$59 Cheap flights to Theewaterskloof

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Cheap flights to Theewaterskloof from $59 One Way, $117 Round Trip

$117 return flights and $59 one-way flights to Theewaterskloof were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Mar 17 - Sat, Mar 20
JNB
Johannesburg
CPT
Cape Town
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Cemair flight, departing Wed, Mar 17 from Johannesburg to Cape Town, returning Sat, Mar 20, priced at $117 found 1 day ago
Tue, Jul 28 - Sat, Aug 1
HLA
Johannesburg
CPT
Cape Town
$447 Roundtrip, found 20 hours ago
$447
Roundtrip
found 20 hours ago
Select Hahn Air Systems flight, departing Tue, Jul 28 from Johannesburg to Cape Town, returning Sat, Aug 1, priced at $447 found 20 hours ago
Mon, Dec 28 - Thu, Dec 31
NBO
Nairobi
CPT
Cape Town
$536 Roundtrip, found 6 hours ago
$536
Roundtrip
found 6 hours ago
Select TAAG Angola Airlines flight, departing Mon, Dec 28 from Nairobi to Cape Town, returning Thu, Dec 31, priced at $536 found 6 hours ago
Fri, Sep 18 - Thu, Sep 24
LGW
London
CPT
Cape Town
$616 Roundtrip, found 1 day ago
$616
Roundtrip
found 1 day ago
Select Norse Atlantic UK flight, departing Fri, Sep 18 from London to Cape Town, returning Thu, Sep 24, priced at $616 found 1 day ago
Wed, Sep 9 - Thu, Oct 8
LHR
London
CPT
Cape Town
$781 Roundtrip, found 1 day ago
$781
Roundtrip
found 1 day ago
Select Swiss International Air Lines flight, departing Wed, Sep 9 from London to Cape Town, returning Thu, Oct 8, priced at $781 found 1 day ago
Sun, Feb 7 - Sun, Feb 21
EWR
New York
CPT
Cape Town
$1,069 Roundtrip, found 2 hours ago
$1,069
Roundtrip
found 2 hours ago
Select Turkish Airlines flight, departing Sun, Feb 7 from New York to Cape Town, returning Sun, Feb 21, priced at $1,069 found 2 hours ago
Tue, Nov 3 - Tue, Nov 17
IAD
Washington
CPT
Cape Town
$1,085 Roundtrip, just found
$1,085
Roundtrip
just found
Select Kenya Airways flight, departing Tue, Nov 3 from Washington to Cape Town, returning Tue, Nov 17, priced at $1,085 just found
Tue, Sep 29 - Fri, Oct 9
LAX
Los Angeles
CPT
Cape Town
$1,090 Roundtrip, found 2 hours ago
$1,090
Roundtrip
found 2 hours ago
Select Turkish Airlines flight, departing Tue, Sep 29 from Los Angeles to Cape Town, returning Fri, Oct 9, priced at $1,090 found 2 hours ago
Sun, Nov 1 - Thu, Nov 12
DEN
Denver
CPT
Cape Town
$1,161 Roundtrip, found 7 hours ago
$1,161
Roundtrip
found 7 hours ago
Select Turkish Airlines flight, departing Sun, Nov 1 from Denver to Cape Town, returning Thu, Nov 12, priced at $1,161 found 7 hours ago
Fri, Sep 4 - Sun, Sep 13
BOS
Boston
CPT
Cape Town
$1,167 Roundtrip, found 1 day ago
$1,167
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Sep 4 from Boston to Cape Town, returning Sun, Sep 13, priced at $1,167 found 1 day ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JNBCape TownJuly 17 to July 19$278
FCOCape TownJuly 19 to August 5$1,206
LHRCape TownJuly 19 to July 23$1,399
LHRCape TownJuly 19 to July 23$1,399
JFKCape TownJuly 19 to August 2$1,586
JFKCape TownJuly 19 to August 2$1,586
AMSCape TownJuly 17 to July 20$1,753
LAXCape TownJuly 18 to July 30$2,336
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Our Top Theewaterskloof Apartment Hotels

Endless Vineyards at Wildekrans Wine Estate

Endless Vineyards at Wildekrans Wine Estate

3.5 out of 5
Wildekrans Wine Estate, R43 Bot River Western Cape
$100 nightly
The price is $115 total per night from Aug 9 to Aug 10
$115 total
Aug 9 - Aug 10
Total with taxes and fees
Stay at this cottage in Bot River. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Community Library and Lebanon Nature Reserve are located ...
8.8/10 Excellent! (13 reviews)
"Pre-check in comms and answering cell number after arrival were very poorly handled. Would have been better to be able to chat to someone to get the details from a human than just a board at reception when we arrived."

Reviewed on Jan 30, 2026

Opens in a new windowEndless Vineyards at Wildekrans Wine Estate
Lekkerdroom Farm

Lekkerdroom Farm

2.5 out of 5
Plot 79 Caledon Western Cape
Stay at this cottage in Caledon. Enjoy free parking, an airport shuttle (surcharge), and a garden. Popular attractions Phillipskop Mountain Reserve and Rivendell ...
10/10 Exceptional! (1 review)
Quiet time on a farm. Beautiful environment .
"We had a beautiful stay and this picturesque farm. We thoroughly enjoyed watching the zebra, buck and camels. Our nine month old puppy had a blast. The owner and his wife were extremely friendly and made us feel at home."

Reviewed on Jun 5, 2017

Get rates
Opens in a new windowLekkerdroom Farm
Riverstone House

Riverstone House

4 out of 5
9 Buitekant Street Greyton Western Cape
Stay at this vacation home in Greyton. Enjoy private plunge pools, a garden, and a picnic area. Popular attractions Greyton Saturday morning Market and Greyton ...
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Opens in a new windowRiverstone House
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Swaynekloof Farm

Swaynekloof Farm

3 out of 5
Van Der Stel Pass Road Bot River Western Cape
Book a stay at this family-friendly cottage in Bot River. Enjoy free parking, 2 outdoor pools, and a garden. Popular attractions Community Library and Gabrielskloof ...
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Opens in a new windowSwaynekloof Farm
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Score Epic Theewaterskloof Accommodation Deals

The Caledon Hotel & Spa

The Caledon Hotel & Spa

3 out of 5
1 Nerina Avenue Caledon Western Cape
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $126 total per night from Jul 16 to Jul 17
$126 total
Jul 16 - Jul 17
Total with taxes and fees
Book a stay at this spa hotel in Caledon. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions The Caledon Casino and SA Forest Adventures ...
Opens in a new windowThe Caledon Hotel & Spa
The Spier Hotel

The Spier Hotel

4 out of 5
R310 Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
$340 nightly
The price is $391 total per night from Jul 17 to Jul 18
$391 total
Jul 17 - Jul 18
Total with taxes and fees
Book a stay at this spa hotel in Stellenbosch. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (580 reviews)
"I loved this wine farm ! I found it online and booked and the only thing I regretted was our stay was only two nights ! I will definitely stay here again if I return to stellenbosch !"

Reviewed on Apr 13, 2026

Opens in a new windowThe Spier Hotel
Esplanade Hermanus

Esplanade Hermanus

63 Marine Dr Hermanus Western Cape
$151 nightly
The price is $151 total per night from Jul 15 to Jul 16
$151 total
Jul 15 - Jul 16
Total with taxes and fees
Stay at this hotel in Hermanus. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (106 reviews)
"Stayed in a 1BR 1BA recently remodeled room with kitchen, stove, oven, refrigerator, and dishwasher, and washer/dryer. Sea view room with balcony was great place to enjoy morning coffee while watching the bay. Did see whales. Secure parking garage with CCTV, motion activated lights, and security ..."

Reviewed on Jun 26, 2026

Opens in a new windowEsplanade Hermanus
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Asara Wine Estate & Hotel

Asara Wine Estate & Hotel

5 out of 5
Polkadraai Road, Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $179 total per night from Aug 7 to Aug 8
$179 total
Aug 7 - Aug 8
Total with taxes and fees
Book a stay at this luxury hotel in Stellenbosch. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. ...
Opens in a new windowAsara Wine Estate & Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Theewaterskloof

Endless Vineyards at Wildekrans Wine Estate

Endless Vineyards at Wildekrans Wine Estate

3.5 out of 5
Wildekrans Wine Estate, R43 Bot River Western Cape
$100 nightly
The price is $115 total per night from Aug 9 to Aug 10
$115 total
Aug 9 - Aug 10
Total with taxes and fees
Stay at this cottage in Bot River. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Community Library and Lebanon Nature Reserve are located ...
8.8/10 Excellent! (13 reviews)
"Pre-check in comms and answering cell number after arrival were very poorly handled. Would have been better to be able to chat to someone to get the details from a human than just a board at reception when we arrived."

Reviewed on Jan 30, 2026

Opens in a new windowEndless Vineyards at Wildekrans Wine Estate
Lekkerdroom Farm

Lekkerdroom Farm

2.5 out of 5
Plot 79 Caledon Western Cape
Stay at this cottage in Caledon. Enjoy free parking, an airport shuttle (surcharge), and a garden. Popular attractions Phillipskop Mountain Reserve and Rivendell ...
10/10 Exceptional! (1 review)
Quiet time on a farm. Beautiful environment .
"We had a beautiful stay and this picturesque farm. We thoroughly enjoyed watching the zebra, buck and camels. Our nine month old puppy had a blast. The owner and his wife were extremely friendly and made us feel at home."

Reviewed on Jun 5, 2017

Get rates
Opens in a new windowLekkerdroom Farm
Old Mac Daddy - Campground
Great for families

Old Mac Daddy - Campground

2 out of 5
Elgin Valley Grabouw Western Cape
Book a stay at this beach holiday park in Grabouw. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ross Gower Wines and Lebanon Nature ...
8/10 Very Good! (1 review)

Families like: Outdoor pool, playground, babysitting, on the beach

Very novel in great location
"Opposite of trailer trash! This is trailer glam. All finishes are high quality backed by good design effort in individual units, siting and the central Scandinavian style barn building. Great venue for mountain biking weekends and fireplaces will make this a nice winter setting too."

Reviewed on Mar 15, 2014

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Opens in a new windowOld Mac Daddy - Campground
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Swaynekloof Farm
Great for families

Swaynekloof Farm

3 out of 5
Van Der Stel Pass Road Bot River Western Cape
Book a stay at this family-friendly cottage in Bot River. Enjoy free parking, 2 outdoor pools, and a garden. Popular attractions Community Library and Gabrielskloof ...

Families like: Outdoor pools, lazy river, kitchen, playground

Get rates
Opens in a new windowSwaynekloof Farm
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Theewaterskloof?
Book a fare with one of the 21 airlines that operate services to Cape Town Intl. Airport (CPT) and come prepared for new adventures. This popular airport is a main gateway for exploring Theewaterskloof. When you're ready to cross off this region, these trusted carriers will get you there:

  • Airlink - 93 flights to Theewaterskloof per month
  • Qatar Airways - 17 flights to Theewaterskloof per month
  • British Airways - 17 flights to Theewaterskloof per month

How much is a flight to Theewaterskloof?
Travelers from near and far snapped up round-trip flight deals ranging from $117 to $2,336 this week to Theewaterskloof. Flying in from Johannesburg (JNB)? The cheapest one-way tickets were $59.
How to book the cheapest flight to Theewaterskloof?
Landing cheap flights to Theewaterskloof is as easy as booking your ticket with Orbitz. But if you want to make sure you're nabbing the best flight deals around, here are a few tips to keep your wallet happy:

  • Depending on your place of departure, click on the 'Nearby airports' function (located under the departure and arrival form fields). In some instances, other departure points offer cheaper airfares.
  • If you're flexible with when you fly out, click on the 'Show flexible dates' option. It'll show the flight deals for the days before and after your selected departure. Fares often vary depending on the day of the week.
  • Hit 'Show options' to refine your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • If you've sorted your travel dates, lock in your flight. Prices normally increase as the departure date nears.
  • Combine your flights, hotels and car rentals into a package deal and unlock great discounts. Save your hard-earned money for things you're really excited about, like exploring every corner of Theewaterskloof.
  • Don't fly during the busy season if you can. By steering clear of summer, school vacations and other popular dates, you can save big on your airfare.

What is the best time to book a flight to Theewaterskloof?
Generally speaking, January is the best time to purchase your airfare. This is followed by February and August. Keep this in mind while you browse for a cheap flight to Theewaterskloof.
What day of the week is the cheapest to book a flight to Theewaterskloof?
To score a great flight deal, make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days of the week to purchase seats to Theewaterskloof.
What is the cheapest day of the week to fly to Theewaterskloof?
If you're looking for cheap flights to Theewaterskloof, depart early in the week. Orbitz data from 2020 shows Monday is the most affordable day to fly out, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your wallet a favor.
What is the cheapest month to fly to Theewaterskloof?
To book cheap flights to Theewaterskloof, you should fly out in August. If getting a good deal on your plane ticket is your main priority, Orbitz data shows that this is generally an excellent month to jet off. June is when airfares are the least affordable.
Which airlines allow free cancellation?
Orbitz makes it easy to find airlines that offer flexibility. Simply choose "Filter by flexible change policies" when searching for your Theewaterskloof flights and bingo! We'll show you options that include free cancellation within 24 hours of booking, no change fees and of course, the best price.
What do I need for the flight to Theewaterskloof?
It's always smart to be prepared for anything when traveling. Keep in mind the following pointers for a smooth, stress-free flight:

  • In all cases you'll need identification. How much? This depends on where you're traveling to and from. When booking your flight, you are encouraged to use the same name, gender and birth date as indicated on your government-issued ID.
  • Pack some extra entertainment for your long trip to Theewaterskloof. If you're tired of watching movies, give your eyes a much-needed rest from all that screen time and read a book.
  • Cabin temperatures are often cold enough to give you goose pimples. Carry a hoodie even if you're vacationing during the peak of Theewaterskloof summer.

How do I get cheap first-class/business deals to Theewaterskloof?
If you think a business or first-class fare is beyond your reach, think again. Here are some practical tips to help you score a premium flight to Theewaterskloof for less:

  • Be flexible with your travel dates and hold out for big sales on first or business-class airfares.
  • Low-cost airlines offer first or business-class seating at a fraction of the usual cost. Skip the full-service carriers and go with one of these cheaper options.
  • Bid for an upgrade in online auctions (if available) or upgrade your ticket with points earned through loyalty programs.

What is the best time to go to Theewaterskloof?
Theewaterskloof is a wonderful place to explore at any time, but September, November and December are the most popular months. If you enjoy a warmer climate, visit after December 1. This marks the start of summer when average temperatures fluctuate from 60 ºF to 75 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.