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Cape Verde

$774+ Cheap flights from Chicago (CHI) to Cape Verde

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RAI
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
1 adult, Economy
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Cheap 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 September 14, 2025.

Round-trip from

$774
(FlightHub)
From Chicago (CHI) to Cape Verde
Search Deals

Find 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 September 14, 2025.

This FlightHub deal was found by Cheapflights users on 9/13. 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 12/37:10 pmORD - RAI
1 stop23h 55mTAP AIR PORTUGAL
Tue 12/91:05 amRAI - ORD
1 stop18h 55mTAP AIR PORTUGAL
Deal found 9/13$774
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/308:25 pmORD - RAI
1 stop15h 25mMultiple Airlines
Tue 12/91:05 amRAI - ORD
1 stop18h 55mMultiple Airlines
Deal found 9/13$929
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/308:25 pmORD - RAI
1 stop15h 25mMultiple Airlines
Thu 12/111:05 amRAI - ORD
1 stop19h 10mMultiple Airlines
Deal found 9/13$930
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/308:25 pmORD - RAI
1 stop15h 25mMultiple Airlines
Sat 12/61:05 amRAI - ORD
1 stop18h 40mMultiple Airlines
Deal found 9/13$1,000
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/308:25 pmORD - RAI
1 stop15h 25mMultiple Airlines
Mon 12/85:40 pmRAI - ORD
2 stops25h 50mMultiple Airlines
Deal found 9/13$1,001
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/308:25 pmORD - RAI
1 stop15h 25mMultiple Airlines
Thu 12/117:15 amRAI - ORD
2 stops36h 15mMultiple Airlines
Deal found 9/13$1,061
This Gurufare deal was found by Cheapflights users on 9/13. 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 12/37:10 pmORD - RAI
1 stop23h 55mTAP AIR PORTUGAL
Thu 12/111:25 pmRAI - ORD
1 stop30h 50mTAP AIR PORTUGAL
Deal found 9/13$1,129
This Gurufare deal was found by Cheapflights users on 9/13. 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 12/36:50 pmORD - RAI
2 stops19h 55mSWISS
Thu 12/118:35 pmRAI - ORD
2 stops21h 10mSWISS
Deal found 9/13$1,138
This Gurufare deal was found by Cheapflights users on 9/13. 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 12/37:10 pmORD - RAI
1 stop23h 55mTAP AIR PORTUGAL
Sat 12/61:05 amRAI - ORD
1 stop18h 40mTAP AIR PORTUGAL
Deal found 9/13$1,149

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 September 14, 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

Sun 11/30

8:25 pm-4:50 pm

1 stop15h 25m

Praia Nelson Mandela

Thu 12/11

1:05 am-3:15 pm

1 stop19h 10m

$930

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 12/3

7:10 pm-12:05 am

1 stop23h 55m

Praia Nelson Mandela

Mon 12/8

1:05 am-11:32 pm

2 stops27h 27m

$1,235

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Sun 11/30

8:25 pm-4:50 pm

1 stop15h 25m

Praia Nelson Mandela

Fri 12/5

1:05 am-5:55 pm

2 stops21h 50m

$1,333

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Fri 12/5

11:30 am-12:05 am

2 stops31h 35m

Praia Nelson Mandela

Thu 12/11

1:05 am-3:15 pm

1 stop19h 10m

$1,449

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 12/3

11:30 am-12:25 pm

2 stops19h 55m

Praia Nelson Mandela

Sat 12/6

1:05 am-2:45 pm

1 stop18h 40m

$1,449

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Mon 12/1

4:45 pm-4:45 pm

2 stops19h 00m

Praia Nelson Mandela

Sat 12/6

1:05 am-2:45 pm

1 stop18h 40m

$1,456

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Thu 12/4

11:30 am-12:05 am

2 stops31h 35m

Praia Nelson Mandela

Sat 12/6

1:05 am-2:45 pm

1 stop18h 40m

$1,469

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Sun 11/30

12:02 pm-3:00 am

3 stops33h 58m

Praia Nelson Mandela

Thu 12/11

1:30 am-9:48 pm

2 stops49h 18m

$1,631

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Sun 11/30

12:02 pm-3:00 am

3 stops33h 58m

Praia Nelson Mandela

Fri 12/5

1:45 am-9:48 pm

3 stops25h 03m

$1,631

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Sun 11/30

12:02 pm-3:00 am

3 stops33h 58m

Praia Nelson Mandela

Wed 12/10

1:45 am-9:48 pm

3 stops25h 03m

$1,631

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 12 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 $1,235. 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.

  • What is the cheapest month to book a flight from Chicago to Cape Verde?

    Currently, April is the cheapest month in which you can book a flight from Chicago to Cape Verde (average of $530). Flying from Chicago to Cape Verde in July is currently the most expensive (average of $1,180). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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