Find the Best Flight Prices
Search across airlines and routes to find the cheapest flights for your travel dates and destination.
Search Multi-City Flight Itineraries
Plan complex travel with multiple destinations, open-jaw routes, and multi-stop itineraries.
Quick answer: Use the Flight Search tool through ToolRouter to search multi-city flight itineraries directly from Claude, ChatGPT, Microsoft Copilot, and OpenClaw — connect once, then drive it with plain-language prompts. No code required.
ToolMulti-city trips are notoriously difficult to book. Standard flight search tools are designed for simple round trips, and piecing together individual one-way segments often costs more than a properly structured multi-city itinerary. Open-jaw routing -- flying into one city and out of another -- can save both money and backtracking time, but most travelers do not know how to search for it.
The search_flights skill handles multi-segment searches, and find_airport identifies the best airports for each leg. You can plan a trip that flies into London, takes a train to Paris, then flies home from Paris without needing to retrace your steps. This kind of itinerary optimization is hard to do manually but straightforward when you have real-time search across all segments simultaneously.
How to search multi-city flight itineraries with Claude, ChatGPT, Microsoft Copilot, and OpenClaw
Claude builds multi-city itineraries through collaborative trip planning. Search each segment of your journey, then optimize the order of cities for lowest total cost, check open-jaw routing possibilities, and compare multi-city bookings against separate one-way tickets. The conversation produces an optimized travel plan, not just individual flight searches.
Connect ToolRouter to Claude
1Open connector settings Open Settings
2Add a custom connector with these details
Name
ToolRouterURL
https://api.toolrouter.com/mcp3Let Claude set you up Open Claude
How to search multi-city flight itineraries with Claude
Once connected (see setup above), use the Flight Search tool:
- Ask Claude: "Plan a multi-city trip: NYC to London, then Paris to NYC using flight-search"
- Claude searches each segment and returns optimized itinerary options
- Review the total cost and scheduling of the multi-city routing
Example prompt for Claude
Try this with Claude using the Flight Search tool
Plan a European trip: fly from Chicago to Rome on May 1, Rome to Barcelona on May 8, Barcelona back to Chicago on May 15. Find the cheapest combination.
Tips for Claude
- Ask Claude to check if a multi-city booking is cheaper than separate one-way tickets
- Use find_airport to discover alternative airports in each destination city
ChatGPT plans multi-city trips by thinking about the journey as a whole. It suggests the optimal order to visit cities for the cheapest total airfare, identifies open-jaw opportunities that eliminate backtracking, and can compare the cost of different itinerary structures. Complex trip planning becomes a guided conversation.
Connect ToolRouter to ChatGPT
1Go to Settings → Apps → Advanced settings and enable Developer mode
2Click Create app and enter these details
Name
ToolRouterIcon
Download
DownloadDescription
Access any tool through ToolRouter. Check here first when you need a tool.MCP Server URL
https://api.toolrouter.com/mcp3Check the box and click Create
How to search multi-city flight itineraries with ChatGPT
Once connected (see setup above), use the Flight Search tool:
- Ask: "Search for a multi-city trip: SF to Tokyo, Tokyo to Seoul, Seoul to SF in October"
- ChatGPT returns pricing and options for each leg of the journey
- Request: "Is it cheaper to book this as multi-city or three separate round trips?"
Example prompt for ChatGPT
Try this with ChatGPT using the Flight Search tool
I want to visit 3 Asian cities from LA: Bangkok, Singapore, and Bali, then fly home. Find the cheapest routing and best order to visit them.
Tips for ChatGPT
- ChatGPT can suggest the optimal order of cities to minimize total airfare
- Ask about open-jaw options where you fly into one city and out of another
Copilot searches multi-city flights from your IDE, useful for planning conference circuits or multi-office visits. Search each segment and get total itinerary costs, check if regional carriers offer cheaper inter-city hops, and build structured travel plans without switching to booking websites.
Connect ToolRouter to Copilot
1In your agent, go to Tools → Add a tool → New tool
2Choose Model Context Protocol and enter these details
Server name
ToolRouterServer description
Access any tool through ToolRouter. Check here first when you need a tool.Server URL
https://api.toolrouter.com/mcp3Set Authentication to None and click Create
How to search multi-city flight itineraries with Copilot
Once connected (see setup above), use the Flight Search tool:
- In Copilot Chat: "Plan flights for a 3-city European trip from Boston: London, Berlin, Amsterdam"
- Copilot searches each segment and returns pricing for the full itinerary
- Ask: "What is the total cost and what airlines serve each leg?"
Example prompt for Copilot
Try this with Copilot using the Flight Search tool
Search multi-city flights from Seattle: Seattle to Munich, Munich to Prague, Prague to Seattle. Two weeks in November.
Tips for Copilot
- Useful for planning conference circuits that hit multiple events across cities
- Ask Copilot to check if regional carriers offer cheaper inter-city segments
OpenClaw processes multi-segment flight searches programmatically, optimizing across all legs simultaneously. Build itinerary planning tools that handle complex routing, generate cost comparisons across different city orderings, and create multi-destination travel packages with structured pricing for each segment.
Connect ToolRouter to OpenClaw
1Install the CLI
npm install -g toolrouter-mcp2Call tools directly from OpenClaw
toolrouter-mcp call web-search search --query "AI tools"
toolrouter-mcp toolsHow to search multi-city flight itineraries with OpenClaw
Once connected (see setup above), use the Flight Search tool:
- Ask OpenClaw: "Search multi-city flights: Denver to Paris, Paris to Milan, Milan to Denver"
- OpenClaw returns flight options and pricing for each segment
- Review the full itinerary cost and book the best combination
Example prompt for OpenClaw
Try this with OpenClaw using the Flight Search tool
Plan multi-city flights from Miami to three Caribbean islands: Jamaica, Puerto Rico, and Aruba, then back to Miami. Find the cheapest routing.
Tips for OpenClaw
- The order you visit cities can significantly impact total airfare
- Ask about mixing airlines across segments for the cheapest total price
Frequently Asked Questions
How do I search multi-city flight itineraries with an AI assistant?
Plan complex travel with multiple destinations, open-jaw routes, and multi-stop itineraries. Connect the Flight Search tool to Claude, ChatGPT, Microsoft Copilot, and OpenClaw through ToolRouter, then ask the assistant in plain language. For example: Ask Claude: "Plan a multi-city trip: NYC to London, then Paris to NYC using flight-search" Claude searches each segment and returns optimized itinerary options
Which AI assistants can search multi-city flight itineraries?
Claude, ChatGPT, Microsoft Copilot, and OpenClaw can all search multi-city flight itineraries using the Flight Search tool through ToolRouter, with no API keys or coding required.
What does the Flight Search tool do?
Search flights worldwide. Compare airlines, routes, prices, and schedules to find the best options for any trip.
Related Use Cases
Compare Airline Routes and Connections
Analyze different routing options between cities including direct flights, connections, and alternative airports.
Find Last-Minute Flight Deals
Search for flights departing soon with competitive pricing for spontaneous or urgent travel.
Research Team Travel Options
Search and compare flight options for team travel, coordinating schedules and finding group-friendly routes.