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Cheap Flights from Cape Town (CPT) to Chicago (CHIA)

Compare Cape Town to Chicago flight deals

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Flight deals from Cape Town to Chicago

Looking for a cheap last-minute deal or the best return flight from Cape Town to Chicago? Find the lowest prices on one-way and return tickets right here.
Chicago.$1,528 per passenger.Departing Thu, 17 Jul, returning Sat, 2 Aug.Return flight with United.Outbound indirect flight with United, departs from Cape Town on Thu, 17 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Sat, 2 Aug, arriving in Cape Town.Price includes taxes and charges.From $1,528, select.
Chicago.$1,536 per passenger.Departing Mon, 6 Oct, returning Fri, 17 Oct.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Cape Town on Mon, 6 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Fri, 17 Oct, arriving in Cape Town.Price includes taxes and charges.From $1,536, select.
Chicago.$1,554 per passenger.Departing Tue, 11 Nov, returning Mon, 1 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Cape Town on Tue, 11 Nov, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Mon, 1 Dec, arriving in Cape Town.Price includes taxes and charges.From $1,554, select.
Chicago.$1,705 per passenger.Departing Mon, 1 Sep, returning Tue, 30 Sep.Return flight with KLM.Outbound indirect flight with KLM, departs from Cape Town on Mon, 1 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with KLM, departs from Chicago O'Hare International on Tue, 30 Sep, arriving in Cape Town.Price includes taxes and charges.From $1,705, select.
Chicago.$1,713 per passenger.Departing Wed, 20 Aug, returning Wed, 27 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Cape Town on Wed, 20 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 27 Aug, arriving in Cape Town.Price includes taxes and charges.From $1,713, select.
Chicago.$1,723 per passenger.Departing Sat, 13 Dec, returning Sat, 27 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Cape Town on Sat, 13 Dec, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago Midway on Sat, 27 Dec, arriving in Cape Town.Price includes taxes and charges.From $1,723, select.
Chicago.$2,115 per passenger.Departing Fri, 11 Jul, returning Fri, 18 Jul.Return flight with United.Outbound indirect flight with United, departs from Cape Town on Fri, 11 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Fri, 18 Jul, arriving in Cape Town.Price includes taxes and charges.From $2,115, select.

Find the cheapest month to fly from Cape Town to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Cape Town to Chicago flights are currently cheapest in October.
Jul
from $2,115
Aug
from $1,713
Sep
from $1,705
Oct
from $1,536
Nov
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Dec
from $1,723
Jan
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Feb
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Mar
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Apr
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May
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Jun
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Alternative Cape Town to Chicago routes

Looking for the cheapest, fastest or easiest route from Cape Town to Chicago? You could fly into the following airports instead.

Cape Town to Chicago: Flight information

The things to know before you go.
Cheapest flight found$1,528
Cheapest month to flyJuly

Finding cheap flights from Cape Town to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Cape Town to Chicago is $1,528. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Cape Town to Chicago. But we found flights with one or more stops from $1,528.
As of July 2025, there are no flights flying from Cape Town to Chicago.
The cheapest month to fly from Cape Town to Chicago is usually July.
If you're flying from Cape Town Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $1,528.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Cape Town Airport to Chicago on Thursday, 17 July 2025.
No airlines currently offer direct flights between Cape Town Airport and Chicago. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In July, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, United offers the cheapest flight tickets to Chicago.

Flying from Cape Town International Airport (CPT) to Chicago: what you need to know

  • The timezone in Chicago is UTC-5. The city is seven hours behind Cape Town, where Cape Town International Airport is located.

  • For a relaxed start to your CPT to Chicago flight, allow plenty of time to check in and find your gate. Arriving two hours before international departures and one hour before domestic flights is the standard rule.

  • Longer lines at check-in and security are likely if you're flying during high season, so allow some extra breathing room. A good rule for peak times? Arrive up to four hours early for international flights and two hours for domestic departures.

  • Stopovers are the perfect opportunity to break up your journey and perhaps even visit a new city. When browsing for flight tickets from CPT to Chicago, deselect the 'Direct flights only' box to see where you can stop along the way. Here are some popular options to consider:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Istanbul Ataturk Airport (IST)

    • London Heathrow Airport (LHR)

  • CPT is around 18 kilometres from central Cape Town. If you're ride-sharing, catching a cab or driving from the centre, it'll take 20 minutes or so to get there, depending on the traffic.

  • Looking for a hotel close to CPT? If you're catching an early flight from Cape Town International Airport to Chicago, these accommodation options will put you moments from your departure lounge:

  • Cape Town International Airport gets top marks for on-time performance. 81.65% of flights that take off from CPT arrive at their destination without delay.

How to find the cheapest flights from Cape Town International Airport (CPT) to Chicago

  • $944 is the cheapest price we've seen for a one-way Cape Town International Airport to Chicago flight. A return ticket right now is $1,528. Depending on when you want to go and the availability, these fares may change.

  • Booking early is often the key to finding a cheap flight from CPT to Chicago. Flight prices rise as demand increases, so the closer you get to departure, the more you'll likely spend on your ticket.

  • The 'Whole month' search tool will show you the cheapest tickets from Cape Town International Airport to Chicago across each month. It's a good way to snap up a bargain if your dates aren't set in stone.

  • Picking up a cheap flight from CPT to Chicago is a breeze with Price Alerts. All you need to do is set up one of these automatic notifications and we'll let you know as soon as a deal gets even better.

  • Find an affordable flight from Cape Town International Airport to Chicago with the help of our filters. Select your preferred duration, number of stops and airlines, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It takes about 35 minutes to get to the centre driving.

  • It'll take around 55 minutes if you're using public transport.

  • If you're arriving on a late flight from Cape Town International Airport to Chicago, nothing beats the convenience of staying near the terminal. Grab your suitcases from the carousel and then be showered and resting not long after at one of these hotels near ORD:

  • Hit the road running by picking up an O'Hare International Airport rental car. Grab a set of wheels from Routes Car Rentals, Dollar or Budget and explore beyond Chicago's main sights.

  • Lock in the best possible rate by reserving your vehicle from O'Hare International Airport about four weeks ahead of your flight from CPT to Chicago.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • After your flight from Cape Town International Airport to Chicago has touched down, you can make your way to the city centre in about 20 minutes by car. Central Chicago is roughly 19 kilometres from Chicago Midway International Airport (MDW).

  • The journey will take roughly 45 minutes on public transport.

  • Hang the 'Do not disturb' sign on your door and unwind at a hotel close to MDW. Here are a few options where you can put your feet up after your CPT to Chicago flight:

  • Forget about public transport timetables or long cab lines. Pick up a Chicago Midway International Airport rental car and take your journey in whatever direction you like. Compare availability and rates from Dollar, Hertz and Budget.

  • Avoid potential price surges. Booking your ride four weeks ahead of your arrival at MDW will save you money.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Find your way to the city centre after your flight from Cape Town International Airport to Chicago has landed. Central Chicago is about 137 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get to by car.

  • The journey will take roughly 4 hours 15 minutes if you use public transport.

  • If you don't want to travel into the centre, find a hotel near RFD. Make yourself comfy at one of these options after your CPT to Chicago flight:

  • Whether you're looking for a zippy mini for solo travel or a spacious SUV to fit a group of friends, you'll find the perfect Chicago Rockford International Airport rental car for your needs. Check out the types of wheels available here from suppliers such as Budget, Alamo and National.

  • Booking a couple of weeks ahead of your flight from Cape Town International Airport to Chicago is smart. Along with better prices, you'll get a better selection of vehicle makes and models at RFD.

  • The address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Before booking your flights from Cape Town International Airport to Chicago, consider which time of year is best for you. High season in Chicago offers a lively atmosphere and plenty to do, while the off-season means you'll get cheaper hotel deals and smaller crowds.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your Cape Town International Airport to Chicago flight ticket then if that's your ideal forecast.

  • For cooler conditions, search for a cheap ticket from CPT to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

Explore more of United States

  • Chicago will leave a lasting impression, but there are so many other parts of United States waiting to be explored. About 451 kilometres south-east of Chicago, a trip to Columbus will keep you on the move. Start with attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another essential stop in United States and is around 257 kilometres south-east of Chicago. No journey is complete without seeing The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

More travel options

Plan the rest of your trip from Cape Town to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.