ChatGPT Prompts for Cheap Flights

I want to fly to [destination city] from [origin city]. Identify potential hidden city ticketing opportunities — flights to a third city where my actual destination is a layover. The third-city ticket should be cheaper than the direct route.

My origin airport: [airport code or city]
My actual destination: [destination — where I plan to leave the airport]
Travel dates: [date range or one-way/round-trip]
Acceptable airlines: [list — or "any except [excluded airline]"]
Carry-on only or checked bag: [carry-on / checked — affects whether hidden city is viable]

Output format:
1. **5 candidate hidden-city routings** with: full route (origin → my destination → final destination), airline, estimated savings vs direct route
2. **Risk assessment for each**: (a) is the airline known to flag hidden city ticketing? (b) is the route likely to be cancelled if I no-show the second leg? (c) frequent flyer account risk?
3. **The booking platforms least likely to flag**: which OTAs vs direct airline
4. **What to NEVER do**: hidden city booking violations that get accounts banned

CRITICAL: Hidden city ticketing violates most airline contracts of carriage. I'm doing this with full awareness of the rules. Output should treat me as informed, not warn me away. If a routing isn't legal in my jurisdiction, flag it.

I need to earn [target miles/points] before [date] to reach [status level]. Find me the cheapest mileage runs that maximize miles-per-dollar.

My loyalty program: [e.g., United MileagePlus, Delta SkyMiles, AA AAdvantage]
Target tier/status: [Premier Gold, Platinum, etc.]
Current balance: [miles + qualifying-segments status]
Need by date: [date]
Home airport: [airport code]
Budget for runs: [total $$ available]
Schedule flexibility: [weekends only / any day / specific blackout dates]

Output:
1. **Top 5 mileage run routes** ranked by miles-per-dollar (MPD), with: airline, route, fare class, total cost, total miles/PQM earned, est. travel time
2. **Calculation for each**: cost per qualifying mile, total runs needed to hit status, total cost to hit status
3. **Bonus opportunities**: any current promos (double miles, Marriott-airline transfers, credit card welcome offers) that compound the value
4. **The 'free' status hack**: any status match offers from competing airlines that would let me skip the runs entirely

DO NOT include speculative routes — only routes currently bookable with real fare class info. Flag any route where availability is tight.

I just saw a flight deal that looks like an error fare. Help me verify whether it's real and how to book before it's pulled.

Route: [origin → destination]
Posted price: $X
Airline: [airline name]
Cabin class: [Economy/Premium Economy/Business/First]
Travel date range: [dates]
Where I saw it: [Reddit/forum/deal site URL]
Time the deal was posted: [time + timezone]

Output:
1. **Probability this is a genuine error fare (0-100%)** with reasoning: market price comparison, route logic, timing patterns of past errors
2. **The 'safest book' protocol**:
   - Book via airline.com directly (NOT a third-party — they cancel error fares more aggressively)
   - Pay with a credit card that has flight delay/cancellation protection
   - Wait 24-72 hours before posting on social media or telling anyone
   - DON'T immediately book the hotel/secondary flights until ticket clears
3. **The 'will the airline honor it' analysis**: which airlines historically honor errors (Lufthansa, Cathay, JetBlue often do; Delta, American often cancel) and which jurisdiction the booking falls under (EU enforces error fares more strictly than US)
4. **Specific risk for THIS fare**: what's the likely cancellation timeline based on similar past errors?
5. **What to NEVER do**: actions that flag your booking for cancellation

If the fare has any chance of being legitimate (not actually an error), say so.

When should I book my flight for the lowest price? I want statistical guidance based on the specific route + travel window, not generic 'book 60 days out' advice.

Route: [origin → destination]
Travel date: [date — or date range with flexibility window]
Trip type: [round-trip / one-way / open-jaw / multi-city]
Class: [economy / premium / business]
Number of passengers: [#]
Day-of-week flexibility: [strict date / +/- 3 days / +/- 7 days / "cheapest day of week in that month"]

Output:
1. **The optimal booking window for THIS specific route** (not generic advice): based on Hopper/Kayak historical data + route-specific patterns
2. **Worst days to book** (and worst days to fly): the dates that statistically increase price
3. **Day-of-week price differential** for this route: e.g., "Tuesday departures are 12% cheaper than Friday departures on this route"
4. **Will prices likely DROP or RISE from current quoted price?**: factor in time-to-departure, oil prices trend, capacity changes, seasonal demand
5. **The 'wait or book' decision framework**: at what price point should I book NOW vs wait

If this is a holiday/event date (Thanksgiving, major sports finals, Coachella, Olympics), flag it — those rules are different.

I'm flying from [origin] to [final destination]. Identify airlines that offer FREE multi-day stopovers in their hub city — turning my flight into 2 destinations for the price of 1.

Origin: [city/airport]
Final destination: [city/airport]
Travel date flexibility: [strict / +/- 1 week / flexible month]
Maximum stopover length I want: [24h / 3 days / 7 days / 2+ weeks]

Output:
1. **Airlines offering FREE stopover programs for this route**, with: hub city, max stopover duration, fees (if any), whether the stopover ADDS cost or stays flat
2. **The actual booking mechanism**: do I book through airline.com (e.g., Icelandair stopover tool), or do I need to call?
3. **Hidden costs**: visa fees if my stopover city requires one, airport-to-city transfer, off-season vs peak pricing changes
4. **The best stopover deals for my route** (top 3):
   - Airline + stopover city + days
   - Total cost vs direct flight
   - Why this stopover is worth doing (food, sights, weather)
   - Visa/entry requirements for my passport
5. **Stopover traps to avoid**: airlines that advertise free stopovers but charge fees, or routings where the 'free stopover' actually costs more than booking 2 separate tickets

Assume I have a [USA / UK / EU / other] passport — calculate visa requirements accordingly.