Flights from Chicago to Sao Paulo, Brazil

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Did you mean flights from Sao Paulo to Chicago?

Chicago to Sao Paulo Last modified: Mar 24, 2020 5:10 -04:00

We've scanned 48,195,047,545 round trip itineraries and found the cheapest flights to Sao Paulo. AeroMexico & Azul frequently offer the best deals to Sao Paulo flights, or select your preferred carrier below to see the cheapest days to fly.

Tue 3/10
2 stops
Sat 3/14
2 stops
Thu 2/20
1 stop
Wed 2/26
1 stop
Tue 4/14
1 stop
Tue 4/28
1 stop
Air Canada
Wed 4/29
1 stop
Sun 5/3
1 stop
Fri 3/20
2 stops
Mon 3/23
2 stops
Major Airlines
Wed 5/20
1 stop
Thu 5/28
1 stop

How Much is a Flight from Chicago to Sao Paulo?

We have collected flight cost data from across the web for travel from Chicago to Sao Paulo, and have found the average flight price for this trip to be $632.

Where To Buy Cheap Flights from Chicago to Sao Paulo?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to Sao Paulo based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to Sao Paulo?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to Sao Paulo.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $2,619 $804
7-14 days $2,619 $750
14-21 days $1,846 $655
21-30 days $1,399 $630
30-60 days $1,399 $630
60-90 days $1,401 $631
90+ days $1,401 $631

Cheapest Day To Fly from Chicago to Sao Paulo

We've examined 57,595,778,181 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to Sao Paulo is Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday

Compare Flight Prices from Chicago to Sao Paulo by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to Sao Paulo flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
February Chicago Sao Paulo AeroMexico 2/23/20 2/29/20 2 $655
March Chicago Sao Paulo AeroMexico 3/7/20 3/21/20 2 $630
April Chicago Sao Paulo AeroMexico 4/28/20 5/12/20 1 $616
May Chicago Sao Paulo AeroMexico 5/30/20 6/5/20 1 $557
June Chicago Sao Paulo AeroMexico 6/2/20 6/9/20 2 $631
July Chicago Sao Paulo Air Canada 7/7/20 7/21/20 1 $820
August Chicago Sao Paulo AeroMexico 8/18/20 9/1/20 2 $650
September Chicago Sao Paulo AeroMexico 9/1/20 9/15/20 2 $701

Cheap Last Minute Flights from Chicago to Sao Paulo

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Sao Paulo. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

9 10 11 12 13 14 15
16 17 18 19 20 21 22
$1,111 $705
23 24 25 26 27 28 29
$705 $1,662
1 2 3 4 5 6 7
$1,662 $650
8 9 10 11 12 13 14
$650 $650
15 16 17 18 19 20 21

Connecting Flights vs Direct Flights from Chicago to Sao Paulo

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to Sao Paulo is $702.

The average price for direct flights from Chicago to Sao Paulo is $1,466.

One Way Flights vs Round Trip Flights from Chicago to Sao Paulo

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to Sao Paulo. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to Sao Paulo is $424.

The average price for round trip flights from Chicago to Sao Paulo is $702.

Chicago to Sao Paulo Flight Questions

Below are some common questions that asked about this flight route:

Question: What are the most popular connecting cities when flying from Chicago to Sao Paulo?
Answer: Miami, FL

Airlines in Chicago flying to Sao Paulo Last modified: Mar 24, 2020 5:10 -04:00Number of routes searched: 182Number of itineraries searched: 369,414

Wondering which airlines fly out of Chicago to Sao Paulo? We've gathered the average price of Chicago airlines with flights to Sao Paulo. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Chicago to Sao Paulo
Airline Connections Mon Tue Wed Thu Fri Sat Sun
Azul -
United -
Interjet MEX
American DFW
American JFK
American LAX
American MIA
Air Canada YUL
Air Canada YYZ
Air France CDG
AeroMexico MEX
Alitalia FCO
British Airways LHR
Copa PTY
Major Airlines ATL
Major Airlines JFK
Ethiopian ADD
Iberia BCN
Lufthansa FRA
Lufthansa MUC
Swiss ZRH
Turkish IST
Tap Portugal LIS
United EWR
United IAD
United IAH
United FLL

Chicago to Sao Paulo Airports

These are the major commercial airports we're currently monitoring in Chicago and Sao Paulo. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap International Flights from Chicago - CHI Last modified: Mar 24, 2020 5:10 -04:00

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Cheap Flights from Chicago to Sao Paulo