#1
Best Places to Meet Halfway Between Bologna and Chicago
Best overall match
Lisbon, Portugal
Best overall balance of travel time, flight price, weather, hotel cost and flight availability.
✈ Bologna 2h 40m
✈ Chicago 8h 20m
From €1196 combined
The Best Meeting Point for Bologna and Chicago: Lisbon, Portugal
14 destinations can be reached directly from both Bologna and Chicago on the same outbound and return dates. Lisbon, Portugal is our best overall match, while London, United Kingdom has the shortest travel time, Paris, France has the cheapest flights, Zurich, Switzerland has the best weather, Warsaw, Poland has the lowest hotel costs, and Paris, France offers the most matching flight options . You can also search all 14 matching destinations with our destination finder .
Best by Category
Shortest travel time
London, United Kingdom
1h 40m from Bologna ·
8h from Chicago
Cheapest flights
Paris, France
From €833 combined
Best weather
Zurich, Switzerland
23°C
Cheapest hotels
Warsaw, Poland
€40/night
Most flight options
Paris, France
197 matching trips
Best Overall
Updated
Ranked by travel time, price, weather, hotel cost & availability
Data refreshed within the last 6 hours
#2
Paris, France
#3
Vienna, Austria
Find the Fairest Place to Meet
MeetOnArrival compares live flight prices, schedules and weather forecasts from both Bologna and Chicago to suggest destinations that work for everyone. Open the finder to filter by budget, trip length, and travel dates.
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#4
Warsaw, Poland
#5
London, United Kingdom
#6
Frankfurt, Germany
#7
Copenhagen, Denmark
#8
Edinburgh, United Kingdom
#9
Zurich, Switzerland
#10
Munich, Germany
#11
Brussels, Belgium
#12
Dublin, Ireland
#13
Amsterdam, Netherlands
#14
Helsinki, Finland
Frequently Asked Questions
Why direct flights from both cities instead of a geographic midpoint?
A map midpoint between Bologna and Chicago is usually a town neither of you can reach easily. We instead show real destinations both cities fly to directly, which is normally faster and cheaper than meeting at the literal halfway point.
Where can someone from Bologna and someone from Chicago meet halfway?
Any destination on this page works as a meet-in-the-middle point: both Bologna and Chicago have a direct flight to it, so you arrive in the same place without changing planes. Open the finder to see every shared date, sorted by weather and combined flight cost.
How are the destinations ranked?
Each shared destination is scored on the weather forecast across the trip and the combined flight value from both cities. The finder lets you re-rank and filter by budget, trip length and travel dates.
We live in different countries. Where should we meet between Bologna and Chicago?
Every option here is reachable on a direct flight from both Bologna and Chicago, including international routes, so a cross-border meet-up needs no connections on either side.
Can we search from Chicago and Bologna instead?
The order does not matter. Bologna to Chicago and Chicago to Bologna produce the same destinations, since a direct route works both ways.