To Cape Town

Cheap Flights from Chicago to Cape Town

Browse current best options from Chicago. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Chicago

RatePunk searches hundreds of travel sites at once for deals on flights to Cape Town

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Chicago to Cape Town

Explore current cheapest deals departing from Chicago to Cape Town

Round trip

Sort by: Cheapest

November 17 - November 24

Cheapest

Best

ORD - Cape Town

$1,289

$1,128

Round trip

November 12 - November 20

Best

Earliest

ORD - Cape Town

$1,288

$1,134

Round trip

November 12 - November 26

Best

Earliest

ORD - Cape Town

$1,309

$1,135

Round trip

November 24 - December 2

Best

ORD - Cape Town

$1,301

$1,136

Round trip

November 24 - December 15

Best

ORD - Cape Town

$1,308

$1,137

Round trip

November 12 - November 18

Earliest

ORD - Cape Town

$1,290

$1,162

Round trip

November 26 - November 30

ORD - Cape Town

$1,321

$1,176

Round trip

November 12 - November 21

Earliest

ORD - Cape Town

$1,292

$1,191

Round trip

November 14 - November 21

ORD - Cape Town

$1,289

$1,229

Round trip

November 18 - November 27

ORD - Cape Town

$1,292

$1,231

Round trip

Unlock all 500+ flight deals to Cape Town and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from Chicago to Cape Town

For travelers looking for cheap flights from Chicago to Cape Town, December stands out as the most affordable month, with a median fare of just $711. Following closely, September offers a median fare of $750, while February presents another good option with a median of $963. These months provide the best opportunities for more budget-friendly travel.

Fares for flights from Chicago to Cape Town typically range from $1276–$2447, with a median of $1559. Right now, current fares are above the typical level for this route. Currently, 0% of recent fares are classified as a good price, indicating that finding a significant discount may require careful timing. New deals show up several times a week, so setting up a price alert could be beneficial for tracking fare changes.

Most itineraries for flights from Chicago to Cape Town connect at least once. In fact, 0% of recent fares are non-stop, meaning you should expect to make connections. For connecting itineraries, the typical number of stopovers is 2, which is important to consider when planning your journey.

A typical journey from Chicago to Cape Town, including connections, takes approximately 34h 20m. This duration reflects the need for at least two stopovers on most routes, given the lack of direct flights. Travelers should account for this extended travel time when making their plans.

The distance between Chicago and Cape Town is approximately 13709 kilometers, classifying this as a long-haul international route. This significant distance contributes to the extended flight times and the necessity for connecting flights.

How much is a round trip from Chicago to Cape Town

Regular price: $1,180 - $1,726

Prices are currently below the regular range.

The regular price range for flights from Chicago to Cape Town is $1180 to $1726. The current lowest deal is $1128 with Turkish Airlines, for travel from Nov 17-Nov 24.

now $1,128

Low $1,180

High $1,726

The cheapest time to fly from Chicago to Cape Town

The cheapest month to fly from Chicago to Cape Town is December, with a median price of $711. The most expensive month is July, with a median price of $1995. Prices are generally lower from February to December.

December

Cheapest

Flights from $711

July

Most Expensive

Flights from $1,995

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Cape Town

Turkish Airlines

JetBlue Airways

Kenya Airways

Ethiopian Airlines

Last-minute flights going from Chicago to Cape Town

Wed, Jun 17

⌛ Last-Minute

ORD - Cape Town

Chicago (ORD) - Cape Town (CPT)

Qatar Airways

$1,393

$1,990

One-way

Sat, Jun 20

⌛ Last-Minute

ORD - Cape Town

Chicago (ORD) - Cape Town (CPT)

Ethiopian Airlines

$1,393

$1,624

One-way

Sun, Jun 21

⌛ Last-Minute

ORD - Cape Town

Chicago (ORD) - Cape Town (CPT)

Ethiopian Airlines

$1,393

$1,382

One-way

Wed, Jul 1

⌛ Last-Minute

ORD - Cape Town

Chicago (ORD) - Cape Town (CPT)

Turkish Airlines

$1,278

$1,797

One-way

Fri, Jul 3

⌛ Last-Minute

ORD - Cape Town

Chicago (ORD) - Cape Town (CPT)

Turkish Airlines

$1,256

$1,728

One-way

Sun, Jul 5

⌛ Last-Minute

ORD - Cape Town

Chicago (ORD) - Cape Town (CPT)

Ethiopian Airlines

$1,271

$1,540

One-way

Biggest price drops on these dates for flights from Chicago to Cape Town

6 nights

Dec 2 - Dec 8

$1,554 → $1,258

19%

7 nights

Dec 1 - Dec 8

$1,563 → $1,341

14%

7 nights

Dec 2 - Dec 9

$1,554 → $1,379

11%

14 nights

Nov 12 - Nov 26

$1,309 → $1,135

13%

Popular Airports to fly from Chicago to Cape Town

Chicago - Cape Town route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for Chicago to Cape Town are above the typical level, with a median price of $1559.

📅 Best time to fly

December is historically cheapest at $711

Historically, December is the cheapest month to fly from Chicago to Cape Town, with a median price of $711.

⏱️ Flight duration

Flights are typically 34h 20m with 2+ stops

Flights from Chicago to Cape Town typically take 34h 20m, with a median of 2 stopovers.

✈️ Airlines & availability

Connecting flights are dominant for this route

This route is dominated by connecting flights; direct flights are not available from Chicago to Cape Town.

🏆 Airline highlight

Turkish Airlines offers deals on this route

Turkish Airlines has historically offered 36 deals for flights from Chicago to Cape Town.

🎯 Booking tip

Deals appear regularly for this route

Deals for flights from Chicago to Cape Town appear regularly, about 0.27 deals per day.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International offers flights to Cape Town, with prices from $1128, making it a good value option.

📍 ~25 km from Chicago city center (reachable by car or train)

💸 Flights from ~$1128

Chicago Midway International (MDW)

Chicago Midway International provides another option for flights to Cape Town, with prices from $1462.

📍 ~15 km from Chicago city center (reachable by car or train)

💸 Flights from ~$1462

Chicago Rockford International (RFD)

Chicago Rockford International offers flights to Cape Town, with prices from $1906.

📍 ~120 km from Chicago city center (reachable by car)

💸 Flights from ~$1906

Cape Town main airports to arrive at

Cape Town International (CPT)

Cheapest

Cape Town International Airport is the primary gateway for flights from Chicago to Cape Town.

📍 ~20 km from Cape Town (reachable by car)

💸 Flights from ~$1128

Airports nearby Cape Town used as alternative

Cape Town International (CPT)

Cheapest

Cape Town International is the primary airport for the city, offering extensive flight networks.

📍 ~18 km from destination city (reachable by car)

💸 Flights from ~$1128

George (GRJ)

George Airport is a regional alternative, suitable if direct flights to CPT are unavailable.

📍 ~365 km from destination city (reachable by car)

💸 Flights from ~$1449

Port Elizabeth (PLZ)

Port Elizabeth is a major regional hub, but very distant from Cape Town.

📍 ~660 km from destination city (reachable by car)

💸 Flights from ~$1465

Upington (UTN)

Upington is a remote regional option with limited flights, primarily for Northern Cape access.

📍 ~690 km from destination city (reachable by car)

💸 Flights from ~$1676

Business & First Class Flight Deals to Cape Town

Discover luxury on the budget with premium cabin class on flights from Chicago to Cape Town.

Elite

Best Elite deals to Cape Town

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From ORD

Elite

Dec 02

Cape Town, South Africa

83% AI deal score

$7,567

$6,273

Save $1,294

From ORD

Elite

Jun 25

Cape Town, South Africa

83% AI deal score

$7,314

$6,383

Save $931

From ORD

Elite

Dec 07

Cape Town, South Africa

83% AI deal score

$7,467

$6,391

Save $1,076

From ORD

Elite

Dec 09

Cape Town, South Africa

83% AI deal score

$7,440

$6,391

Save $1,049

From ORD

Elite

Dec 10

Cape Town, South Africa

83% AI deal score

$7,440

$6,391

Save $1,049

From ORD

Elite

Nov 28

Cape Town, South Africa

82% AI deal score

$7,129

$6,158

Save $971

From ORD

Elite

Nov 29

Cape Town, South Africa

82% AI deal score

$7,129

$6,158

Save $971

From ORD

Elite

Nov 17

Cape Town, South Africa

82% AI deal score

$7,238

$6,336

Save $902

From ORD

Elite

Nov 17

Cape Town, South Africa

82% AI deal score

$7,274

$6,336

Save $938

From ORD

Elite

Nov 23

Cape Town, South Africa

82% AI deal score

$7,220

$6,336

Save $884

From ORD

Elite

Nov 23

Cape Town, South Africa

82% AI deal score

$7,226

$6,336

Save $890

From ORD

Elite

Nov 23

Cape Town, South Africa

82% AI deal score

$7,202

$6,336

Save $866

From ORD

Elite

Nov 17

Cape Town, South Africa

82% AI deal score

$7,274

$6,336

Save $938

From ORD

Elite

Nov 16

Cape Town, South Africa

82% AI deal score

$7,258

$6,339

Save $919

From ORD

Elite

Nov 16

Cape Town, South Africa

82% AI deal score

$7,274

$6,339

Save $935

From ORD

Elite

Nov 16

Cape Town, South Africa

82% AI deal score

$7,274

$6,339

Save $935

From ORD

Elite

Nov 24

Cape Town, South Africa

82% AI deal score

$7,257

$6,354

Save $903

From ORD

Elite

Nov 24

Cape Town, South Africa

82% AI deal score

$7,228

$6,354

Save $874

From ORD

Elite

Nov 24

Cape Town, South Africa

82% AI deal score

$7,229

$6,354

Save $875

From ORD

Elite

Nov 09

Cape Town, South Africa

82% AI deal score

$7,478

$6,361

Save $1,117

From ORD

Elite

Dec 02

Cape Town, South Africa

82% AI deal score

$7,445

$6,361

Save $1,084

From ORD

Elite

Dec 02

Cape Town, South Africa

82% AI deal score

$7,467

$6,361

Save $1,106

From ORD

Elite

Dec 02

Cape Town, South Africa

82% AI deal score

$7,458

$6,391

Save $1,067

From ORD

Elite

Nov 25

Cape Town, South Africa

81% AI deal score

$7,184

$6,270

Save $914

From ORD

Elite

Nov 25

Cape Town, South Africa

81% AI deal score

$7,144

$6,270

Save $874

From ORD

Elite

Nov 25

Cape Town, South Africa

81% AI deal score

$7,174

$6,270

Save $904

From ORD

Elite

Nov 09

Cape Town, South Africa

81% AI deal score

$7,315

$6,361

Save $954

From ORD

Elite

Nov 02

Cape Town, South Africa

81% AI deal score

$7,329

$6,361

Save $968

From MDW

Elite

Oct 13

Cape Town, South Africa

80% AI deal score

$10,893

$8,207

Save $2,686

From ORD

Elite

Jul 07

Cape Town, South Africa

79% AI deal score

$6,502

$6,139

Save $363

From ORD

Elite

Jul 06

Cape Town, South Africa

79% AI deal score

$6,498

$6,139

Save $359

From ORD

Elite

Jul 15

Cape Town, South Africa

79% AI deal score

$6,505

$6,158

Save $347

From ORD

Elite

Jul 30

Cape Town, South Africa

79% AI deal score

$6,496

$6,158

Save $338

From ORD

Elite

Jul 13

Cape Town, South Africa

79% AI deal score

$6,513

$6,158

Save $355

From ORD

Elite

Jul 27

Cape Town, South Africa

79% AI deal score

$6,505

$6,158

Save $347

From ORD

Elite

Jul 08

Cape Town, South Africa

78% AI deal score

$6,344

$6,139

Save $205

From ORD

Elite

Jul 27

Cape Town, South Africa

78% AI deal score

$6,308

$6,139

Save $169

From ORD

Elite

Jul 30

Cape Town, South Africa

78% AI deal score

$6,305

$6,158

Save $147

From ORD

Elite

Jul 29

Cape Town, South Africa

78% AI deal score

$6,305

$6,158

Save $147

From ORD

Elite

Aug 02

Cape Town, South Africa

78% AI deal score

$6,377

$6,158

Save $219

From ORD

Elite

Jul 29

Cape Town, South Africa

78% AI deal score

$6,299

$6,158

Save $141

From ORD

Elite

Jul 27

Cape Town, South Africa

78% AI deal score

$6,314

$6,158

Save $156

From ORD

Elite

Jul 30

Cape Town, South Africa

78% AI deal score

$6,299

$6,158

Save $141

From ORD

Elite

Jul 02

Cape Town, South Africa

78% AI deal score

$6,535

$6,389

Save $146

From ORD

Elite

Jul 03

Cape Town, South Africa

78% AI deal score

$6,523

$6,389

Save $134

From ORD

Elite

Jul 01

Cape Town, South Africa

78% AI deal score

$6,573

$6,389

Save $184

From ORD

Elite

Aug 12

Cape Town, South Africa

77% AI deal score

$6,240

$6,158

Save $82

From ORD

Elite

Jul 30

Cape Town, South Africa

77% AI deal score

$6,256

$6,158

Save $98

From ORD

Elite

Jul 05

Cape Town, South Africa

77% AI deal score

$6,387

From ORD

Elite

Jul 05

Cape Town, South Africa

77% AI deal score

$6,502

$6,388

Save $114

From ORD

Elite

Jul 21

Cape Town, South Africa

77% AI deal score

$6,505

$6,391

Save $114

From ORD

Elite

Jul 23

Cape Town, South Africa

77% AI deal score

$6,505

$6,391

Save $114

From ORD

Elite

Jul 26

Cape Town, South Africa

77% AI deal score

$6,505

$6,391

Save $114

From ORD

Elite

Jul 26

Cape Town, South Africa

77% AI deal score

$6,391

From ORD

Elite

Oct 27

Cape Town, South Africa

77% AI deal score

$3,057

$3,030

Save $27

From ORD

Elite

Oct 27

Cape Town, South Africa

77% AI deal score

$3,136

From ORD

Elite

Nov 02

Cape Town, South Africa

77% AI deal score

$3,180

From ORD

Elite

Aug 26

Cape Town, South Africa

76% AI deal score

$6,358

From ORD

Elite

Nov 15

Cape Town, South Africa

76% AI deal score

$7,545

From ORD

Elite

Nov 10

Cape Town, South Africa

76% AI deal score

$3,330

From ORD

Elite

Aug 06

Cape Town, South Africa

76% AI deal score

$3,330

From ORD

Elite

Aug 28

Cape Town, South Africa

76% AI deal score

$3,330

From ORD

Elite

Aug 02

Cape Town, South Africa

76% AI deal score

$3,330

From ORD

Elite

Nov 09

Cape Town, South Africa

76% AI deal score

$3,330

From ORD

Elite

Nov 17

Cape Town, South Africa

76% AI deal score

$3,542

From ORD

Elite

Dec 07

Cape Town, South Africa

76% AI deal score

$3,660

From ORD

Elite

Nov 12

Cape Town, South Africa

76% AI deal score

$3,779

From ORD

Elite

Sep 16

Cape Town, South Africa

76% AI deal score

$3,787

From ORD

Elite

Aug 19

Cape Town, South Africa

75% AI deal score

$6,391

From ORD

Elite

Aug 20

Cape Town, South Africa

75% AI deal score

$6,391

From ORD

Elite

Aug 30

Cape Town, South Africa

75% AI deal score

$3,612

From ORD

Elite

Jul 05

Cape Town, South Africa

75% AI deal score

$3,631

From ORD

Elite

Jul 07

Cape Town, South Africa

75% AI deal score

$3,680

From ORD

Elite

Jul 07

Cape Town, South Africa

75% AI deal score

$3,680

From ORD

Elite

Jul 02

Cape Town, South Africa

75% AI deal score

$3,680

From ORD

Elite

Aug 22

Cape Town, South Africa

75% AI deal score

$3,779

From ORD

Elite

Aug 08

Cape Town, South Africa

75% AI deal score

$3,779

From ORD

Elite

Nov 24

Cape Town, South Africa

75% AI deal score

$3,815

From ORD

Elite

Aug 14

Cape Town, South Africa

75% AI deal score

$3,834

From ORD

Elite

Sep 02

Cape Town, South Africa

75% AI deal score

$3,834

From ORD

Elite

Oct 07

Cape Town, South Africa

75% AI deal score

$3,913

From ORD

Elite

Sep 30

Cape Town, South Africa

75% AI deal score

$3,939

From ORD

Elite

Oct 07

Cape Town, South Africa

75% AI deal score

$3,955

From ORD

Elite

Dec 02

Cape Town, South Africa

75% AI deal score

$4,039

From ORD

Elite

Aug 26

Cape Town, South Africa

74% AI deal score

$6,358

From ORD

Elite

Aug 09

Cape Town, South Africa

74% AI deal score

$6,391

From ORD

Elite

Aug 03

Cape Town, South Africa

74% AI deal score

$6,391

From ORD

Elite

Aug 04

Cape Town, South Africa

74% AI deal score

$6,391

From ORD

Elite

Sep 30

Cape Town, South Africa

74% AI deal score

$3,899

From ORD

Elite

Sep 27

Cape Town, South Africa

74% AI deal score

$3,913

From ORD

Elite

Sep 30

Cape Town, South Africa

74% AI deal score

$3,940

From ORD

Elite

Sep 27

Cape Town, South Africa

74% AI deal score

$3,953

From ORD

Elite

Sep 27

Cape Town, South Africa

74% AI deal score

$3,955

From ORD

Elite

Jul 03

Cape Town, South Africa

74% AI deal score

$4,019

From ORD

Elite

Jul 21

Cape Town, South Africa

74% AI deal score

$4,045

From ORD

Elite

Jul 17

Cape Town, South Africa

74% AI deal score

$4,094

From ORD

Elite

Sep 20

Cape Town, South Africa

74% AI deal score

$4,220

From ORD

Elite

Sep 20

Cape Town, South Africa

74% AI deal score

$4,220

From ORD

Elite

Sep 23

Cape Town, South Africa

74% AI deal score

$4,220

From ORD

Elite

Sep 22

Cape Town, South Africa

74% AI deal score

$4,220

Frequently Asked Questions About Flights to Cape Town

To find more affordable flights, consider being flexible with your travel dates and times. Comparing prices across different airlines and booking sites can often reveal better deals. Setting up price alerts may also help you catch drops in fares.

Booking flights in advance, often several months out, can sometimes result in lower prices. However, prices can fluctuate, so monitoring trends may be beneficial. There isn't a single best time, as deals can appear unexpectedly.

Comparing nearby airports can sometimes offer more flight options or different pricing. While it may require additional travel to and from the airport, it could potentially lead to savings. Always factor in the total cost and convenience.

Related routes

Consider alternative routes from Chicago

Flights from Chicago to Abu Dhabi Flights from Chicago to Accra Flights from Chicago to Addis Ababa Flights from Chicago to Adelaide Flights from Chicago to Ahmedabad Flights from Chicago to Albuquerque Flights from Chicago to Amman Flights from Chicago to Amsterdam Flights from Chicago to Athens Flights from Chicago to Atlanta Flights from Chicago to Austin Flights from Chicago to Baghdad