#1
Best Places to Meet Halfway Between Chicago and London
Best overall match
Toronto, Canada
Best overall balance of travel time, flight price, weather, hotel cost and flight availability.
✈ Chicago 1h 20m
✈ London 7h 20m
From €704 combined
The Best Meeting Point for Chicago and London: Toronto, Canada
45 destinations can be reached directly from both Chicago and London on the same outbound and return dates. Toronto, Canada is our best overall match, while Detroit, United States has the shortest travel time, Orlando, United States has the cheapest flights, Portland, United States has the best weather, Calgary, Canada has the lowest hotel costs, and Toronto, Canada offers the most matching flight options . You can also search all 45 matching destinations with our destination finder .
Best by Category
Shortest travel time
Detroit, United States
0h 40m from Chicago ·
7h 40m from London
Cheapest flights
Orlando, United States
From €531 combined
Best weather
Portland, United States
23°C
Cheapest hotels
Calgary, Canada
€45/night
Most flight options
Toronto, Canada
622 matching trips
Best Overall
Updated
Ranked by travel time, price, weather, hotel cost & availability
Data refreshed within the last 6 hours
#2
Atlanta, United States
#3
Washington, United States
Find the Fairest Place to Meet
MeetOnArrival compares live flight prices, schedules and weather forecasts from both Chicago and London to suggest destinations that work for everyone. Open the finder to filter by budget, trip length, and travel dates.
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#4
Detroit, United States
#5
Lisbon, Portugal
#6
Las Vegas, United States
#7
Pittsburgh, United States
#8
Montreal, Canada
#9
Baltimore, United States
#10
Ottawa, Canada
#11
Boston, United States
#12
Nashville, United States
#13
Philadelphia, United States
#14
Orlando, United States
#15
New Orleans, United States
#16
Charlotte, United States
#17
Miami, United States
#18
Paris, France
#19
Phoenix, United States
#20
Austin, United States
#21
Portland, United States
#22
Dallas, United States
#23
Minneapolis, United States
#24
Seattle, United States
#25
Salt Lake City, United States
#26
Calgary, Canada
#27
Denver, United States
#28
Halifax, Canada
#29
Vienna, Austria
#30
San Francisco, United States
Frequently Asked Questions
Why direct flights from both cities instead of a geographic midpoint?
A map midpoint between Chicago and London 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 Chicago and someone from London meet halfway?
Any destination on this page works as a meet-in-the-middle point: both Chicago and London 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 Chicago and London?
Every option here is reachable on a direct flight from both Chicago and London, including international routes, so a cross-border meet-up needs no connections on either side.
Can we search from London and Chicago instead?
The order does not matter. Chicago to London and London to Chicago produce the same destinations, since a direct route works both ways.