Planning a trip with multiple stops? Whether it's a cross-country business tour or a dream vacation hitting several cities, you're likely asking: Can I book a multi-city flight with Southwest Airlines?
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While you can book on the Southwest app or website (which we cover below), these platforms are optimized for simple one-way or round-trip bookings. For a multi-city itinerary, calling offers distinct advantages:
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Yes, Southwest Airlines absolutely allows you to book multi-city or multiple-destination trips. However, it's important to understand how Southwest handles this.
Unlike some international airlines that have a complex "multi-city" tool, Southwest's system is built on the simplicity of one-way flights. On Southwest, the price of a round-trip ticket is simply the cost of two one-way tickets combined.
This is fantastic news for multi-city travelers. It means a "multi-city trip" on Southwest is just a series of one-way flights booked together.
Multi-City Defined: A multi-city itinerary involves flying from City A to City B, then from City B to City C, and so on. This is different from a round-trip (A $\to$ B $\to$ A) or a simple one-way (A $\to$ B).
How Southwest Handles It: You can book these one-way legs sequentially. For example, you can plan a West Coast trip like:
Leg 1: Dallas (DAL) $\to$ Denver (DEN)
Leg 2: Denver (DEN) $\to$ San Diego (SAN)
Leg 3: San Diego (SAN) $\to$ Dallas (DAL)
You can book this online using the "Multi-City" tab on their website, or you can book each leg individually. The easiest way to ensure the fares, times, and confirmations are all bundled correctly is to call +1(888)-727-0191. A representative can confirm all your multi-destination options and ensure you get the best fare combinations for your entire journey.
If you prefer to book online, Southwest provides tools on both its desktop website and mobile app. Here’s a step-by-step guide.
The Southwest app is powerful, but the multi-city option can be less obvious. Here's how to book multi-city flights on the Southwest app:
Open the App: Log in to your Rapid Rewards account (optional, but recommended for earning points).
Start Booking: On the home screen, tap "Book a Flight."
Select "Multi-City": At the top of the booking screen, you will see tabs for "One-Way," "Round-Trip," and "Multi-City." Tap on "Multi-City."
Enter Your Legs: The app will show fields for "Flight 1" and "Flight 2."
Enter your origin, destination, and date for your first leg (e.g., AUS to BNA).
Enter your origin, destination, and date for your second leg (e.g., BNA to MCO).
Add More Flights: If you have more than two destinations, tap the "Add another flight" link to add a third, fourth, or fifth leg.
Search Flights: Tap "Search" to see your options. You will select a flight and fare for each leg of your journey one at a time.
Checkout: Once all legs are selected, the app will bundle them into a single itinerary for checkout.
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The desktop website offers a clearer view, especially when using the Southwest advanced search capabilities built into the multi-city tool.
Go to Southwest.com: Navigate to the main booking engine on the homepage.
Select the "Multi-City" Tab: Just above the "From" and "To" fields, click the "Multi-City" tab.
Build Your Itinerary: You will see fields to enter multiple flights.
Flight 1: Enter Origin, Destination, and Date.
Flight 2: Enter Origin, Destination, and Date.
Add More: Click the "Add another flight" link to add up to six segments to your trip.
Select Passengers & Search: Choose the number of passengers and click "Search."
Select Flights & Fares: The website will present you with flight options for your first leg. You must select a flight and fare (Wanna Get Away, etc.) for that leg.
Select Next Leg: After confirming Leg 1, the page will refresh to show you options for your second leg. You will repeat this process for all segments of your trip.
Review and Pay: Once all flights are selected, you'll be taken to a final itinerary and payment page.
This process can be cumbersome, especially if the flight you want on Leg 3 isn't compatible with the fare you found for Leg 1. For a seamless booking process, the best option is to call +1(888)-727-0191 and have an agent manage the entire booking.
The true power of Southwest's multi-city booking comes alive when planning complex trips. Because fares are based on one-way segments, you have incredible flexibility.
Let's say you're planning a Southwest multi-city 3 destinations trip starting from Chicago for business and pleasure.
Goal: Chicago (Business) $\to$ Las Vegas (Fun) $\to$ Los Angeles (Family) $\to$ Home to Chicago.
Booking Process:
Leg 1: Chicago (MDW) $\to$ Las Vegas (LAS) on Monday, Oct 6.
Leg 2: Las Vegas (LAS) $\to$ Los Angeles (LAX) on Thursday, Oct 9.
Leg 3: Los Angeles (LAX) $\to$ Chicago (MDW) on Sunday, Oct 12.
Fare Calculation: Your total price will be the sum of the one-way fares for Leg 1 + Leg 2 + Leg 3. You can use the Low Fare Calendar (more on that below) for each segment to find the cheapest days to fly.
Planning a Southwest multi-city 4 destinations trip requires even more coordination, especially with layovers and timing.
Goal: A "grand tour" of the Southwest from Dallas.
Booking Process:
Leg 1: Dallas (DAL) $\to$ Denver (DEN)
Leg 2: Denver (DEN) $\to$ Seattle (SEA)
Leg 3: Seattle (SEA) $\to$ Phoenix (PHX)
Leg 4: Phoenix (PHX) $\to$ Dallas (DAL)
Pro Tip: When booking a 4-leg trip, managing the connections and ensuring you have enough time in each city is key. This is where booking online becomes a major challenge.
For complex itineraries like these, stop clicking and start talking. A quick call to +1(888)-727-0191 is the most effective way to secure a 3- or 4-destination trip. An agent can optimize your route, suggest alternative airports (e.g., OAK vs. SFO), and confirm your entire complex itinerary in minutes.
Checking the schedule and status for a multi-city trip works on a per-leg basis. You will not have one single "status" for your entire 10-day trip. You must check the status for each individual flight segment.
You can view your Southwest multi-city flights schedule in your account or by looking up your confirmation number. The easiest way is to use the "Flight Status" tool on the Southwest website or app.
Navigate to "Flight Status."
Search by Flight Number: If you know your flight numbers (e.g., WN 1234), you can enter each one to see its status. This is the most accurate method.
Search by Route: You can also search by departure and arrival cities (e.g., DEN to SEA). This will show you all flights on that route for the day.
This is crucial on travel day, especially when you have a connection.
Southwest Flight Status by Flight Number: This is the best way. Enter your flight number (e.g., WN 567) to see its real-time departure time, arrival time, and gate information.
Southwest Airlines Arrival Flight Status: If you're tracking an incoming flight (perhaps one you need to catch for your next leg), you can search by the origin city and flight number to see its estimated arrival.
The Live Update Solution: Juggling four different flight numbers and statuses is stressful. The best solution is to call +1(888)-727-0191. You can ask an agent, "What is the status of my entire multi-city itinerary?" They can pull up your reservation and give you a live update on all your legs, warn you about potential delays, and even help you rebook a segment if needed.
One of Southwest's best features is the Southwest Low Fare Calendar. This tool is essential for planning a cheap multi-city trip.
Here's the strategy: You must use the Low Fare Calendar for each leg of your multi-city journey separately.
Access the Calendar: On the Southwest.com desktop site, enter a one-way route (e.g., Leg 1: MDW to LAS) and select "Flexible Dates."
Find the Cheapest Day: The Southwest low fare calendar desktop view will show you a full month of prices. Find the green-highlighted (cheapest) date that works for you. Note it down.
Repeat for Leg 2: Go back to the booking engine. Now, search for your second leg (e.g., LAS to LAX) using "Flexible Dates." Find the cheapest date for that segment.
Repeat for All Legs: Continue this process for all parts of your trip.
Book the Trip: Once you have your "cheap flight" dates for all legs, you have two options:
Go to the "Multi-City" tab and plug in the dates you found.
Call +1(888)-727-0191 and say, "I want to book a multi-city trip. I used the Low Fare Calendar and want to fly MDW to LAS on October 6th, LAS to LAX on October 9th, and LAX to MDW on October 12th."
The second option is infinitely faster. The agent can confirm those Southwest cheap flights and lock in the Southwest Airlines cheap flights calendar prices for you instantly. To compare fare options or finalize a booking using Low Fare Calendar data, call +1(888)-727-0191 today.
This is a common point of confusion, but on Southwest, the answer is simple.
Southwest Round Trip: A simple A $\to$ B and B $\to$ A booking.
Southwest Multi-City: An A $\to$ B and B $\to$ C booking (or more stops).
Which is better? It all depends on your travel needs.
Price: Because Southwest prices everything as a one-way, there is no price advantage to booking a round-trip over two one-ways. A $99 flight from A to B and a $109 flight from B to A will cost $208, whether you book it as a "round trip" or as two separate one-ways.
Flexibility: This is where multi-city booking wins. It gives you the freedom to create an "open-jaw" trip. For example:
Fly from New York (LGA) to Orlando (MCO).
Drive to Fort Lauderdale (FLL).
Fly home from Fort Lauderdale (FLL) to New York (LGA).
This is a multi-city trip (two one-way flights) and is far more flexible than a standard round-trip.
If your trip is anything other than a simple A-to-B-and-back, a multi-city booking is the better choice. To get expert advice on whether your itinerary is best booked as a round-trip or a Southwest multi city trip, call +1(888)-727-0191. An agent can price out both options for you. For immediate assistance, call +1(888)-727-0191.
You've seen the online methods, the calendar strategies, and the planning involved. While it's all possible, it's not always easy. Booking your Southwest multi-city trip by phone is, without question, the most efficient and stress-free method.
Here are the top benefits of calling +1(888)-727-0191:
Immediate Confirmation: No juggling multiple browser tabs. Get one confirmation number for your entire 3- or 4-destination trip.
Custom Route Expertise: Agents are trained to find creative routes and airports that the online engine might miss, potentially saving you time and money.
Instant Fare Advice: An agent can instantly compare the "Wanna Get Away" vs. "Anytime" fares for all your legs, helping you decide where to save and where to splurge on flexibility.
Human Assistance: If you make a mistake online, you have to fix it yourself. If an agent makes a mistake (which is rare), they fix it for you. This human-in-the-loop support is invaluable.
24/7 Booking Support: You can plan your complex trip at your convenience, day or night.
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Here are quick answers to the most common questions about Southwest multi-city bookings.
Can I book multi-city flights on the Southwest app?
Yes. On the "Book a Flight" screen, tap the "Multi-City" tab to enter up to six flight segments. For faster service, you can also call +1(888)-727-0191 to book.
How many destinations can I add on Southwest multi-city booking?
Using the online tool or app, you can add up to six one-way segments to a single itinerary. If your trip is even more complex, call +1(888)-727-0191 for assistance.
Can I combine round-trip and multi-city on one ticket?
Not exactly. A "multi-city" booking is just a bundle of one-way tickets. A round-trip is also just two one-way tickets. You would simply book all the one-way legs you need (e.g., A $\to$ B, B $\to$ C, C $\to$ A) under one confirmation.
Does Southwest show multi-city fares on the Low Fare Calendar?
No. The Low Fare Calendar only works for one-way or round-trip routes. To find the cheapest multi-city trip, you must use the calendar to search for each leg of your journey individually, then book those dates. Or, simply call +1(888)-727-0191 and ask the agent to find the cheapest dates for your route.
Can I call Southwest to modify my multi-city booking?
Yes, and it's the recommended way. Because Southwest has no change fees, you can easily modify a leg of your trip. Calling +1(888)-727-0191 is the easiest way to ensure your changes are applied correctly to the right segment of your itinerary.
So, can you book a multi-city flight with Southwest Airlines? Absolutely.
You can use the "Multi-City" tab on the desktop site or app to manually piece together your itinerary. You can also leverage the Low Fare Calendar, one leg at a time, to find the cheapest dates for your Southwest multi-city 3 destinations (or more) trip.
But as this guide shows, the online process can be complex and time-consuming.
The single best piece of advice for booking a Southwest multi-city trip is to use their expert support. It's fast, easy, and ensures your entire itinerary is booked correctly the first time.
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