Can I Book a Multi City Flight on Southwest Airlines?

Last Updated: September 25, 2025

Travel isn’t always about going from Point A to Point B and then back again. Many times, you want to explore more places in one trip—maybe visiting family in one city, attending a business meeting in another, and then heading off for a relaxing vacation. That’s where multi-city flights come in handy. If you’re a fan of Southwest Airlines, you might be wondering: Can I book a multi-city flight on Southwest? The answer is yes, and the process is easier than you may think.

In this guide, we’ll walk you through what multi-city flights are, how to book them with Southwest, and why they can be a smart choice for flexible travelers.

What Are Multi City Flights?

Multi city flights let you add multiple stops to your journey in a single booking. Instead of booking a bunch of one-way tickets, you can arrange your entire itinerary under one reservation.

For example:

  • Instead of booking Dallas → Denver, Denver → Las Vegas, and Las Vegas → Dallas separately, you can put all three segments under one Southwest multi city booking.
  • Business travelers can visit multiple offices in different states without juggling separate reservations.
  • Families can plan a vacation that includes a stopover to visit relatives along the way.

This type of booking saves time, keeps your flights organized, and often reduces stress.

Can I Book a Multi City Flight on Southwest?

Yes. Southwest Airlines allows passengers to book multi city itineraries using their website or mobile app. Or you can call Affluence travels to book the flight. When you select the “Multi-city” option, you can add more than one flight segment to your booking.

That said, there are a few things to keep in mind:

  • Route availability depends on Southwest’s network.
  • You can add multiple flights, but most people stick to two or three stops.
  • If your route is very complex, it might be better to book two separate reservations.

Also Read: Southwest Flight Change Guide

How to Book Multi City Flights on Southwest

Booking a Southwest multi city flight only takes a few steps. Here’s a breakdown:

  • Go to the Southwest Website or App

Start at the booking section. You’ll see options for “One-way,” “Round trip,” and “Multi-city.” Click the multi city option.

  • Enter Your First Leg

Fill in your departure city, destination, and date.

  • Add Another Flight

Use the “Add flight” button to enter your next segment. For example, Orlando → New York after your first leg.

  • Add More Segments

Depending on your trip, you can include additional flights. Southwest lets you customize your itinerary to fit your needs.

  • Search for Flights

The system will show you available flight times and prices for each leg.

  • Choose and Confirm

Pick the flights that work best, then move on to checkout.

  • Review Your Itinerary

Double-check all dates, destinations, and passenger details before confirming your Southwest multi city booking.

Also Read: Southwest Airlines Cancellation Policy

Why Choose Southwest for Multi City Travel?

Southwest Airlines has some unique policies that make multi-city bookings especially appealing.

  • No Change Fees

If you need to adjust your schedule, you won’t be hit with heavy penalties.

  • Two Free Checked Bags

This is rare among U.S. airlines. When traveling through multiple cities, you don’t have to worry about luggage costs piling up.

  • Flexible Cancellation Options

If you cancel, you may get either a refund (for refundable fares) or credit toward future travel.

  • Rapid Rewards

Each leg of your trip helps you earn points, which can be redeemed later.

  • Good Route Coverage

Southwest serves more than 100 destinations in the U.S., making it easy to planmulti-cityy trips across states.

Tips for Booking Southwest Multi-City Flights

When booking multi-city flights on Southwest, keep these practical tips in mind:

  • Book Early: The best routes and prices go quickly.
  • Be Flexible with Dates: Shifting by a day or two can unlock cheaper fares.
  • Look at Nearby Airports: Some cities have multiple airports—choosing the right one may save time or money.
  • Mix Work and Play: If you’re traveling for business, add a personal destination to make the trip more enjoyable.
  • Compare Options: Sometimes booking two separate one-way tickets is cheaper than a multi-city itinerary. Always double-check.

Also Read: Southwest Group Travel Booking

Common Mistakes to Avoid When Booking Southwest Multi-City Flights

  • Not Checking Connections: Ensure your flights have enough buffer time, especially if you’re traveling during busy seasons.
  • Forgetting Baggage Rules: While Southwest allows two free checked bags, oversized luggage still has fees.
  • Booking Too Many Segments: While you can book multiple stops, having too many flights in one reservation can make things complicated if one leg gets delayed.
  • Skipping Travel Insurance: With multiple cities, there’s more chance for changes. Insurance can save you from extra costs.

Are Southwest Multi City Flights Cheaper?

Not always. Sometimes multi-city bookings are cheaper than separate tickets, but not in every case. Factors like demand, routes, and timing all play a role.

Here’s a smart strategy:

  • Price out your multi-city booking.
  • Then compare by searching for individual one-way tickets.
  • Choose whichever option gives you the best deal.

Avail the Best Price to Book Southwest Multi-city

So, can you book a multi-city flight on Southwest? Absolutely. Whether you’re traveling for business, leisure, or a mix of both, Southwest makes it easy with flexible policies, free checked bags, and no change fees.

By taking the time to plan ahead, compare options, and avoid common mistakes, you can enjoy the convenience of exploring multiple destinations on one trip. Next time you want to make the most out of your travels, consider booking a Southwest multi city flight—it could be the key to a smoother, more enjoyable journey.

Book your Southwest multi-city flights with Affluence Travel for hassle-free bookings and flexible itineraries.

FAQs About Southwest Multi-City Flights

1. Can I book international multi-city flights with Southwest?

Southwest flies to select international destinations like Mexico, Central America, and the Caribbean. You can book a multi-city trip that includes these, but routes are more limited than U.S. domestic options.

2. How many cities can I add in one booking?

Typically, Southwest allows up to four segments in a single multi-city booking. For more complex itineraries, you may need separate reservations.

3. Is it cheaper to book multi-city flights or one-way flights?

It depends. Sometimes a multi-city flight is cheaper, sometimes one-way tickets are. Always compare before finalizing.

4. Can I use points for a multi-city flight?

Yes, if you’re a Rapid Rewards member, you can use points for each leg of your trip.

5. What if I need to change just one leg of my trip?

Southwest’s no-change-fee policy applies to each segment. You can modify a single leg without having to change the whole itinerary.

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