772
This GOL deal was found by Cheapflights users on 5/3. 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 5/2210:35 pm
GRU
- ORD
2 stops27h 49m
GOL
Tue 6/169:55 am
ORD
- GRU
2 stops35h 10m
GOL
Deal found 5/3![GOL logo]()
$784
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com 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
Multiple Airlines
Tue 6/22:00 pm
ORD
- GRU
2 stops17h 50m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$756
This Delta deal was found by Cheapflights users on 4/29. 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 5/2810:50 pm
GRU
- MDW
2 stops21h 43m
Delta
Tue 6/1611:05 am
MDW
- GRU
2 stops16h 15m
Delta
Deal found 4/29![Delta logo]()
$930
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 May 4, 2026.
Search for one-way flight options from Guarulhos Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This Arajet deal was found by Cheapflights users on 4/29. 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 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 4/29![Arajet logo]()
$262
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Deal found 4/29![Arajet logo]()
$270
This Arajet deal was found by Cheapflights users on 5/1. 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 10/811:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Deal found 5/1![Arajet logo]()
$316
This Booking.com deal was found by Cheapflights users on 5/3. 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.
Sun 10/184:08 am
GRU
- ORD
1 stop20h 02m
Arajet
Deal found 5/3![Arajet logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Fri 7/2411:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Deal found 4/30![Arajet logo]()
$325
This Arajet deal was found by Cheapflights users on 5/1. 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.
Sun 8/234:08 am
GRU
- ORD
1 stop20h 02m
Arajet
Deal found 5/1![Arajet logo]()
$328
This Arajet deal was found by Cheapflights users on 5/2. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1311:50 am
GRU
- ORD
1 stop13h 50m
Arajet
Deal found 5/2![Arajet logo]()
$330
This Arajet deal was found by Cheapflights users on 5/1. 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 6/511:55 pm
GRU
- ORD
1 stop13h 17m
Arajet
Deal found 5/1![Arajet logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Wed 8/121:00 am
GRU
- MDW
3 stops23h 08m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$388
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Thu 7/238:55 am
GRU
- MDW
3 stops31h 43m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$460
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Sun 6/143:15 am
GRU
- MDW
3 stops33h 57m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$461
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 7/233:15 am
GRU
- MDW
3 stops33h 52m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$480
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 May 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $640 (Arajet) |
One-way from | $262 (Arajet) |
Popular in | December |
Cheapest in | February |
Average price | $828 |
Good round-trip deal | $1,165 or less |
Good one-way deal | $625 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 May 4, 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
Fri 10/9
11:55 pm-11:12 am
1 stop13h 17m
Chicago O'Hare Intl
Mon 10/26
4:30 am-10:25 pm
1 stop15h 55m
$707
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Fri 9/25
11:55 pm-11:12 am
1 stop13h 17m
Chicago O'Hare Intl
Mon 9/28
5:30 am-10:25 pm
1 stop14h 55m
$752
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Thu 10/8
11:50 am-11:40 pm
1 stop13h 50m
Chicago O'Hare Intl
Sat 10/17
12:12 pm-3:08 am
1 stop12h 56m
$754
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Mon 6/1
5:00 am-4:00 am
1 stop25h 00m
Chicago O'Hare Intl
Fri 6/26
8:02 am-12:30 am
1 stop14h 28m
$837
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Wed 6/10
5:15 am-4:00 am
1 stop24h 45m
Chicago O'Hare Intl
Tue 6/16
3:21 pm-12:30 am
1 stop31h 09m
$837
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Thu 10/8
5:15 pm-9:20 pm
1 stop30h 05m
Chicago O'Hare Intl
Wed 10/14
11:20 pm-10:30 pm
1 stop21h 10m
$850
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Thu 7/23
1:20 am-9:20 pm
1 stop22h 00m
Chicago O'Hare Intl
Mon 8/3
11:20 pm-1:10 am
1 stop23h 50m
$920
Quickest round-trip
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Wed 6/10
10:20 pm-6:45 am
Nonstop10h 25m
Chicago O'Hare Intl
Wed 6/17
9:30 pm-9:40 am
Nonstop10h 10m
$925
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Tue 8/18
10:20 pm-6:45 am
Nonstop10h 25m
Chicago O'Hare Intl
Tue 9/8
2:30 pm-9:30 am
1 stop17h 00m
$925
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Mon 5/25
10:20 pm-6:45 am
Nonstop10h 25m
Chicago O'Hare Intl
Fri 6/19
8:40 am-9:30 am
1 stop22h 50m
$928
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 May.
| 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
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.
What is the cheapest month to book a flight from Sao Paulo Guarulhos Intl Airport to Chicago?
Currently, August is the cheapest month in which you can book a flight from Sao Paulo Guarulhos Intl Airport to Chicago (average of $149). 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 May 4, 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 May 4, 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 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?
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 13% 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 May 4, 2026.
Read reviews from past customers who have flown Copa Airlines and 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
7.4
Entertainment
6.8
Boarding
7.8
Food
6.8
Overall
7.5
Crew
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Comfort
7.4
Entertainment
6.8
Boarding
7.8
Food
6.8
Overall
7.5
Crew
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - PTY
Comfort
7.4
Entertainment
6.8
Boarding
7.8
Food
6.8
Overall
7.5
Crew
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Apr 2026
LIM - 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
Browse other Guarulhos Intl and Chicago flight options. Last updated on May 4, 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 May 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$297 | Average$725 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$605 | Average$820 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$684 | Average$841 | FlexibilityNo cancel fee | On-time69% |