CPT - CHI

R9 995 Find Cheap Flights from Cape Town to Chicago – Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest return flight
R15 798
Typical prices: R16 246-R20 437
Turkish Airlines
Fri 23/11Tue 27/11
CPT - ORD • 1 stop
Cheapest one-way flight
R9 995
Typical prices: R10 082-R19 215
Qatar Airways
Sun 29/4
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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Top routes
CPT - ORD
Cheapest • 1% average savings
CPT - MDW
Most popular
Insights
Insights
When to book
16 weeks
in advance
Our data shows that travellers who book at least 16 weeks in advance save around 23% 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 689 (return)
Washington, D.C. Dulles Intl (IAD)
Shortest trip • 20h 30m (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

Mon, Nov 23 - Fri, Nov 27
Turkish Airlines Logo
17:15 - 10:00CPT  Cape Town Intl-ORD Chicago O'Hare Intl
24h 45m1 stop Istanbul
Turkish Airlines Logo
11:45 - 23:00ORD  Chicago O'Hare Intl-CPT Cape Town Intl
27h 15m1 stop Istanbul
R15 798Turkish Airlines
3+ days ago
Fri, Dec 25 - Fri, Jan 1
United Airlines Logo
20:50 - 9:40CPT  Cape Town Intl-ORD Chicago O'Hare Intl
20h 50m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
21:47 - 16:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
34h 23m2 stops Newark Washington, D.C. Dulles Intl
R16 949United Airlines
23 hours ago
Fri, Dec 25 - Fri, Jan 1
United Airlines Logo
20:50 - 14:30CPT  Cape Town Intl-ORD Chicago O'Hare Intl
25h 40m2 stops Washington, D.C. Dulles Intl Newark
United Airlines Logo
21:47 - 16:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
34h 23m2 stops Newark Washington, D.C. Dulles Intl
R16 949United Airlines
23 hours ago
Fri, Dec 25 - Fri, Jan 1
United Airlines Logo
20:50 - 11:32CPT  Cape Town Intl-ORD Chicago O'Hare Intl
22h 42m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
18:10 - 16:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
38h 00m1 stop Washington, D.C. Dulles Intl
R16 949United Airlines
23 hours ago
Wed, Dec 23 - Wed, Dec 30
Virgin Atlantic Logo
21:00 - 23:07CPT  Cape Town Intl-ORD Chicago O'Hare Intl
34h 07m2 stops London Heathrow Atlanta Hartsfield-Jackson
Virgin Atlantic Logo
15:56 - 18:35ORD  Chicago O'Hare Intl-CPT Cape Town Intl
18h 39m1 stop Atlanta Hartsfield-Jackson
R16 998Virgin Atlantic
2 days ago
Thu, Feb 11 - Mon, Feb 15
JetBlue Logo
12:35 - 14:30CPT  Cape Town Intl-ORD Chicago O'Hare Intl
33h 55m1 stop Doha Hamad Intl
JetBlue Logo
18:50 - 10:30ORD  Chicago O'Hare Intl-CPT Cape Town Intl
31h 40m1 stop Doha Hamad Intl
R17 376JetBlue
3+ days ago
Fri, Dec 25 - Fri, Jan 1
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
R19 612Ethiopian Air
1 day ago
Mon, Nov 23 - Fri, Nov 27
Qatar Airways Logo
14:00 - 14:30CPT  Cape Town Intl-ORD Chicago O'Hare Intl
32h 30m2 stops Johannesburg OR Tambo Doha Hamad Intl
Qatar Airways Logo
15:09 - 10:30ORD  Chicago O'Hare Intl-CPT Cape Town Intl
35h 21m2 stops Atlanta Hartsfield-Jackson Doha Hamad Intl
R25 760Qatar Airways
3+ days ago
Mon, Dec 21 - Mon, Dec 28
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 - 18:55ORD  Chicago O'Hare Intl-CPT Cape Town Intl
25h 10m2 stops Addis Ababa Bole Johannesburg OR Tambo
R29 196Ethiopian Air
3+ days ago
Wed, Dec 9 - Tue, Dec 29
Ethiopian Air Logo
9:00 - 7:40CPT  Cape Town Intl-ORD Chicago O'Hare Intl
30h 40m3 stops Johannesburg OR Tambo Addis Ababa Bole Rome Fiumicino
Ethiopian Air Logo
21:35 - 14:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
56h 35m3 stops Washington, D.C. Dulles Intl Lome Addis Ababa Bole
R47 591Ethiopian Air
1 day 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 246 to R20 437. The lowest price found in the past 5 days was R15 798 on Turkish Airlines.

What is the cheapest Cape Town to Chicago flight route?

There's little price difference between Cape Town to Chicago routes. They average around R17 953 return, 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 Wednesday is the most expensive, with prices 4% 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 469 return.
•April (R21 601) and March (R21 256) 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 16 weeks before departure. Booking in this window typically costs about 23% 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

R9 995
Beat the crowds with an average 45% drop in travellers.
The most popular month to fly with an average 57% 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 246 to R20 437, with an average of R17 810 over the past 12 months. Anything below R16 246 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 17% above the R17 810 route average. Book 16 weeks before departure for the lowest fares.

  • 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 R18 206, which is 37% 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 averaging R1 037:

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

    Near Chicago Midway Airport (MDW) – daily rates averaging R1 406:

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

    Near Chicago Greater Rockford Airport (RFD) – daily rates averaging R1 339:

    • 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) – 24% of one-stop connections
    • Doha Hamad Intl (DOH) – 20% of one-stop connections
    • Istanbul (IST) – 17% of one-stop connections
    • Washington, D.C. Dulles Intl (IAD) – 14% 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 13% on flights from Cape Town to Chicago. Monday is the cheapest departure day at R16 324 return on average, while Wednesday is the most expensive at R18 642, a difference of R2 318.

    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 20h 30m, compared to 21h 10m via Newark (EWR) and 22h 41m via Amsterdam Schiphol (AMS).

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

    Chicago is 8 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 Wednesday. On this route, Monday flights average R16 324, which is about R2 318 less than Wednesday fares (12% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 16 weeks before you fly. On this route, that window historically saves about 23% 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 469 return in that month – typically R6 132 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