Are there nonstop flights from Chicago (MDW) to Cape Town (CPT)?

No. The fastest connection is via Newark, about 17h 10m of total flying time.

What is the fastest connection from Chicago (MDW) to Cape Town (CPT)?

via Newark ≈ 17h 10m, via Atlanta ≈ 17h 31m (estimated flying time, excluding layovers).

Chicago Midway International Airport (MDW) to Cape Town International Airport (CPT)・13,691 km

No nonstop flights. The fastest connection is via Newark (EWR), about 17h 10m of flying time (layover not included).

None.

2 one-stop options, sorted by estimated flying time. Tap one to see the airlines on each leg and booking links.

Times are estimated from distance. Check schedules, frequency and availability with the airline or a booking site.