What Is a Southwest Multi-City Flight and How To Book One?

Last Updated: Oct 6, 2025

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Southwest Multi-City is a convenient booking option that lets you plan a trip with multiple stops or destinations in a single reservation. Instead of a simple round-trip between two cities, you can customize your journey by flying to several different cities all within one trip.

For example, you could fly:

  • Los Angeles → Denver,
  • Denver → Chicago, and then
  • Chicago → Los Angeles.

This option is great for those travelers who want to visit several places on one trip, whether for vacation, business, or family visits, without the hassle of booking separate tickets.

You can easily book Southwest multi-city flights through Travelpodium by providing different departure and arrival cities and dates for each leg, all in one seamless itinerary.

Benefits of Booking a Southwest Multi-City Flight

1. Visit Multiple Destinations in One Trip:

You can book flights to several cities with a single reservation, making it easy to plan complex itineraries for vacations, work trips, or family visits.

2. Tailored and Flexible Itinerary

Make a personalized trip that fits your schedule and interests. Visit cities in any order, and stay as long as you like in each. No need to follow a strict round-trip.

3. Two Free Checked Bags

Southwest includes 2 free checked bags per passenger on every flight. No matter how many cities you include in your itinerary, there’s no extra charge. You can save a lot, especially on longer trips.

4. No Change or Cancellation Fees

You can change or cancel any flight in your itinerary without paying a change fee or a cancellation fee. So, if your travel plans change, you can update your multi-city itinerary without paying penalty fees, just cover any fare difference, if applicable.

5. Cost Savings & Cheaper Fares

Multi-city bookings, especially when made as separate one-way flights, can often be cheaper than round-trip tickets, particularly if your travel dates are flexible.

6. Earn Rapid Rewards on Each Leg

You earn Rapid Rewards points on every flight segment, which helps you get closer to free flights.

7. Freedom to Explore at Your Own Pace

You can explore each city without rushing. There are no rigid schedules, so take your time and enjoy the freedom to travel at your own pace.

8. Mix Domestic and International Cities

You can include both U.S. cities and select international destinations (like Mexico or the Caribbean) in your multi-city itinerary, which is great for combining vacation and exploration.

How to Book Multi-City Flights on Southwest

Finding great prices for Southwest multi-city flights isn’t hard if you know where to look and when to book. Here’s a quick guide to Southwest multi-city booking to help you save money:

To book your Southwest multi-city flight online:

  • Visit the official website,
  • Select Multi-City Option.
  • Enter your trip details for each leg of your trip, with departure and arrival cities, and travel dates for each segment.
  • You can add up to 3 flight legs in one booking.
  • Select the flights for each segment based on time, fare, and travel class.
  • Add your passenger details like name, contact info, and Rapid Rewards number (if you have one).
  • Pay by using cash or Rapid Rewards points, and confirm your booking.

Choose the Phone Booking option with Travelpodium:

To get phone booking assistance for your Southwest multi-city flight, book your flight with Travelpodium for a seamless and hassle-free itinerary. So, without any worries, contact Travelpodium to get an expert representative who will guide you through the whole procedure for a Southwest multi-city booking itinerary.

When to Book?

  • The best time to book Southwest multi-city flights is 2-3 months in advance for domestic travel.
  • For international trips, it’s best to book your Southwest multi-city flights 4–6 months in advance.

Why it’s great :

  • It allows you to visit multiple cities in one trip.
  • Offers 2 free checked bags on every flight.
  • No change or cancellation fees applied.
  • You can earn Rapid Rewards points.
  • Save money with early booking and sales.
  • Flexible plans that fit your schedule.

Smart Tips to Find Southwest Multi-City Deals:

Check the Low Fare Calendar:

Look for the cheapest travel days using Southwest’s low fare calendar. It’s perfect for planning across multiple cities.

Book Early:

It’s best to book your Southwest multi-city flight early so that you can get a better chance to grab low fares, especially for multi-destination trips.

Watch for Flash Sales:

You can also grab the special sales often run by Southwest with fares as low as $29, so keep an eye on them.

Use Rapid Rewards Points:

If you are a member, use Rapid Rewards points to reduce your fare. You can even mix points with cash to stretch your savings.

Book everything together:

Through Southwest Vacations, you can book your flight, hotel, car, and activities all at once. By booking everything together, you can unlock discounts and save money.

Plan Your Route Smartly:

Choose cities in a logical order, e.g., west to east or north to south, to avoid backtracking and to save both time and money.

Conclusion

Southwest multi-city flights let you visit more than one destination in a single trip, all in one easy booking. You can plan stops in different cities, instead of just flying round-trip. It’s a great option whether you are on vacation, on business, or on family visits. It’s one of the easiest and most flexible ways to travel across several places without booking separate tickets.

You can book multi-city flights by simply entering your cities and dates—then you’re good to go. You can also book by phone through Travelpodium if you want help from an agent. So if you are wondering “How to book a multi-city flight on Southwest?” now you know it’s simple, smart, and totally worth it.

Quick Answers to Common Questions


A multi-city flight involves traveling to multiple cities within a single trip, rather than just a simple round-trip. This is useful for vacations, business trips with various stops, or visiting friends/family in different cities.


Yes. Southwest has no change or cancellation fees. You can manage each flight individually.



Yes, whether it’s one-way, round-trip, or multi-city, Southwest offers 2 free checked bags per person on every flight.


If your flights are on one reservation, you may be able to check in for multiple legs together. If they’re separate bookings, you’ll need to check in for each leg individually, 24 hours before departure.


Yes, you can book a multi-city flight on Southwest Airlines by entering multiple flight legs with different cities and dates, and book your entire trip in one reservation.


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