The cheapest times to fly from RAI to ORD are

  • January 8th to May 27th (except the week of April 9th)
  • November 5th to November 18th

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from RAI to ORD is mid February. Prices can be as high as $3092 for Tuesday flights during early January, or as low as $1195 for Monday flights around mid February.


When to Fly to Chicago

Flying from Praia (RAI) to Chicago, IL (ORD) will usually cost between $1196 to $1980 per person if booking more than four weeks in advance. On average the very cheapest time to fly is mid February with an average ticket price of $1256. Due to high demand the most expensive time to fly is early January, with an average price of $2049. Planning your trip to low-cost times can easily save you $793 on economy flights and even more on first-class flights. Generally, any price below $1514 can be considered a good price for a round-trip RAI to ORD flight.

See below for a graph of average weekly prices for the RAI to ORD route. All prices are for round-trip tickets in USD.

RAI to ORD Flight Prices

Compared to other flights, the RAI to ORD flight is more expensive than the average and costs about as much as the average flight leaving from Praia. The average price per mile (for a direct flight) is $0.22, which is below average.


Flight Prices by Day of the Week

Monday is usually the cheapest day to depart and return on this flight. Tuesdays are the most expensive days to fly to Chicago, and Thursdays are the most expensive days to return to Praia. Selecting flights on the least expensive days could save you up to $309 (18%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Monday and returning a week later will cost an average of $1470. Return trip prices are from the ORD to RAI flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from RAI to ORD can generally find a 1-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 8 hour 35 minutes may not be realistic.


Flight Hacking RAI to ORD

Flight hacking is when you book two tickets instead of a layover, sometimes with different airlines. You will need to either bring only a carry-on bag (highly recommended) or leave yourself plenty of time to go through security again. Flight hacking is completely allowed, but airlines don’t always tell you the cheapest way to get from RAI to ORD — but Champion Traveler does!

Hack #1: Lisbon (RAI > LIS > ORD)

  • Price for both tickets: $987
  • Average savings: $528 (34.84%)

See RAI to BOS flights

Hack #2: Boston, MA (RAI > BOS > ORD)

  • Price for both tickets: $1032
  • Average savings: $483 (31.87%)

See RAI to LIS flights

Hack #3: Amsterdam (RAI > AMS > ORD)

  • Price for both tickets: $1065
  • Average savings: $449 (29.66%)

See RAI to AMS flights


Flight Questions Answered

Still have questions about flying from RAI to ORD? We’ve got answers.

Which airlines fly this route?

You can find 11 major airlines flying this route most often: Air Canada, American, Austrian, British Airways, Brussels Airlines, Delta, Finnair, Iberia, Lufthansa, Tap Air Portugal, United, and potentially more during busy seasons.

How far away is it from Chicago O’Hare International Airport to Praia International Airport?

The distance between the two airports is roughly 4224 miles or 6798 kilometers.

How long does it take to fly from RAI to ORD?

The real-world flight time for a nonstop RAI to ORD flight is about 8 hour 35 minutes.

How many flights go between Praia and Chicago, IL?

It depends on the day of the week and the date, but a typical day might have around 11 available flights from RAI to ORD.


Airport Location Info


Departing Airport

Origination code RAI
Origination airport name Praia International Airport
City Praia
Country Cape Verde
Latitude 14.9
Longitude -23.5

Return Airport

Destination code ORD
Destination airport name Chicago O’Hare International Airport
City Chicago, IL
Country the United States
Latitude 42
Longitude -87.9


Other Resources

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.