$399+ 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
GRU — CHI
Sep 29 — Oct 61
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 September, booked 27 days in advance, depart on a Wednesday or Sunday and return on a Wednesday
Cheap flight deals from Guarulhos Intl to Chicago
Cheapest
Best
Last-minute
One-way
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 August 30, 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 August 30, 2026.
This Arajet deal was found by Cheapflights users on 8/26. 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 9/1111:55 pm -
1 stop13h 17m
Fri 9/256:45 am -
1 stop13h 45m
Deal found 8/26![Arajet logo]()
$692
This Arajet deal was found by Cheapflights users on 8/27. 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 10/2311:55 pm -
1 stop13h 17m
Sat 11/710:27 am -
1 stop13h 15m
Deal found 8/27![Arajet logo]()
$700
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/111:50 am -
1 stop13h 50m
Mon 10/55:30 am -
1 stop14h 55m
Deal found 8/26![Arajet logo]()
$717
This Arajet deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/511:25 am -
1 stop14h 15m
Sun 11/153:20 am -
1 stop26h 20m
Deal found 8/28![Arajet logo]()
$720
This Trip.com deal was found by Cheapflights users on 8/27. 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 10/2211:50 am -
1 stop13h 50m
Sun 11/13:20 am -
1 stop16h 05m
Deal found 8/27![Arajet logo]()
$721
This Arajet deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:25 am -
1 stop14h 15m
Sat 11/1410:27 am -
1 stop13h 46m
Deal found 8/28![Arajet logo]()
$722
This Arajet deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:25 am -
1 stop14h 15m
Sun 11/153:20 am -
1 stop26h 20m
Deal found 8/28![Arajet logo]()
$736
This Arajet deal was found by Cheapflights users on 8/27. 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 -
1 stop13h 17m
Fri 10/236:45 am -
1 stop13h 45m
Deal found 8/27![Arajet logo]()
$741
This Arajet deal was found by Cheapflights users on 8/25. 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 -
1 stop13h 17m
Sat 10/312:12 pm -
1 stop12h 56m
Deal found 8/25![Arajet logo]()
$747
This Mytrip deal was found by Cheapflights users on 8/25. 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 -
3 stops25h 10m
Sat 10/311:45 am -
3 stops32h 45m
Deal found 8/25![Multiple Airlines logo]()
$1,145
This Mytrip deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:45 pm -
2 stops17h 50m
Thu 10/13:20 pm -
3 stops29h 10m
Deal found 8/28![Multiple Airlines logo]()
$1,168
This Expedia deal was found by Cheapflights users on 8/27. 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 11/511:45 pm -
1 stop13h 58m
Mon 2/16:00 am -
1 stop20h 40m
Deal found 8/27![LATAM Airlines logo]()
$1,217
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 August 30, 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 August 30, 2026.
This Arajet deal was found by Cheapflights users on 8/25. 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 10/111:50 am -
1 stop13h 50m
Mon 10/125:30 am -
1 stop14h 55m
Deal found 8/25![Arajet logo]()
$762
This United Airlines deal was found by Cheapflights users on 8/25. 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 11/99:30 pm -
Nonstop10h 45m
Mon 11/235:50 pm -
Nonstop10h 25m
Deal found 8/25![United Airlines logo]()
$1,221
This Delta deal was found by Cheapflights users on 8/26. 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 2/39:30 pm -
1 stop15h 22m
Thu 2/1810:35 am -
1 stop16h 05m
Deal found 8/26![Delta logo]()
$1,224
This GOL deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:15 pm -
1 stop30h 05m
Sun 10/1811:20 pm -
1 stop21h 10m
Deal found 8/28![GOL logo]()
$1,231
This Arajet deal was found by Cheapflights users on 8/29. 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 9/204:08 am -
1 stop20h 02m
Fri 9/256:45 am -
1 stop13h 45m
Deal found 8/29![Arajet logo]()
$791
This United Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2010:20 pm -
Nonstop10h 25m
Mon 11/210:32 am -
1 stop20h 48m
Deal found 8/28![United Airlines logo]()
$1,223
This Delta deal was found by Cheapflights users on 8/25. 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 -
1 stop19h 33m
Mon 11/231:05 pm -
1 stop13h 35m
Deal found 8/25![Delta logo]()
$1,226
This GOL deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure GOL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:20 am -
1 stop21h 00m
Sat 10/2411:20 pm -
1 stop23h 55m
Deal found 8/29![GOL logo]()
$1,234
This United Airlines deal was found by Cheapflights users on 8/29. 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 12/239:30 pm -
Nonstop10h 45m
Thu 1/145:55 am -
1 stop22h 15m
Deal found 8/29![United Airlines logo]()
$1,224
This Delta deal was found by Cheapflights users on 8/25. 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 12/229:30 pm -
1 stop14h 22m
Mon 1/117:00 am -
2 stops19h 40m
Deal found 8/25![Delta logo]()
$1,226
This GOL deal was found by Cheapflights users on 8/27. 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 12/165:25 pm -
1 stop30h 05m
Sat 12/2610:30 pm -
1 stop23h 45m
Deal found 8/27![GOL logo]()
$1,236
This Delta deal was found by Cheapflights users on 8/27. 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 12/159:30 pm -
2 stops18h 31m
Thu 1/146:00 am -
1 stop20h 40m
Deal found 8/27![Delta logo]()
$1,227
This United Airlines deal was found by Cheapflights users on 8/25. 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 10/2610:15 pm -
Nonstop10h 45m
Sun 11/85:50 pm -
Nonstop10h 25m
Deal found 8/25![United Airlines logo]()
$1,261
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/259:30 pm -
1 stop14h 33m
Thu 11/511:38 am -
1 stop18h 57m
Deal found 8/28![Delta logo]()
$1,261
This United Airlines deal was found by Cheapflights users on 8/25. 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 10/2610:15 pm -
Nonstop10h 45m
Fri 11/610:39 am -
1 stop17h 31m
Deal found 8/25![United Airlines logo]()
$1,261
This Delta deal was found by Cheapflights users on 8/26. 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 2/59:30 pm -
1 stop15h 22m
Tue 2/1610:35 am -
1 stop16h 05m
Deal found 8/26![Delta logo]()
$1,264
This United Airlines deal was found by Cheapflights users on 8/24. 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 1/239:30 pm -
Nonstop10h 45m
Tue 2/25:50 pm -
Nonstop10h 25m
Deal found 8/24![United Airlines logo]()
$1,265
This Delta deal was found by Cheapflights users on 8/26. 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 10/2611:00 pm -
2 stops14h 54m
Fri 11/61:27 pm -
2 stops16h 23m
Deal found 8/26![Delta logo]()
$1,264
This Delta deal was found by Cheapflights users on 8/29. 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.
Fri 11/2011:00 pm -
2 stops16h 51m
Fri 11/2711:27 am -
1 stop15h 13m
Deal found 8/29![Delta logo]()
$1,310
This Delta deal was found by Cheapflights users on 8/25. 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 12/2211:45 pm -
1 stop15h 25m
Mon 1/116:00 am -
1 stop20h 40m
Deal found 8/25![Delta logo]()
$1,377
This Delta deal was found by Cheapflights users on 8/29. 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.
Mon 12/2111:45 pm -
1 stop19h 34m
Mon 1/116:00 am -
1 stop20h 40m
Deal found 8/29![Delta logo]()
$1,380
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1611:45 pm -
1 stop15h 20m
Tue 12/299:58 am -
1 stop16h 42m
Deal found 8/28![Delta logo]()
$1,384
This Delta deal was found by Cheapflights users on 8/27. 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 12/1611:45 pm -
2 stops16h 16m
Sat 12/269:58 am -
1 stop16h 42m
Deal found 8/27![Delta logo]()
$1,417
This Delta deal was found by Cheapflights users on 8/25. 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 12/1211:45 pm -
1 stop13h 44m
Sat 1/96:00 am -
1 stop20h 40m
Deal found 8/25![Delta logo]()
$1,457
Last-minute flights from Guarulhos Intl to ChicagoDiscover last-minute flight deals from Guarulhos Intl to Chicago. Data last updated August 30, 2026 and is based on user searches.
Discover last-minute flight deals from Guarulhos Intl to Chicago. Data last updated August 30, 2026 and is based on user searches.
This Arajet deal was found by Cheapflights users on 8/26. 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 9/1111:55 pm -
1 stop13h 17m
Fri 9/256:45 am -
1 stop13h 45m
Deal found 8/26![Arajet logo]()
$692
This Mytrip deal was found by Cheapflights users on 8/25. 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.
Fri 9/117:35 am -
3 stops29h 25m
Fri 9/183:20 pm -
3 stops31h 50m
Deal found 8/25![Multiple Airlines logo]()
$1,244
This Arajet deal was found by Cheapflights users on 8/26. 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 9/1711:50 am -
1 stop13h 50m
Mon 9/285:30 am -
1 stop14h 55m
Deal found 8/26![Arajet logo]()
$748
This Expedia deal was found by Cheapflights users on 8/27. 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 9/173:50 am -
1 stop33h 22m
Fri 9/256:45 am -
1 stop13h 45m
Deal found 8/27![Arajet logo]()
$750
This Expedia deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:50 am -
1 stop13h 50m
Fri 9/186:45 am -
1 stop13h 45m
Deal found 8/28![Arajet logo]()
$793
This Arajet deal was found by Cheapflights users on 8/29. 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 9/204:08 am -
1 stop20h 02m
Fri 9/256:45 am -
1 stop13h 45m
Deal found 8/29![Arajet logo]()
$791
This Mytrip deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:45 pm -
2 stops17h 50m
Thu 10/13:20 pm -
3 stops29h 10m
Deal found 8/28![Multiple Airlines logo]()
$1,168
This Gotogate deal was found by Cheapflights users on 8/26. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:50 am -
1 stop13h 50m
Sat 10/312:12 pm -
1 stop12h 56m
Deal found 8/26![Arajet logo]()
$723
This Mytrip deal was found by Cheapflights users on 8/25. 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 -
3 stops25h 10m
Sat 10/311:45 am -
3 stops32h 45m
Deal found 8/25![Multiple Airlines logo]()
$1,145
This Arajet deal was found by Cheapflights users on 8/25. 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 -
1 stop13h 17m
Sat 10/312:12 pm -
1 stop12h 56m
Deal found 8/25![Arajet logo]()
$747
This Arajet deal was found by Cheapflights users on 8/26. 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 -
1 stop13h 17m
Fri 10/96:45 am -
1 stop13h 45m
Deal found 8/26![Arajet logo]()
$787
This Mytrip deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:35 am -
2 stops29h 25m
Thu 10/13:20 pm -
3 stops22h 45m
Deal found 8/28![Multiple Airlines logo]()
$1,337
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 August 30, 2026.
Search for one-way flight options from Guarulhos Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
This Expedia deal was found by Cheapflights users on 8/25. 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 9/1711:50 am -
1 stop13h 50m
Deal found 8/25![Arajet logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 11/1310:38 pm -
1 stop13h 19m
Deal found 8/27![Arajet logo]()
$400
This Trip.com deal was found by Cheapflights users on 8/26. 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 1/2810:30 am -
2 stops37h 00m
Deal found 8/26![Multiple Airlines logo]()
$401
This Trip.com deal was found by Cheapflights users on 8/26. 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 9/173:50 am -
1 stop33h 22m
Deal found 8/26![Arajet logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/105:00 am -
3 stops44h 44m
Deal found 8/26![Multiple Airlines logo]()
$403
This Mytrip deal was found by Cheapflights users on 8/26. 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.
Sat 10/313:50 am -
1 stop20h 30m
Deal found 8/26![Arajet logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 11/157:10 pm -
3 stops44h 41m
Deal found 8/26![Multiple Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:00 am -
2 stops36h 20m
Deal found 8/28![Multiple Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 8/29. 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.
Sun 9/134:08 am -
3 stops20h 51m
Deal found 8/29![Multiple Airlines logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 9/175:00 am -
3 stops39h 23m
Deal found 8/29![Multiple Airlines logo]()
$411
This Kiwi.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:50 am -
3 stops40h 01m
Deal found 8/28![Multiple Airlines logo]()
$412
This Trip.com deal was found by Cheapflights users on 8/26. 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 9/1011:50 am -
1 stop13h 50m
Deal found 8/26![Arajet logo]()
$412
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 August 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $692 (Arajet) |
One-way from | $399 (Expedia) |
Popular in | June |
Cheapest in | February |
Average price | $896 |
Good round-trip deal | $1,148 or less |
Good one-way deal | $323 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 7,457,451 searches. Data last updated August 30, 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 Sao Paulo Guarulhos Intl - ORD Chicago O'Hare Intl
GRUORD
Sao Paulo Guarulhos Intl
Thu 10/1
11:50 am-11:40 pm
1 stop13h 50m
Chicago O'Hare Intl
Mon 10/12
5:30 am-10:25 pm
1 stop14h 55m
$762
Sao PauloChicago
GRU Sao Paulo Guarulhos Intl - ORD Chicago O'Hare Intl
GRUORD
Sao Paulo Guarulhos Intl
Sun 9/20
4:08 am-10:10 pm
1 stop20h 02m
Chicago O'Hare Intl
Fri 9/25
6:45 am-10:30 pm
1 stop13h 45m
$791
Quickest round-trip
Sao PauloChicago
GRU Sao Paulo Guarulhos Intl - ORD Chicago O'Hare Intl
GRUORD
Sao Paulo Guarulhos Intl
Mon 11/9
9:30 pm-5:15 am
Nonstop10h 45m
Chicago O'Hare Intl
Mon 11/23
5:50 pm-7:15 am
Nonstop10h 25m
$1,221
Sao PauloChicago
GRU Sao Paulo Guarulhos Intl - ORD Chicago O'Hare Intl
GRUORD
Sao Paulo Guarulhos Intl
Tue 10/20
10:20 pm-6:45 am
Nonstop10h 25m
Chicago O'Hare Intl
Mon 11/2
10:32 am-10:20 am
1 stop20h 48m
$1,223
Sao PauloChicago
GRU Sao Paulo Guarulhos Intl - MDW Chicago Midway
GRUMDW
Sao Paulo Guarulhos Intl
Wed 2/3
9:30 pm-9:52 am
1 stop15h 22m
Chicago Midway
Thu 2/18
10:35 am-5:40 am
1 stop16h 05m
$1,224
Sao PauloChicago
GRU Sao Paulo Guarulhos Intl - ORD Chicago O'Hare Intl
GRUORD
Sao Paulo Guarulhos Intl
Wed 12/23
9:30 pm-5:15 am
Nonstop10h 45m
Chicago O'Hare Intl
Thu 1/14
5:55 am-7:10 am
1 stop22h 15m
$1,224
Sao PauloChicago
GRU Sao Paulo Guarulhos Intl - MDW Chicago Midway
GRUMDW
Sao Paulo Guarulhos Intl
Mon 11/9
11:45 pm-4:18 pm
1 stop19h 33m
Chicago Midway
Mon 11/23
1:05 pm-5:40 am
1 stop13h 35m
$1,226
Sao PauloChicago
GRU Sao Paulo Guarulhos Intl - ORD Chicago O'Hare Intl
GRUORD
Sao Paulo Guarulhos Intl
Tue 12/22
9:30 pm-8:52 am
1 stop14h 22m
Chicago O'Hare Intl
Mon 1/11
7:00 am-5:40 am
2 stops19h 40m
$1,226
Sao PauloChicago
GRU Sao Paulo Guarulhos Intl - MDW Chicago Midway
GRUMDW
Sao Paulo Guarulhos Intl
Tue 12/15
9:30 pm-1:01 pm
2 stops18h 31m
Chicago Midway
Thu 1/14
6:00 am-5:40 am
1 stop20h 40m
$1,227
Sao PauloChicago
GRU Sao Paulo Guarulhos Intl - ORD Chicago O'Hare Intl
GRUORD
Sao Paulo Guarulhos Intl
Fri 10/9
5:15 pm-9:20 pm
1 stop30h 05m
Chicago O'Hare Intl
Sun 10/18
11:20 pm-10:30 pm
1 stop21h 10m
$1,231
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 August.
| 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, February is the cheapest month in which you can book a flight from Sao Paulo Guarulhos Intl Airport to Chicago (average of $729). Flying from Sao Paulo Guarulhos Intl Airport to Chicago in June is currently the most expensive (average of $986). 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 August 30, 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 August 30, 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?
Airfare is typical for this route at the moment.
Sao Paulo Guarulhos Intl Airport to Chicago flights typically cost between $668 and $930 in September.The cheapest round-trip price found within the last 5 days was $692 on Arajet (Sep 11-Sep 25).
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 185 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 14 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 August 30, 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
Food
6.7
Overall
7.4
Crew
8.1
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Food
6.7
Overall
7.4
Crew
8.1
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Guarulhos Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Guarulhos Intl
Popular flights
Alternative routes for Guarulhos Intl to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 30, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Guarulhos Intl to Chicago by cabin class
Find flights from Guarulhos Intl to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Guarulhos Intl and Chicago flights
Browse other Guarulhos Intl and Chicago flight options. Last updated on August 30, 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 August 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated August 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$297 | Average$792 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$574 | Average$969 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$605 | Average$820 | FlexibilityNo cancel fee | On-time71% |