CPT - CHI

R10 652 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 089
Typical prices: R15 430-R19 715
Ethiopian Air
Thu 15/11Thu 22/11
CPT - ORD • 2 stops
Cheapest one-way flight
R10 652
Typical prices: R9 768-R18 509
Qatar Airways
Mon 3/12
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.
Insights
Insights
Top routes
CPT - ORD
Cheapest • 2% average savings
CPT - MDW
Most popular
Insights
Insights
When to book
19 weeks
in advance
Our data shows that travellers who book at least 19 weeks in advance save around 33% compared to booking last minute.
Insights
Insights
When to travel
January
Cheapest • 12% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top stopover airports
Atlanta Hartsfield-Jackson (ATL)
Cheapest • Avg R15 730 (return)
Newark (EWR)
Shortest trip • 20h 36m (one-way)
Insights
Insights
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We hope you enjoy your trip to Chicago!
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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

Sun, Nov 15 - Sun, Nov 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
R15 089Ethiopian Air
Sun, Nov 15 - Wed, Nov 25
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
R15 537Ethiopian Air
Sun, Nov 15 - Sun, Nov 22
Delta Logo
20:50 - 8:41CPT  Cape Town Intl-ORD Chicago O'Hare Intl
19h 51m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 - 18:35ORD  Chicago O'Hare Intl-CPT Cape Town Intl
29h 05m1 stop Atlanta Hartsfield-Jackson
R16 002Delta
Sun, Dec 20 - Mon, Jan 25
Delta Logo
20:50 - 8:52CPT  Cape Town Intl-ORD Chicago O'Hare Intl
20h 02m1 stop Atlanta Hartsfield-Jackson
Delta Logo
15:00 - 18:35ORD  Chicago O'Hare Intl-CPT Cape Town Intl
19h 35m1 stop Atlanta Hartsfield-Jackson
R16 002Delta
Sat, Oct 24 - Sat, Oct 31
United Airlines Logo
19:50 - 10:50CPT  Cape Town Intl-ORD Chicago O'Hare Intl
22h 00m2 stops Newark Washington, D.C. Reagan-National
United Airlines Logo
10:05 - 16:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
23h 05m2 stops New York LaGuardia Washington, D.C. Dulles Intl
R16 226United Airlines
Sat, Oct 24 - Sat, Oct 31
United Airlines Logo
19:50 - 10:48CPT  Cape Town Intl-ORD Chicago O'Hare Intl
21h 58m1 stop Newark
United Airlines Logo
8:00 - 16:10ORD  Chicago O'Hare Intl-CPT Cape Town Intl
25h 10m2 stops New York LaGuardia Washington, D.C. Dulles Intl
R16 226United Airlines
Sat, Nov 14 - Sat, Nov 21
Turkish Airlines Logo
0:55 - 18:20CPT  Cape Town Intl-ORD Chicago O'Hare Intl
25h 25m1 stop Istanbul
Turkish Airlines Logo
11:45 - 12:05ORD  Chicago O'Hare Intl-CPT Cape Town Intl
40h 20m1 stop Istanbul
R18 244Turkish Airlines
Sat, Nov 14 - Thu, Nov 19
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 366Turkish Airlines
Fri, Dec 18 - Tue, Dec 29
KLM Logo
7:30 - 14:25CPT  Cape Town Intl-ORD Chicago O'Hare Intl
38h 55m1 stop Amsterdam Schiphol
KLM Logo
10:02 - 22:40ORD  Chicago O'Hare Intl-CPT Cape Town Intl
28h 38m2 stops Atlanta Hartsfield-Jackson Amsterdam Schiphol
R47 621KLM
Fri, Dec 18 - Tue, Dec 29
KLM Logo
7:30 - 14:25CPT  Cape Town Intl-ORD Chicago O'Hare Intl
38h 55m1 stop Amsterdam Schiphol
KLM Logo
10:02 - 22:40ORD  Chicago O'Hare Intl-CPT Cape Town Intl
28h 38m2 stops Atlanta Hartsfield-Jackson Amsterdam Schiphol
R47 701KLM
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 from Cape Town to Chicago with more confidence.

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

Return flights from Cape Town to Chicago start at R15 089. Prices are below average for this route right now, with typical return fares ranging from R15 430 to R19 715. The lowest price found in the past 5 days was R15 089 on Ethiopian Air.

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 368 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?

Monday is the cheapest day of the week to fly from Cape Town to Chicago and is 8% cheaper than the average day. Sunday is the most expensive day with flight prices 6% higher than average. Based on deals found by KAYAK users in the last 12 months.

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 073 return.
  • April (R21 047) and March (R19 974) 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 prices from Cape Town to Chicago the cheapest?

Flights from Cape Town to Chicago are cheapest 19 weeks before departure. Booking in this window typically costs about 33% 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

February

Cheapest flight

R10 652
Most popular time to fly and prices are also 1% lower on average.
Flights 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 route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

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

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

    • Economy class
    • Business Class

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

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

    • Washington, D.C. Dulles Intl (IAD) – 20% of one-stop connections
    • Amsterdam Schiphol (AMS) – 20% of one-stop connections
    • Doha Hamad Intl (DOH) – 19% of one-stop connections
    • Istanbul (IST) – 16% of one-stop connections

    Washington, D.C. Dulles Intl (IAD) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 13% on the Cape Town to Chicago route. Monday is the cheapest departure day at R15 826 return on average, while Sunday is the most expensive at R18 164, a difference of R2 339. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • 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.

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

    Last-minute fares on this route (booked within 2 weeks of departure) run 34% above the route average of R17 064. Book 19 weeks before departure for the lowest fares.

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

    A direct flight from Cape Town to Chicago takes 0h 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 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 R25 590, which is 105% above the typical average for this route.

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

    Flying via Newark (EWR) gives the shortest average 1-stop total travel time of 20h 36m, compared to 20h 52m via Washington, D.C. Dulles Intl (IAD) and 22h 46m via Amsterdam Schiphol (AMS).

  • 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 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 R272:

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

    Near Chicago Midway Airport (MDW) – daily rates from around R514:

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

    Near Chicago Greater Rockford Airport (RFD) – daily rates from around R487:

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

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

    Return flights from Cape Town to Chicago range from R15 430 to R19 715, with an average of R17 064 over the past 12 months. Anything below R15 430 counts as a good deal.

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 instead of Sunday. On this route, Monday flights average R15 826 – about R2 339 less than Sunday (13% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 19 weeks before you fly. On this route, that window historically saves about 33% 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 073 return in that month – typically R5 975 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