Ultimate Round-the-World Explorer
Chicago, La Paz, Santiago, Buenos Aires, Houston, Istanbul, Amman, Cairo, Washington, Hanoi, Kuching, Tokyo, Chicago
Price checks weekly • Routing optimizes for total time & cost • Tap to customize dates/stops
Enter at least 3 stops (up to 25)
We will design the most time and cost efficient path.
Start your multi-stop or RTW trip from Chicago with pros who've done this since 1987. We'll map your route, optimize flights, and look for great fares from ORD.
Talk to a Trip DesignerSince 1987 • 400k+ complex trips • Real humans • Avg 4.8★
Chicago, La Paz, Santiago, Buenos Aires, Houston, Istanbul, Amman, Cairo, Washington, Hanoi, Kuching, Tokyo, Chicago
Price checks weekly • Routing optimizes for total time & cost • Tap to customize dates/stops
Chicago, Malé, Bora Bora, Chicago
Price checks weekly • Routing optimizes for total time & cost • Tap to customize dates/stops
Chicago, Amsterdam, London, Madrid, Chicago
Price checks weekly • Routing optimizes for total time & cost • Tap to customize dates/stops
Chicago, Melbourne, Brisbane, Singapore, Chicago
Price checks weekly • Routing optimizes for total time & cost • Tap to customize dates/stops
Chicago, Bogotá, Balikpapan, Singapore, Bangkok
Price checks weekly • Routing optimizes for total time & cost • Tap to customize dates/stops
Chicago, Belize City, San José, George Town, Chicago
Price checks weekly • Routing optimizes for total time & cost • Tap to customize dates/stops
Chicago O’Hare is a major hub with nonstop links to Europe, Asia, and the Middle East - giving you tons of route flexibility.
London, Frankfurt, or Istanbul are easy first hops. Heading east usually offers smoother connections.
November through February often yield the lowest fares.
Yes - open-jaw itineraries are AirTreks’ specialty. You could start in Chicago and return to New York or Los Angeles.
It’s strongly recommended. AirTreks partners with reliable global coverage options.