Stopovers between Chicago and Singapore
Chicago to Singapore is about 15,050 km. 12 cities sit close enough to the route to add a night or two, and Hong Kong, Seoul, Tokyo have airline stopover programs. Pick your dates to see what each one really costs.
Cities on the way
The Airport Express reaches Central in 24 minutes.
Free transit tours at Incheon; the AREX train takes you into the city.
Haneda is 20 minutes from the city; a top stopover on the way to Asia.
Great Wall within a day trip; visa-free transit for many passports.
Visa-free transit is available to many passports when you fly onward to a third country.
Night markets and easy transit; free half-day transit tours.
Very affordable, with a fast airport train.
Temples, street food and great-value hotels.
Street-food capital with Kyoto 15 minutes away by bullet train.
Canada Line train to downtown; mountains and ocean together.
Sits almost exactly on the great circle between North America and Europe, so the detour is tiny.
UP Express runs to Union Station in 25 minutes.