Stopovers between Chicago and Tel Aviv
Chicago to Tel Aviv is about 9,925 km. 12 cities sit close enough to the route to add a night or two, and Zurich, Istanbul, Reykjavík have airline stopover programs. Pick your dates to see what each one really costs.
Cities on the way
Train from the airport to the old town in 12 minutes, so even a single night works.
Turkish Airlines may give you a free hotel night if you connect here for 20+ hours.
Sits almost exactly on the great circle between North America and Europe, so the detour is tiny.
Compact lakeside city with free public transport for hotel guests.
Iberia lets you stop 1–9 nights at no extra airfare.
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.
Easy airport train and a very walkable centre.
Good-value city with LOT's free stopover program.
US preclearance on the way home means you land in the US as a domestic arrival.
Heathrow Express gets you to Paddington in 15 minutes.