International route
Cheap flights from Sao Paulo to Chicago
São Paulo/Guarulhos International Airport (GRU) to O'Hare International Airport (ORD). 5,237 miles, 10h 45m nonstop.
GRU to ORD at a glance
Computed from airline schedules and the fares we track for this route. Refreshed several times a day.
- Distance
- 5,237 milesgreat-circle
- Typical flight time
- 10h 45mnonstop, gate to gate
- Nonstop airlines
- UA1 airlineUnited
- Nonstop flights per day
- 1all airlines combined
- Cheapest month
- February 2027over the next six months
- Best day to fly
- Tuesday18% less than Friday
- Time difference
- 2h behindChicago vs Sao Paulo
Sao Paulo to Chicago
Round trips from $411
Per traveler, taxes and fees included. Lowest fare we found departs Tue, Feb 9.
Cheapest month: February 2027
See fares on these datesLock any fare free — pay only when you accept your last-minute deal
Or ask an agent on WhatsAppSao Paulo to Chicago fares by month
Lowest round-trip economy fare per traveler in each of the next six months, taxes and fees included. Select a month to search that date.
Airlines flying Sao Paulo to Chicago
1 airline flies nonstop with 1 departures a day combined, plus 10 more with one stop.
- UAUnited AirlinesStar AllianceNonstop · 1 flight a day · first checked bag from $40
- AMAeroméxicoSkyTeamConnecting via MEX, GDL · first checked bag from $40
- ACAir CanadaStar AllianceConnecting via YUL · first checked bag from $35
- ASAlaska AirlinesoneworldConnecting via LAX · first checked bag from $35
- AAAmerican AirlinesoneworldConnecting via CLT, PHL, DCA · first checked bag from $40
- AVAviancaStar AllianceConnecting via BOG, MDE · first checked bag from $45
- CMCopa AirlinesStar AllianceConnecting via PTY · first checked bag from $40
- DLDelta Air LinesSkyTeamConnecting via ATL, DTW, LAX, JFK, BOS, LGA · first checked bag from $35
- B6JetBlueConnecting via BOS, LAX · first checked bag from $40
- LALATAM AirlinesConnecting via SCL · first checked bag from $45
- Y4VolarisLow-costConnecting via CUN · first checked bag from $45
Connecting options
Hubs where one airline can carry you on both legs, most choices first.
- Los Angeles (LAX)DLB6AS3 airlines
- Boston (BOS)DLB62 airlines
- Charlotte (CLT)AA1 airline
- Philadelphia (PHL)AA1 airline
- Washington (DCA)AA1 airline
Which airport should I use?
Sao PauloChicago has 2 airports. Fares can differ by $50 to $150 round trip between them, so check the alternatives before you book.
Other arrival airports near Chicago
Tips for this route
- Only United flies this route nonstop, which keeps nonstop fares firm. A one-stop itinerary through LAX or BOS is usually cheaper if you can spare the extra three to five hours.
- February 2027 is the cheapest month to fly over the next six months, with round trips from $411; September 2026 is the most expensive at $572 and up, a difference of $161 per traveler.
- Departing on a Tuesday averages 18% less than a Friday on this route. If your dates are flexible, shift the outbound by a day or two and check the calendar view before you book.
- Book 2 to 5 months ahead for the best fares; long-haul seats sell out earliest for summer and holiday travel.
- Chicago is 2 hours behind Sao Paulo. A morning departure lands in Chicago with most of the day left; an evening flight arrives close to local dinner time.
Destination guide
Chicago: Big-shoulders architecture and a lakefront for everyone
Chicago is America's most connected inland hub — O'Hare and Midway between them have nonstops from nearly every US city — so fares are consistently reasonable. The lakefront, the architecture and the food make it a strong long weekend.
Best time to visit: June–September is warm, with festivals almost every weekend (and the highest hotel rates). May and October are cool and cheaper; winter is cold but hotels are a bargain.
Flying the other way? Chicago to Sao PauloFares, airlines and tips for ORD to GRU.Ready to compare live fares?
See every airline on GRU–ORD side by side with bags and seat rules spelled out.
Search Sao Paulo to ChicagoSao Paulo to Chicago: common questions
How long is the flight from Sao Paulo to Chicago?
A nonstop flight from Sao Paulo (GRU) to Chicago (ORD) takes about 10h 45m gate to gate, covering 5,237 miles. Connecting itineraries add the layover, typically 2 to 5 hours more in total.
Which airlines fly nonstop from GRU to ORD?
United Airlines operates nonstop flights from Sao Paulo (GRU) to Chicago (ORD), with 1 nonstop departure a day between them. One-stop options connect through LAX, BOS and CLT.
What is the cheapest month to fly from Sao Paulo to Chicago?
Over the next six months, February 2027 has the lowest round-trip fares from Sao Paulo (GRU) to Chicago (ORD), starting at $411 per traveler including taxes and fees. Within any month, Tuesday departures average the lowest prices.
How far in advance should I book Sao Paulo to Chicago flights?
Book 2 to 5 months ahead for the best fares; long-haul seats sell out earliest for summer and holiday travel. Air1 Tickets includes free cancellation within 24 hours of booking on every fare, so you can lock in a good price and keep looking.
What is the time difference between Sao Paulo and Chicago?
Chicago is 2 hours behind Sao Paulo. GRU is on America/Sao Paulo time and ORD on America/Chicago time. Departure and arrival times in search results are always shown in local time at each airport.
Related routes
Other popular city pairs from the same departure city and to the same destination, with the lowest round-trip fares we found.