What this Chicago & Madrid page shows
This page compares the full metro areas of Chicago (ORD, MDW) and Madrid (MAD) and lists every destination both cities can reach on a nonstop flight: 60 in all, across 37 countries and 9 regions. For each one you can see the flight time and distance from CHI and from MAD, so the trade-off between the two legs is clear at a glance.
Use the map to see how far the options spread, then check the meet-in-the-middle pick (Reykjavik has the smallest gap in flight distance here) before opening the full table to sort all 60 shared routes. To filter by month and check live fares, open the Midway app with Chicago and Madrid already loaded.
Where you can both fly
Every marker is a destination with nonstop service from both Chicago and Madrid. The spread runs from Barcelona close by to Hong Kong 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 MAD. When those two legs are close, the trip splits evenly between Chicago and Madrid. Open the full table in Midway to sort by either leg or filter by month.
Where in the world
Shared destinations grouped by region — 60 in total across 9 regions.
Year-round or seasonal
80% of these routes fly year-round, with 12 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 Madrid share?
There are 60 destinations both Chicago and Madrid reach without a connection, spanning 37 countries in 9 regions.
What is the closest place both Chicago and Madrid can fly to nonstop?
Barcelona is the closest shared nonstop destination for Chicago and Madrid.
Where should travelers from Chicago and Madrid meet halfway?
Reykjavik is the most balanced shared destination, with the smallest difference in flight distance from the two cities.
What is the farthest shared nonstop destination from Chicago and Madrid?
Hong Kong is the farthest destination both Chicago and Madrid can reach nonstop.
Open Chicago and Madrid in Midway
Filter by month, distance, flight time, country and region, see prices from each city, and send the link to your group.
Last updated: October 7, 2026