What this Chicago & San Francisco page shows
This page compares the full metro areas of Chicago (ORD, MDW) and San Francisco (SFO, OAK, SJC) and lists every destination both cities can reach on a nonstop flight: 117 in all, across 28 countries and 6 regions. For each one you can see the flight time and distance from CHI and from SFO, 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 (Denver has the smallest gap in flight distance here) before opening the full table to sort all 117 shared routes. To filter by month and check live fares, open the Midway app with Chicago and San Francisco already loaded.
Where you can both fly
Every marker is a destination with nonstop service from both Chicago and San Francisco. The spread runs from Monterey close by to Dubai 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 SFO. When those two legs are close, the trip splits evenly between Chicago and San Francisco. Open the full table in Midway to sort by either leg or filter by month.
Where in the world
Shared destinations grouped by region — 117 in total across 6 regions.
Year-round or seasonal
69% of these routes fly year-round, with 36 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 San Francisco share?
Travelers from Chicago and San Francisco have 117 common nonstop options, covering 6 regions and 28 countries.
What is the closest place both Chicago and San Francisco can fly to nonstop?
Monterey is the closest shared nonstop destination for Chicago and San Francisco.
Where should travelers from Chicago and San Francisco meet halfway?
Denver 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 San Francisco?
Dubai is the farthest destination both Chicago and San Francisco can reach nonstop.
Open Chicago and San Francisco 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 5, 2026