Draw the route before searching
List each city in order and the dates you intend to stay. Ask whether the trip forms a natural loop or a one-way progression. A multi-city search can price several flight legs together, while separate returns may require backtracking. Include ground transport between nearby cities when it is a realistic alternative, using actual schedules for the dates.
An open-jaw trip flies into one city and home from another; a multi-city search can also include additional flights between destinations. Neither term means a round-the-world ticket. Start with the cities you actually want to visit, then decide which stretches need an aircraft.
Search both structures on matching terms
Compare the same airports, dates, passenger names, cabin baggage and checked-bag needs. A multi-city itinerary may bring the legs into one reservation, but do not assume it automatically offers protection between separately ticketed flights. Read the conditions and identify the operating airline and ticketing arrangement for every segment.
Compare a single multi-city quote with separate tickets and with a return to the first city plus surface travel. Use matching dates, passenger details and cabin assumptions. A lower quote that adds an unwanted overnight stop is a different itinerary, not simply a better fare.
Add baggage and seat costs by leg
Low headline fares may exclude bags or preferred seats. Record those add-ons for each flight, not once for the entire trip. Check whether baggage can be checked through or must be reclaimed and rechecked; this is especially important when tickets are separate. Verify the carrier’s own current rules, since allowances depend on the fare and route.
Build a row for each flight showing cabin baggage, checked baggage, seat selection and airport transfers. Check the most restrictive segment before packing. Paying for one checked bag on the long-haul flight does not establish that another airline’s separately purchased short flight includes it.
Consider change handling and support
Identify who you would contact if a date changes or a flight is disrupted: airline, booking agent or multiple providers. Booking components separately may mean separate contracts and separate change processes. ABTA explains that individual travel services generally have their own responsible suppliers, unlike services arranged as part of a package. That distinction does not decide which booking is best, but makes the service structure worth checking.
A single checkout page is not sufficient evidence of a protected connection. Ask whether flights are issued as one through-ticket, whether bags are checked through and who assists after a missed connection. Do not assume an airline will replace an unrelated onward ticket free of charge.
Test the order and airport choices
A multi-city fare can use different airports for the same urban area. Calculate transfers between airports and city centres and consider time, luggage and overnight stays. For instance, an itinerary landing at one airport and departing from another may look efficient on a map but require a cross-city transfer. Confirm airport codes before paying and allow realistic ground time.
For separate-ticket transfers, allow for baggage reclaim, immigration, terminal travel and a new check-in deadline. An overnight buffer may be sensible but adds accommodation and meals. If a connection requires changing airports, price the ground journey and verify any entry or transit requirements.
Use a route-level comparison
Add flight totals, baggage, seats, inter-airport transport, any extra accommodation and the time cost of backtracking. Then compare the change rules and support arrangement separately. A traveller visiting three cities in a line may prefer an open-jaw route; someone returning to a base may find separate returns workable. Neither format is inherently cheaper or safer in every case.
Compare London–Rome, rail to Florence and Florence–London against returning to Rome for the homeward flight. The open-jaw fare may be higher yet avoid a backtracking train and hotel night. Also check whether reversing the city order changes museum opening days or accommodation costs.
Document what happens if plans change
For each ticket, record the issuing airline or agent, change conditions, booking reference and contact route. Check whether a change to one flight would leave you paying to move another ticket or a non-refundable hotel. Airline delay rights depend on the journey and applicable rules; consult the CAA’s delay guidance for relevant UK-covered flights rather than assuming every multi-city itinerary has identical protection. Keep an alternative route in mind for any separate-ticket connection where missing the onward flight would derail the rest of the trip.
Useful sources
Rules and booking terms can change. Confirm current requirements with the official sources and your provider before travelling. This is general planning advice, not personal legal, medical or insurance advice. Suggest a correction.


