Cheap flight from Chicago to Praia from $1,357
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Flights from Chicago to Praia
Find cheap airlines flights from Chicago to Praia
Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Cheap flight deals from Chicago to Praia
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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ORD 6:00 PM25h 10m1 stopsRAI 11:10 PMChicago - Praia | Fri, Jul 4 | TAP Air Portugal
RAI 12:10 AM20h1 stopsORD 4:10 PMPraia - Chicago | Fri, Jul 11 | TAP Air Portugal$1,357 $2,13436% OFF36% OFF$2,134 $1,357 -
ORD 7:40 PM23h 30m1 stopsRAI 11:10 PMChicago - Praia | Thu, Jun 19 | TAP Air Portugal
RAI 12:10 AM20h1 stopsORD 4:10 PMPraia - Chicago | Thu, Jun 26 | TAP Air Portugal$1,423 $2,13433% OFF33% OFF$2,134 $1,423
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ORD 6:00 PM25h 10m1 stopsRAI 11:10 PMChicago - Praia | Wed, Jun 11 | TAP Air Portugal
RAI 12:10 AM20h1 stopsORD 4:10 PMPraia - Chicago | Wed, Jun 18 | TAP Air Portugal$1,432 $2,13433% OFF33% OFF$2,134 $1,432
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ORD 6:00 PM13h 20m1 stopsRAI 11:20 AMChicago - Praia | Sun, Jul 6 | TAP Air Portugal
RAI 12:25 PM32h 15m1 stopsORD 4:40 PMPraia - Chicago | Sun, Jul 13 | TAP Air Portugal$1,44732% OFF$2,134 $1,447
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ORD 7:45 PM23h 25m1 stopsRAI 11:10 PMChicago - Praia | Thu, Jun 12 | TAP Air Portugal
RAI 12:10 AM22h1 stopsORD 6:10 PMPraia - Chicago | Thu, Jun 19 | TAP Air Portugal$1,49830% OFF$2,134 $1,498
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ORD 6:00 PM25h 10m1 stopsRAI 11:10 PMChicago - Praia | Sun, Jul 13 | TAP Air Portugal
RAI 12:25 PM32h 15m1 stopsORD 4:40 PMPraia - Chicago | Sun, Jul 20 | TAP Air Portugal$1,50230% OFF$2,134 $1,502
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ORD 6:00 PM13h 20m1 stopsRAI 11:20 AMChicago - Praia | Sun, Jun 15 | TAP Air Portugal
RAI 12:10 AM20h 20m1 stopsORD 4:30 PMPraia - Chicago | Sat, Jun 21 | TAP Air Portugal$1,51828% OFF$2,134 $1,518
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ORD 6:10 PM25h1 stopsRAI 11:10 PMChicago - Praia | Mon, Jul 14 | TAP Air Portugal
RAI 12:10 AM20h 30m1 stopsORD 4:40 PMPraia - Chicago | Mon, Jul 21 | TAP Air Portugal$1,57626% OFF$2,134 $1,576
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ORD 6:00 PM13h 20m1 stopsRAI 11:20 AMChicago - Praia | Fri, Jul 11 | TAP Air Portugal
RAI 12:10 AM20h1 stopsORD 4:10 PMPraia - Chicago | Fri, Jul 18 | TAP Air Portugal$1,62224% OFF$2,134 $1,622
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ORD 6:00 PM25h 10m1 stopsRAI 11:10 PMChicago - Praia | Wed, Jun 18 | TAP Air Portugal
RAI 12:25 PM31h 45m1 stopsORD 4:10 PMPraia - Chicago | Wed, Jun 25 | TAP Air Portugal$1,62224% OFF$2,134 $1,622
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CHI 1:00 PM17h 25m1 stopsRAI Invalid DateChicago - Praia | Wed, Jun 11 | Normal Airline
RAI 3:00 PM6hNonstopCHI 4:00 PMPraia - Chicago | Fri, Jun 13 | Normal AirlineFind More FlightsFind More Flights
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ORD 6:00 PM25h 10m1 stopsRAI 11:10 PMChicago - Praia | Sun, Jul 13 | TAP Air Portugal$685 $1,07736% OFF36% OFF$1,077 $685
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MDW 8:30 PM24h 10m1 stopsRAI 12:40 AMChicago - Praia | Thu, Jul 17 | Southwest Airlines$686 $1,07736% OFF36% OFF$1,077 $686 -
ORD 6:10 PM25h1 stopsRAI 11:10 PMChicago - Praia | Mon, Jul 7 | TAP Air Portugal$690 $1,07736% OFF36% OFF$1,077 $690
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ORD 8:40 AM36h1 stopsRAI 12:40 AMChicago - Praia | Thu, Jul 17 | Jetblue Airways$69136% OFF$1,077 $691 -
MDW 10:00 PM22h 40m1 stopsRAI 12:40 AMChicago - Praia | Sun, Jul 13 | Southwest Airlines$69136% OFF$1,077 $691
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ORD 6:00 PM25h 10m1 stopsRAI 11:10 PMChicago - Praia | Sun, Aug 3 | TAP Air Portugal$75530% OFF$1,077 $755
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ORD 7:40 PM23h 30m1 stopsRAI 11:10 PMChicago - Praia | Thu, Jun 19 | TAP Air Portugal$80825% OFF$1,077 $808
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MDW 6:00 AM14h 40m1 stopsRAI 12:40 AMChicago - Praia | Mon, Jul 7 | Southwest Airlines$81125% OFF$1,077 $811
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MDW 7:00 PM25h 40m1 stopsRAI 12:40 AMChicago - Praia | Sat, Jun 28 | Southwest Airlines$81824% OFF$1,077 $818
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ORD 8:40 AM36h1 stopsRAI 12:40 AMChicago - Praia | Sun, Jul 13 | Jetblue Airways$81824% OFF$1,077 $818
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CHI 1:00 PM17h 25m1 stopsRAI Invalid DateChicago - Praia | Wed, Jun 11 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Flight Info | Chicago to Praia
| Cheapest one-way flight price | $516 |
|---|---|
| Off-season for travel | May |
| Peak season for travel | April |
| Flight distance | 6,776.15 km |
| Popular airline | Emirates |
When is the cheapest time to fly from Chicago to Praia?
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Chicago (CHI) to Praia (RAI) the cheapest?
Airlines adjust prices for flights from Chicago to Praia based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Chicago (CHI) to Praia (RAI) cost?
According to Trip.com's data, the lowest price is around $1,806.
How to find a cheap flight from Chicago to Praia
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Praia. Book your flights at the right time and save more.
Be flexible with your travel dates to get the cheapest Chicago to Praia ticket.
Tap "Date" in the flight search bar to browse the calendar and find airfare from Chicago to Praia for the next six months in 2025. If you're looking to fly within the next three months, the lowest fare is $685 for a one-way ticket on Sun, Jul 13.
Compare cheap Chicago to Praia flight deals from hundreds of airlines.
Our powerful search system compares prices from over 500 airlines. So you can find the cheapest flights from Chicago to Praia. The most affordable airline currently operating on this route is TAP Air Portugal.
Set up a Price Alert to track fare drops.
Set up a Price Alert for your Chicago to Praia route to track ticket prices effortlessly—no need to check manually every day.
Don't miss out on cheap Chicago to Praia flight deals and promo codes.
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Book early or wait unitl the last minute to fine the best fares.
It's always better to book early! Airlines typically release their lowest fares about a year before departure, so check as soon as flights become available. If you miss that window, you may still find great deals closer to your travel date.
Search for flights on the go.
For the best booking experience on the go, download Trip.com and search for cheap flights from Chicago to Praia to access exclusive deals just for you.
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