Cape Verde

$843+ Cheap flights from Chicago (CHI) to Cape Verde

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RAI
May 2 — May 91
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Cheap flight deals from Chicago to Cape Verde

Cheapest flights from Chicago to Cape Verde
Explore the most affordable flight options available from Chicago to Cape Verde. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2026.

This Justfly.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:05 pm
ORD
-
RAI
1 stop25h 05m
TAP AIR PORTUGAL
Fri 5/812:25 pm
RAI
-
ORD
1 stop31h 40m
TAP AIR PORTUGAL
Deal found 3/28$896
This Justfly.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:05 pm
ORD
-
RAI
1 stop25h 05m
TAP AIR PORTUGAL
Fri 5/812:10 am
RAI
-
ORD
1 stop19h 55m
TAP AIR PORTUGAL
Deal found 3/28$1,038
This KAYAK deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/198:31 am
ORD
-
RAI
2 stops22h 29m
Multiple Airlines
Mon 5/411:55 am
RAI
-
ORD
2 stops37h 41m
Multiple Airlines
Deal found 4/1$1,295
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 pm
ORD
-
RAI
1 stop19h 35m
Multiple Airlines
Fri 5/812:10 am
RAI
-
ORD
1 stop19h 55m
Multiple Airlines
Deal found 3/28$1,335
This Mytrip deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/132:20 pm
ORD
-
SID
2 stops23h 50m
Multiple Airlines
Wed 5/205:05 pm
SID
-
ORD
3 stops34h 51m
Multiple Airlines
Deal found 3/29$1,396
This FlightHub deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 pm
ORD
-
RAI
1 stop25h 10m
Multiple Airlines
Tue 5/512:10 am
RAI
-
ORD
2 stops36h 49m
Multiple Airlines
Deal found 4/1$1,438
This FlightHub deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:49 am
ORD
-
RAI
2 stops33h 21m
Multiple Airlines
Fri 5/812:25 pm
RAI
-
ORD
1 stop31h 40m
Multiple Airlines
Deal found 3/31$1,441
This Priceline deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/138:35 am
ORD
-
RAI
2 stops34h 35m
TAP AIR PORTUGAL
Tue 5/1912:10 am
RAI
-
ORD
1 stop19h 50m
TAP AIR PORTUGAL
Deal found 3/29$1,447
This Priceline deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/138:35 am
ORD
-
SID
2 stops34h 40m
TAP AIR PORTUGAL
Tue 5/1912:15 am
SID
-
ORD
1 stop19h 45m
TAP AIR PORTUGAL
Deal found 3/29$1,517
This Royal Air Maroc deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Royal Air Maroc is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/161:00 pm
ORD
-
SID
2 stops30h 55m
Royal Air Maroc
Thu 11/191:55 am
SID
-
ORD
2 stops27h 26m
Royal Air Maroc
Deal found 3/31$2,374
This TAP AIR PORTUGAL deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:00 am
ORD
-
SID
2 stops36h 05m
TAP AIR PORTUGAL
Thu 11/191:05 am
SID
-
ORD
1 stop19h 25m
TAP AIR PORTUGAL
Deal found 3/30$2,441

Find flight deals from Chicago to Cape Verde

Keep the following information in mind while searching for Chicago to Cape Verde flight deals. Data was last updated April 2, 2026.

Round-trip from

$896
(Justfly.com)

One-way from

$815
(KAYAK)
From Chicago (CHI) to Cape Verde
One-way flight from Chicago (CHI) to Cape Verde

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Cape Verde that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 2, 2026.
Use the filters below to find and compare flights from Chicago to Cape Verde that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Sun 4/19

8:40 am-5:35 pm

2 stops28h 55m

Praia Nelson Mandela

Mon 5/4

11:55 am-7:40 pm

3 stops35h 45m

$1,350

ChicagoEspargos

ORD - SID

ORDSID

Chicago O'Hare Intl

Wed 5/13

2:20 pm-6:10 pm

2 stops23h 50m

Espargos Amilcar Cabral Intl

Wed 5/20

5:05 pm-11:56 pm

3 stops34h 51m

$1,396

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Fri 5/1

9:49 am-11:10 pm

2 stops33h 21m

Praia Nelson Mandela

Fri 5/8

12:25 pm-4:05 pm

1 stop31h 40m

$1,441

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 5/13

8:35 am-11:10 pm

2 stops34h 35m

Praia Nelson Mandela

Tue 5/19

12:10 am-4:00 pm

1 stop19h 50m

$1,447

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 4/29

6:00 pm-11:10 pm

1 stop25h 10m

Praia Nelson Mandela

Wed 5/6

3:55 pm-11:56 pm

3 stops36h 01m

$1,497

ChicagoEspargos

ORD - SID

ORDSID

Chicago O'Hare Intl

Wed 5/13

8:35 am-11:15 pm

2 stops34h 40m

Espargos Amilcar Cabral Intl

Tue 5/19

12:15 am-4:00 pm

1 stop19h 45m

$1,517

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Fri 5/1

6:00 pm-11:10 pm

1 stop25h 10m

Praia Nelson Mandela

Fri 5/8

12:25 pm-4:05 pm

1 stop31h 40m

$1,591

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 4/29

6:00 pm-11:10 pm

1 stop25h 10m

Praia Nelson Mandela

Tue 5/5

12:10 am-4:00 pm

1 stop19h 50m

$1,632
Quickest round-trip

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Sat 5/2

6:05 pm-11:10 pm

1 stop25h 05m

Praia Nelson Mandela

Sat 5/9

12:10 am-4:00 pm

1 stop19h 50m

$1,659

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 5/13

4:05 pm-11:10 pm

3 stops27h 05m

Praia Nelson Mandela

Tue 5/19

12:10 am-8:08 pm

2 stops23h 58m

$1,791

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 14 resultsSorted by cheapest first
1
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Best time to book a flight from Chicago to Cape Verde

Have a flexible travel schedule? Discover the best time to fly to Cape Verde from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Cape Verde
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Cape Verde. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Chicago to Cape Verde?

    A quick flight from Chicago to Cape Verde can take about 34h 35m. TAP AIR PORTUGAL provides one of the quickest options available for as low as $1,447. The distance between Chicago and Cape Verde is about 4222 mi.

  • Can I find deals for flights from Chicago to Cape Verde that include hotel bookings?

    Yes. In addition to deals on Chicago to Cape Verde flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Cape Verde?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Cape Verde.

  • Can I find deals for business class flights from Chicago to Cape Verde?

    Yes. Cheapflights offers flight deals from Chicago to Cape Verde by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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