The cheapest times to fly from ORD to RAI are

  • January 8th to May 20th (except the week of April 2nd)
  • October 8th to December 9th (except the week of November 19th)

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 ORD to RAI is mid February. Prices can be as high as $4832 for Thursday flights during early August, or as low as $903 for Monday flights around mid February.


When to Fly to Praia

Flying from Chicago, IL (ORD) to Praia (RAI) will usually cost between $933 to $2093 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 $1079. Due to high demand the most expensive time to fly is early August, with an average price of $2110. Planning your trip to low-cost times can easily save you $1031 on economy flights and even more on first-class flights. Generally, any price below $1373 can be considered a good price for a round-trip ORD to RAI flight.

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

ORD to RAI Flight Prices

Compared to other flights, the ORD to RAI flight is slightly more expensive than the average and costs slightly more than the average flight leaving from Chicago. The average price per mile (for a direct flight) is $0.2, which is below average.


Flight Prices by Day of the Week

Monday is usually the cheapest day to depart and return on this flight. Thursdays are the most expensive days to fly to Praia, and Tuesdays are the most expensive days to return to Chicago. 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 $1298. Return trip prices are from the RAI to ORD 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 ORD to RAI 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 ORD to RAI

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 ORD to RAI — but Champion Traveler does!

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

  • Price for both tickets: $864
  • Average savings: $509 (37.07%)

See ORD to LIS flights

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

  • Price for both tickets: $1006
  • Average savings: $367 (26.71%)

See ORD to BOS flights

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

  • Price for both tickets: $1046
  • Average savings: $327 (23.82%)

See ORD to AMS flights


Flight Questions Answered

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

Which airlines fly this route?

You can find 12 major airlines flying this route most often: Air Canada, American, Austrian, British Airways, Brussels Airlines, Delta, Finnair, Iberia, Lufthansa, Royal Air Maroc, Tap Air Portugal, United, and potentially more during busy seasons.

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

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

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

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

How many flights go between Chicago, IL and Praia?

It depends on the day of the week and the date, but a typical day might have around 7 available flights from ORD to RAI.


Airport Location Info


Departing Airport

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

Return Airport

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


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.