Meet in the middle
Where to meet halfway between Chicago and Sydney
Chicago and Sydney are a cross-continental pair spanning North America and Oceania. The fairest city to meet halfway is San Francisco (USA): roughly 7h from Chicago and 19h from Sydney, with a combined estimated flight cost of around $850. A fair meeting point isn't just the geographic middle — it's the city where the gap between what each traveller pays is smallest. MeetPoint ranks by the worst-off traveller's cost rather than the cheapest total. The best time to travel to destinations in this range is typically November through March (outside the main rainy season).
Top meeting destinations
USA
San Francisco
USA
Los Angeles
USA
Seattle
USA
Denver
Canada
Vancouver
Estimated costs based on typical fares. Search live for exact prices on your travel dates.
Estimated flight costs to meet halfway
The table below shows estimated round-trip flight costs from Chicago and Sydney to each candidate meeting city, based on typical fares for this distance. Actual prices vary by date — use the live search for current rates.
| City | From Chicago | From Sydney | Combined est. |
|---|---|---|---|
| BestSan Francisco, USA | ~$254 | ~$598 | ~$852 |
| Los Angeles, USA | ~$246 | ~$603 | ~$849 |
| Seattle, USA | ~$245 | ~$616 | ~$861 |
| Denver, USA | ~$183 | ~$649 | ~$832 |
| Vancouver, Canada | ~$248 | ~$618 | ~$866 |
See real flight prices
The estimates above are based on distance formulas. Search with live prices from Kiwi to get exact costs for your travel dates.
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Destinations are ranked by fairness — the person who'd pay most drives the score, not just the cheapest total.
Frequently asked questions
What is the best place to meet halfway between Chicago and Sydney?
Based on estimated flight costs, San Francisco (USA) is the fairest halfway point — roughly 7h and ~$254 from Chicago, and 19h and ~$598 from Sydney. Use the live search on MeetPoint to see exact prices for your travel dates.
How much does it cost to meet halfway between Chicago and Sydney?
Estimated costs vary by season and how far in advance you book. Based on typical flight distances, flying from Chicago to San Francisco costs around $254 and from Sydney around $598 — a combined ~$852. Search live prices on MeetPoint to get current fares.
How does MeetPoint find the fairest meeting point between Chicago and Sydney?
MeetPoint uses a fairness score that penalises destinations where one person would pay significantly more than the other. The top result isn't just the cheapest total — it's where the cost is most evenly shared. The ranking penalises the worst-off traveller's cost, not just the average.
Can I find a meet-in-the-middle flight destination for more than two people?
Yes — MeetPoint supports up to 4 departure cities simultaneously. It searches live flight prices from every origin and ranks destinations by the person who'd pay the most, ensuring no one gets left with an unfair share.
What's the cheapest city to fly to from both Chicago and Sydney?
The city with the lowest combined flight cost isn't always the fairest. San Francisco ranks #1 on MeetPoint because it balances both legs well. Use the live search to compare all candidate cities across your exact travel dates and find the cheapest midpoint for your group.