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Cape Verde

$387+ 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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SID
Jan 29 — Feb 51
Thu 1/29
Thu 2/5
1 adult, Economy
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Cheap flight deals from Chicago to Cape Verde

Best flights from Chicago to Cape Verde
Discover carefully curated flight deals from Chicago to Cape Verde that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 30, 2025.

This FlightHub deal was found by Cheapflights users on 12/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:30 amORD - RAI
2 stops21h 30mMultiple Airlines
Wed 6/311:55 amRAI - ORD
2 stops24h 50mMultiple Airlines
Deal found 12/29$882
This TAP AIR PORTUGAL deal was found by Cheapflights users on 12/27. 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.
Wed 2/47:10 pmORD - SID
1 stop23h 55mTAP AIR PORTUGAL
Sat 2/71:05 amSID - ORD
1 stop18h 40mTAP AIR PORTUGAL
Deal found 12/27$1,172
This Gurufare deal was found by Cheapflights users on 12/30. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/134:10 pmORD - SID
1 stop24h 15mSWISS
Fri 2/2010:20 pmSID - ORD
1 stop23h 00mSWISS
Deal found 12/30$1,536
This Justfly.com deal was found by Cheapflights users on 12/29. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2410:35 amORD - RAI
2 stops20h 25mMultiple Airlines
Wed 6/311:55 amRAI - ORD
2 stops24h 50mMultiple Airlines
Deal found 12/29$964
This TAP AIR PORTUGAL deal was found by Cheapflights users on 12/27. 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.
Wed 4/226:00 pmORD - RAI
1 stop13h 20mTAP AIR PORTUGAL
Sat 4/2512:10 amRAI - ORD
1 stop19h 50mTAP AIR PORTUGAL
Deal found 12/27$1,202
This Priceline deal was found by Cheapflights users on 12/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:04 amORD - RAI
2 stops24h 51mMultiple Airlines
Thu 2/198:35 pmRAI - ORD
3 stops21h 35mMultiple Airlines
Deal found 12/28$1,139
This FlightHub deal was found by Cheapflights users on 12/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/47:10 pmORD - RAI
1 stop23h 55mTAP AIR PORTUGAL
Mon 2/91:25 pmRAI - ORD
2 stops36h 41mTAP AIR PORTUGAL
Deal found 12/29$1,297
This Gurufare deal was found by Cheapflights users on 12/29. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/44:10 pmORD - RAI
2 stops22h 35mMultiple Airlines
Mon 2/91:25 pmRAI - ORD
2 stops34h 00mMultiple Airlines
Deal found 12/29$1,270
This Gurufare deal was found by Cheapflights users on 12/29. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:00 pmORD - RAI
1 stop25h 10mTAP AIR PORTUGAL
Wed 6/312:10 amRAI - ORD
1 stop19h 10mTAP AIR PORTUGAL
Deal found 12/29$1,313
This Expedia deal was found by Cheapflights users on 12/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/910:00 amORD - SID
2 stops21h 40mMultiple Airlines
Wed 4/1512:15 amSID - ORD
2 stops35h 26mMultiple Airlines
Deal found 12/28$1,300
This Gurufare deal was found by Cheapflights users on 12/29. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:00 pmORD - RAI
1 stop25h 10mTAP AIR PORTUGAL
Thu 6/412:10 amRAI - ORD
1 stop19h 50mTAP AIR PORTUGAL
Deal found 12/29$1,313
This Gurufare deal was found by Cheapflights users on 12/29. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:00 pmORD - RAI
1 stop25h 10mTAP AIR PORTUGAL
Fri 6/512:10 amRAI - ORD
1 stop20h 05mTAP AIR PORTUGAL
Deal found 12/29$1,333
This Priceline deal was found by Cheapflights users on 12/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/139:50 pmORD - SID
3 stops61h 25mMultiple Airlines
Fri 2/2010:20 pmSID - ORD
1 stop23h 00mMultiple Airlines
Deal found 12/30$1,395

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 December 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$882
(FlightHub)

One-way from

$387
(Kiwi.com)
Provider with most accurate pricing for Chicago (CHI)-Praia Nelson Mandela flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Praia Nelson Mandela flights.
Search Deals
From Chicago (CHI) to Cape Verde
Search Deals
One-way flight from Chicago (CHI) to Cape Verde
Search Deals

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 December 30, 2025.
Use the filters below to find and compare flights from Chicago to Cape Verde that are best for you.

Fly from

Chicago

Fly to

Cape Verde

Route

Depart

Return

Price

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Tue 5/26

9:30 am-11:00 am

2 stops21h 30m

Praia Nelson Mandela

Wed 6/3

11:55 am-8:45 am

2 stops24h 50m

$882

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Sun 5/24

10:35 am-11:00 am

2 stops20h 25m

Praia Nelson Mandela

Wed 6/3

11:55 am-8:45 am

2 stops24h 50m

$964

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Thu 2/12

6:04 am-11:55 am

2 stops24h 51m

Praia Nelson Mandela

Thu 2/19

8:35 pm-1:10 pm

3 stops21h 35m

$1,139

ChicagoEspargos

ORD - SID

ORDSID

Chicago O'Hare Intl

Wed 2/4

7:10 pm-12:05 am

1 stop23h 55m

Espargos Amilcar Cabral Intl

Sat 2/7

1:05 am-2:45 pm

1 stop18h 40m

$1,172

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 4/22

6:00 pm-11:20 am

1 stop13h 20m

Praia Nelson Mandela

Sat 4/25

12:10 am-4:00 pm

1 stop19h 50m

$1,202

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 2/4

4:10 pm-7:45 pm

2 stops22h 35m

Praia Nelson Mandela

Mon 2/9

1:25 pm-6:25 pm

2 stops34h 00m

$1,270

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 2/4

7:10 pm-12:05 am

1 stop23h 55m

Praia Nelson Mandela

Mon 2/9

1:25 pm-9:06 pm

2 stops36h 41m

$1,297

ChicagoEspargos

ORD - SID

ORDSID

Chicago O'Hare Intl

Thu 4/9

10:00 am-11:40 am

2 stops21h 40m

Espargos Amilcar Cabral Intl

Wed 4/15

12:15 am-7:41 am

2 stops35h 26m

$1,300

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 5/27

6:00 pm-11:10 pm

1 stop25h 10m

Praia Nelson Mandela

Wed 6/3

12:10 am-3:20 pm

1 stop19h 10m

$1,313

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 5/27

6:00 pm-11:10 pm

1 stop25h 10m

Praia Nelson Mandela

Thu 6/4

12:10 am-4:00 pm

1 stop19h 50m

$1,313

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 14 results
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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 23h 55m. TAP AIR PORTUGAL provides one of the quickest options available for as low as $1,172. The distance between Chicago and Cape Verde is about 4170 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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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