CPT - CHI

R8 544 Find Cheap Flights from Cape Town to Chicago – Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest return flight
R15 525
Typical prices: R16 437-R20 968
Virgin Atlantic
Tue 6/11Fri 2/2
CPT - ORD • 1 stop
Cheapest one-way flight
R8 544
Typical prices: R10 101-R19 281
Turkish Airlines
Sat 24/11
CPT - ORD • 1 stop
Direct flights
Not available
There are currently no direct flights between Cape Town and Chicago. You'll need to take a connecting flight to reach the destination.
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Insights
Top routes
CPT - ORD
Cheapest • 25% average savings
CPT - MDW
Most popular
Insights
Insights
When to book
12 weeks
in advance
Our data shows that travellers who book at least 12 weeks in advance save around 25% compared to booking last minute.
Insights
Insights
When to travel
January
Cheapest • 13% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top stopover airports
Paris Charles de Gaulle (CDG)
Cheapest • Avg R16 875 (return)
Washington, D.C. Dulles Intl (IAD)
Shortest trip • 21h 10m (one-way)
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Insights
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We hope you enjoy your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Cape Town to Chicago

Fri, Nov 6 - Tue, Feb 2
Virgin Atlantic Logo
20:50 - 23:57CPT  Cape Town Intl-ORD Chicago O'Hare Intl
35h 07m1 stop Atlanta Hartsfield-Jackson
Virgin Atlantic Logo
17:03 - 10:45ORD  Chicago O'Hare Intl-CPT Cape Town Intl
33h 42m2 stops Atlanta Hartsfield-Jackson London Heathrow
R15 525Virgin Atlantic
1 day ago
Fri, Nov 6 - Tue, Feb 9
Virgin Atlantic Logo
20:50 - 16:58CPT  Cape Town Intl-ORD Chicago O'Hare Intl
28h 08m1 stop Atlanta Hartsfield-Jackson
Virgin Atlantic Logo
18:00 - 12:05ORD  Chicago O'Hare Intl-CPT Cape Town Intl
34h 05m2 stops New York John F Kennedy Intl London Heathrow
R15 525Virgin Atlantic
1 day ago
Fri, Nov 6 - Tue, Feb 2
Turkish Airlines Logo
17:15 - 11:00CPT  Cape Town Intl-ORD Chicago O'Hare Intl
25h 45m1 stop Istanbul
Turkish Airlines Logo
20:15 - 12:05ORD  Chicago O'Hare Intl-CPT Cape Town Intl
31h 50m1 stop Istanbul
R16 140Turkish Airlines
1 day ago
Wed, Feb 3 - Wed, Feb 24
United Airlines Logo
20:50 - 18:38CPT  Cape Town Intl-ORD Chicago O'Hare Intl
29h 48m1 stop Newark
United Airlines Logo
7:10 - 18:00ORD  Chicago O'Hare Intl-CPT Cape Town Intl
26h 50m1 stop Newark
R16 988United Airlines
1 day ago
Wed, Feb 3 - Wed, Feb 24
United Airlines Logo
20:50 - 14:24CPT  Cape Town Intl-ORD Chicago O'Hare Intl
25h 34m2 stops Newark Washington, D.C. Dulles Intl
United Airlines Logo
15:35 - 18:00ORD  Chicago O'Hare Intl-CPT Cape Town Intl
18h 25m1 stop Newark
R16 988United Airlines
1 day ago
Tue, Feb 2 - Fri, Feb 19
KLM Logo
15:20 - 14:25CPT  Cape Town Intl-ORD Chicago O'Hare Intl
31h 05m2 stops Johannesburg OR Tambo Amsterdam Schiphol
KLM Logo
11:10 - 22:40ORD  Chicago O'Hare Intl-CPT Cape Town Intl
27h 30m2 stops Atlanta Hartsfield-Jackson Amsterdam Schiphol
R17 436KLM
3+ days ago
Sun, Jan 31 - Fri, Feb 19
KLM Logo
15:20 - 14:25CPT  Cape Town Intl-ORD Chicago O'Hare Intl
31h 05m2 stops Johannesburg OR Tambo Amsterdam Schiphol
KLM Logo
11:10 - 22:40ORD  Chicago O'Hare Intl-CPT Cape Town Intl
27h 30m2 stops Atlanta Hartsfield-Jackson Amsterdam Schiphol
R17 436KLM
3+ days ago
Sat, Jan 30 - Wed, Feb 17
Ethiopian Air Logo
13:50 - 7:40CPT  Cape Town Intl-ORD Chicago O'Hare Intl
25h 50m2 stops Addis Ababa Bole Rome Fiumicino
Ethiopian Air Logo
9:45 - 13:00ORD  Chicago O'Hare Intl-CPT Cape Town Intl
43h 15m1 stop Addis Ababa Bole
R17 486Ethiopian Air
3+ days ago
Sat, Jan 30 - Mon, Feb 22
Ethiopian Air Logo
13:50 - 7:40CPT  Cape Town Intl-ORD Chicago O'Hare Intl
25h 50m2 stops Addis Ababa Bole Rome Fiumicino
Ethiopian Air Logo
9:45 - 13:00ORD  Chicago O'Hare Intl-CPT Cape Town Intl
43h 15m1 stop Addis Ababa Bole
R17 486Ethiopian Air
3+ days ago
Sat, Dec 26 - Thu, Jan 14
Turkish Airlines Logo
0:55 - 18:20CPT  Cape Town Intl-ORD Chicago O'Hare Intl
25h 25m1 stop Istanbul
Turkish Airlines Logo
20:15 - 23:00ORD  Chicago O'Hare Intl-CPT Cape Town Intl
42h 45m1 stop Istanbul
R19 281Turkish Airlines
3+ days ago
Booking Insights

Price, demand, and travel trends for Cape Town to Chicago flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

How much is a return flight from Cape Town to Chicago?

Return flights from Cape Town to Chicago typically range from R16 437 to R20 968. The lowest price found in the past 5 days was R15 525 on Virgin Atlantic.

What is the cheapest Cape Town to Chicago flight route?

Cape Town (CPT) to Chicago O'Hare Intl Airport (ORD) is the cheapest Cape Town to Chicago route, averaging R17 886 return. Other Cape Town to Chicago routes average R29 513, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Cape Town to Chicago?

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Cape Town to Chicago. It's 9% cheaper than the average day, while Sunday is the most expensive, with prices 8% higher.

What is the cheapest month to fly from Cape Town to Chicago?

•January is the cheapest month to fly from Cape Town to Chicago at R15 641 return.
•April (R21 841) and March (R20 727) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 39% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Cape Town to Chicago the cheapest?

Flights from Cape Town to Chicago are cheapest 12 weeks before departure. Booking in this window typically costs about 25% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Cape Town to Chicago flights

Low season

January

Cheapest flight

R8 544
Beat the crowds with an average 52% drop in travellers.
The most popular month to fly with an average 59% increase in travellers.
One-way flight from Cape Town to Chicago O'Hare Intl Airport

When to book flights from Cape Town to Chicago

Are your dates flexible? Find out the best times to travel from Cape Town to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

Your Cape Town to Chicago flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • Which cabin classes can I book on flights from Cape Town to Chicago?

    Three cabin classes are available on flights from Cape Town to Chicago:

    • Economy class
    • Premium Economy Class
    • Business Class

  • How long is a flight from Cape Town to Chicago?

    A direct flight from Cape Town to Chicago takes 00m, covering 22 007 km.

  • Do I need a passport to fly from Cape Town to Chicago?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Cape Town to Chicago flight?

    Return flights from Cape Town to Chicago range from R16 437 to R20 968, with an average of R17 928 over the past 12 months. Anything below R16 437 counts as a good deal.

  • How expensive are last-minute Cape Town to Chicago flights?

    Last-minute fares on this route (booked within two weeks of departure) run 18% above the R17 928 route average. Book 12 weeks before departure for the lowest fares.

  • Have flight prices from Cape Town to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, return flight prices on this route showed a wide range, from about R15 525 to R77 760. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Cape Town to Chicago looking right now?

    One-way fares from Cape Town to Chicago are currently higher than usual. Average one-way flight prices are about R19 798, which is 57% above the typical average for this route.

  • What car hire options are available in Chicago?

    Since Chicago is served by multiple airports, car hire options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) – daily rates from around R281:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

    Near Chicago Midway Airport (MDW) – daily rates from around R538:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) – daily rates from around R462:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • Which airports can I use when flying from Cape Town to Chicago?

    Flights from Cape Town to Chicago usually depart from Cape Town Intl (CPT) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airports do connecting flights from Cape Town to Chicago pass through?

    One-stop flights from Cape Town to Chicago most commonly connect through:

    • Amsterdam Schiphol (AMS) – 21% of one-stop connections
    • Doha Hamad Intl (DOH) – 20% of one-stop connections
    • Istanbul (IST) – 19% of one-stop connections
    • Washington, D.C. Dulles Intl (IAD) – 17% of one-stop connections

  • Can I save money by using flexible dates for flights from Cape Town to Chicago?

    Yes. Flexible dates can save you up to 16% on flights from Cape Town to Chicago. Monday is the cheapest departure day at R16 422 return on average, while Sunday is the most expensive at R19 431, a difference of R3 009.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different stopover airport from Cape Town to Chicago?

    Flying via Washington, D.C. Dulles Intl (IAD) gives the shortest average 1-stop total travel time of 21h 10m, compared to 21h 10m via Newark (EWR) and 22h 42m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Cape Town and Chicago?

    Chicago is 7 hours behind Cape Town (Central Time vs South Africa Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are McCormick Place, United Center, and Chicago Riverwalk. These are among the most viewed places in Chicago on KAYAK.

Your guide to booking Cape Town to Chicago flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Sunday. On this route, Monday flights average R16 422, which is about R3 009 less than Sunday fares (15% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 12 weeks before you fly. On this route, that window historically saves about 25% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Cape Town to Chicago trip for January. Fares historically average R15 641 return in that month – typically R6 200 less than the most expensive month, which is April (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Midway Inn

More options for your flight from Cape Town to Chicago

Complete your trip to Chicago with a hotel stay or car hire

Car hire in Chicago
Hotels in Chicago