Stopovers between Chicago and Istanbul
Chicago to Istanbul is about 8,786 km. 12 cities sit close enough to the route to add a night or two, and Reykjavík, Zurich, Warsaw have airline stopover programs. Pick your dates to see what each one really costs.
Cities on the way
Sits almost exactly on the great circle between North America and Europe, so the detour is tiny.
Train from the airport to the old town in 12 minutes, so even a single night works.
Good-value city with LOT's free stopover program.
Easy airport train and a very walkable centre.
Train from Schiphol to Centraal in 15 minutes, every few minutes.
S-Bahn reaches the centre in 15 minutes; the Rhine valley is close.
Beer gardens, museums and easy Alpine day trips.
US preclearance on the way home means you land in the US as a domestic arrival.
Metro from the airport to the centre in 15 minutes; great for one night.
Heathrow Express gets you to Paddington in 15 minutes.
Compact lakeside city with free public transport for hotel guests.
UP Express runs to Union Station in 25 minutes.