S$1,545 Cheap Flights from Chicago to Cape Town

  • Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 40% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago to Cape Town (ORD-CPT)

Prices were available within the past 7 days and start at S$1,545 for one-way flights and S$1,998 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

KLM
Thu, 9 Jan - Thu, 16 Jan
ORD
Chicago
CPT
Cape Town
S$1,998 Return, found 6 hours ago
S$1,998
Return
found 6 hours ago
Select KLM flight, departing Thu, 9 Jan from Chicago to Cape Town, returning Thu, 16 Jan, priced at S$1,998 found 6 hours ago
Delta
Thu, 9 Jan - Thu, 16 Jan
ORD
Chicago
CPT
Cape Town
S$2,001 Return, found 6 hours ago
S$2,001
Return
found 6 hours ago
Select Delta flight, departing Thu, 9 Jan from Chicago to Cape Town, returning Thu, 16 Jan, priced at S$2,001 found 6 hours ago
Delta
Thu, 9 Jan - Thu, 16 Jan
ORD
Chicago
CPT
Cape Town
S$2,242 Return, found 6 hours ago
S$2,242
Return
found 6 hours ago
Select Delta flight, departing Thu, 9 Jan from Chicago to Cape Town, returning Thu, 16 Jan, priced at S$2,242 found 6 hours ago
KLM
Thu, 9 Jan - Thu, 16 Jan
ORD
Chicago
CPT
Cape Town
S$2,242 Return, found 6 hours ago
S$2,242
Return
found 6 hours ago
Select KLM flight, departing Thu, 9 Jan from Chicago to Cape Town, returning Thu, 16 Jan, priced at S$2,242 found 6 hours ago
United
Thu, 9 Jan - Thu, 16 Jan
ORD
Chicago
CPT
Cape Town
S$2,356 Return, found 6 hours ago
S$2,356
Return
found 6 hours ago
Select United flight, departing Thu, 9 Jan from Chicago to Cape Town, returning Thu, 16 Jan, priced at S$2,356 found 6 hours ago
KLM
Thu, 9 Jan - Thu, 16 Jan
ORD
Chicago
CPT
Cape Town
S$2,385 Return, found 6 hours ago
S$2,385
Return
found 6 hours ago
Select KLM flight, departing Thu, 9 Jan from Chicago to Cape Town, returning Thu, 16 Jan, priced at S$2,385 found 6 hours ago
Delta
Thu, 9 Jan - Thu, 16 Jan
ORD
Chicago
CPT
Cape Town
S$2,385 Return, found 6 hours ago
S$2,385
Return
found 6 hours ago
Select Delta flight, departing Thu, 9 Jan from Chicago to Cape Town, returning Thu, 16 Jan, priced at S$2,385 found 6 hours ago
United
Tue, 7 Jan - Tue, 14 Jan
ORD
Chicago
CPT
Cape Town
S$2,416 Return, found 2 days ago
S$2,416
Return
found 2 days ago
Select United flight, departing Tue, 7 Jan from Chicago to Cape Town, returning Tue, 14 Jan, priced at S$2,416 found 2 days ago
KLM
Thu, 9 Jan - Thu, 16 Jan
ORD
Chicago
CPT
Cape Town
S$2,430 Return, found 6 hours ago
S$2,430
Return
found 6 hours ago
Select KLM flight, departing Thu, 9 Jan from Chicago to Cape Town, returning Thu, 16 Jan, priced at S$2,430 found 6 hours ago
United
Thu, 9 Jan - Thu, 16 Jan
ORD
Chicago
CPT
Cape Town
S$2,431 Return, found 6 hours ago
S$2,431
Return
found 6 hours ago
Select United flight, departing Thu, 9 Jan from Chicago to Cape Town, returning Thu, 16 Jan, priced at S$2,431 found 6 hours ago
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals
Chicago to Cape Town route information
Origin airport
O'Hare Intl.
Destination airport
Cape Town Intl.
Airlines serving
American Airlines, British Airways, Delta, Emirates, Ethiopian Airlines, KLM, Lufthansa, Qatar Airways, United
Return price
S$1,998
Distance
13628 km

Perfect flights from Chicago to Cape Town

Your Journey from Chicago to Cape Town

Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to Cape Town caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including United, Delta, Lufthansa, Ethiopian Airlines, KLM. Our selection of flights from O'Hare Intl. to Cape Town Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Chicago to Cape Town Flights

Experience the joy of finding cheap flights from O'Hare Intl. to Cape Town Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$1,545 and roundtrip prices from S$1,998*.
 

Pre-Flight Essentials

Ensure a smooth journey from Chicago to Cape Town with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Cape Town

Picture yourself stepping off the plane in Cape Town and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Chicago to Cape Town Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to Cape Town.
 

Beyond the Flight – Exploring Cape Town

With Expedia, your adventure extends beyond the flight. Explore Cape Town at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Chicago to Cape Town with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to Cape Town with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from ORD to CPT?
Round-trip journeys between O’Hare Airport and CPT start from S$1,998. This is based on fares listed within the last 7 days on Expedia for flights departing within the next year — book now so you don’t miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Cape Town Intl. Airport (CPT)?
Every air carrier has its own terms and conditions. If you do decide to cancel, follow the simple instructions on our Customer Service Portal.
How do I find cheap flights from ORD to Cape Town Intl. Airport (CPT) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for ORD to CPT flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from ORD to Cape Town Intl. Airport (CPT)?
You’ll have 13,700 kilometres to cover on the long-haul Chicago to Cape Town route. Wear comfy clothes and consider taking a travel pillow with you.
Which airlines fly direct from ORD to Cape Town Intl. Airport (CPT)?
Unfortunately, there are no airlines that fly direct between O’Hare Intl. Airport (ORD) and CPT. You’ll have to book a flight with one or more stops.
Are O'Hare Intl. Airport (ORD) to CPT flight tickets cheaper when they're purchased at the last minute?
It is possible to find an awesome last-minute deal from O’Hare Airport to Cape Town Intl. Airport, but there’s no guarantee. As many airlines release prices up to 12 months in advance, it’s worthwhile keeping an eye on fares early and being ready to book when you see a good bargain. Expedia compares carrier prices and updates flight deals regularly, so you can be certain you’re always getting the latest offers.
Chicago Airports

Chicago

*Available to Expedia members.