$644 Cheap flights from O'Hare Intl. to Praia Intl. (ORD to RAI)

Discover our best flights from Chicago ORD to Santiago Island RAI. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

Find our best return flights from Chicago ORD to Santiago Island RAI at the right price  

Airfares to Santiago Island RAI from Chicago ORD currently cost between $1,094 and $1,446. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

Book one-way flights from Chicago ORD to Santiago Island RAI 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Chicago ORD to Santiago Island RAI on Travelocity starting at $644. Prices and availability subject to change. Additional terms may apply. 

Get to Santiago Island RAI from Chicago ORD quicker with direct flights. 

Get to Santiago Island faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to RAI from ORD to take around hour(s) min(s).  

Find our cheapest airfares for flights from Chicago ORD to Santiago Island RAI

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to RAI from ORD. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

Get our best airfare deals for your flight from Chicago ORD to Santiago Island RAI today 

If you’re flexible about when you travel, February is usually the cheapest month to fly from Chicago ORD to Santiago Island RAI. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

Book flexible airline tickets for flights to Santiago Island RAI from Chicago ORD 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to RAI from ORD have this option.  

Travel with confidence when you book flights to Santiago Island RAI from Chicago ORD with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving.