Meeting halfway · nonstop for both
Where to meet halfway between Boston and Chicago
Buffalo, NY is the shortest trip for both of you: 1h8m from Boston and 1h7m from Chicago, nonstop, with flights every day from each.
Boston and Chicago are about 860 miles apart. Buffalo is also the closest to the halfway point on the map.
The 10 shortest trips for both
| Destination | From BOS | From ORD |
|---|---|---|
| BUF Buffalo | 1h8m43/wk | 1h7m49/wk |
| ROC Rochester | 56m20/wk | 1h12m55/wk |
| MDT Harrisburg | 56m7/wk | 1h21m62/wk |
| SYR Syracuse | 51m14/wk | 1h21m43/wk |
| YYZ Toronto | 1h22m43/wk | 1h5m109/wk |
| IAD Washington Dulles | 1h16m34/wk | 1h23m51/wk |
| PIT Pittsburgh | 1h24m52/wk | 1h4m84/wk |
| BWI Baltimore | 1h6m80/wk | 1h27m52/wk |
| RIC Richmond | 1h20m38/wk | 1h27m61/wk |
| YOW Ottawa | 1h21m7/wk | 1h28m14/wk |
Each cell is the usual flight time and the flights a week from that city. Tap one for airlines, days and times.
Or one of you makes the whole trip: Boston to Chicago is nonstop, 2h19m, 181 flights a week.
Flying from a different airport? Pick your own two.
Other city pairs
Boston and Atlanta
Boston and Dallas
Boston and Denver
Boston and Charlotte
Chicago and Atlanta
Chicago and Dallas
Chicago and Denver
Chicago and Charlotte
All city pairs →
Route data from observed flight departures, latest sample 2026-11-01. Schedules change — always confirm with the airline before booking.