What this Chicago & Singapore page shows
This page compares the full metro areas of Chicago (ORD, MDW) and Singapore (SIN) and lists every destination both cities can reach on a nonstop flight — 31 in all, across 23 countries and 6 regions. For each one you can see the flight time and distance from CHI and from SIN, so the trade-off between the two legs is clear at a glance.
Use the map to see how far your options spread, then check the meet-in-the-middle pick — Istanbul is the most balanced destination here before opening the full table to sort all 31 shared routes. When you are ready to filter by month and check live fares, open the Midway app with Chicago and Singapore already loaded.
Where you can both fly
Every marker is a destination with nonstop service from both Chicago and Singapore. The spread runs from Newark close by to Athens at the far edge, so you can gauge whether a short hop or a long-haul meet-up makes more sense.
All shared destinations
Each row is a destination both cities reach nonstop. The two right-hand columns give the flight time and distance from CHI and from SIN — when those two legs are close, the trip splits evenly between Chicago and Singapore. Open the full table in Midway to sort by either leg or filter by month.
Where in the world
Shared destinations grouped by region — 31 in total across 6 regions.
Year-round or seasonal
84% of these routes fly year-round, with 5 running only in certain seasons. If your meet-up date is flexible you have the full set to choose from; if it is fixed, lean toward the year-round destinations so you are not counting on a route that may not be flying that month.
Related Routes
Frequently asked questions
How many nonstop destinations do Chicago and Singapore share?
Travelers from Chicago and Singapore have 31 common nonstop options, covering 6 regions and 23 countries.
What is the closest place both Chicago and Singapore can fly to nonstop?
Newark is the closest shared nonstop destination for Chicago and Singapore.
Where should travelers from Chicago and Singapore meet halfway?
Istanbul is the most balanced shared destination — roughly equidistant by flight distance for both cities.
What is the farthest shared nonstop destination from Chicago and Singapore?
Athens is the farthest destination both Chicago and Singapore can reach nonstop.
Explore Chicago + Singapore on the interactive map
Filter by month, distance, flight time, country and region. Get prices — and share the results with your group.
Last updated: August 24, 2026