How To Book Southwest Multi-City Flights Easily?

Southwest Airlines’ Multi-City booking feature streamlines complex itineraries by allowing passengers to arrange multiple flight segments within a single reservation. Whether planning stops through vibrant urban centers or combining business and leisure travel, this tool simplifies the process and maintains the benefits Southwest is known for—two free checked bags per traveler, no change fees, and Rapid Rewards points earned on each leg. The accessible online interface supports up to two reliably added segments and often accommodates a third with repeated “Add a Flight” entries. Read on our blog to know how you can book Southwest multi-city flights easily. 

Why Southwest for Multi-City Trips?

If you’ve ever booked a multi-city journey, you know the drill: confusing reservation systems, unexpected fees for each leg, and baggage nightmares. Southwest flips the script. Two free checked bags per person, no change fees, and Rapid Rewards points that stack per segment make stitching together adventures feel effortless. Plus, no blackout dates on reward seats mean you can snag those hard-to-get festival tickets or spring break escapes without worry. 

How to book multi-city flights on Southwest?

Southwest flights provide two ways through which you can book your multi-city flights: 

1. Online booking 

Southwest’s website and mobile app include a dedicated Multi-City option alongside the standard round-trip and one-way selections. To create a multi-city itinerary online:

1. Visit Southwest.com or open the Southwest mobile app and select the Multi-City tab.

2. Enter the details for the first segment—origin, destination, and departure date.

3. Select Add a Flight to include the second segment; repeat this step to include a third segment if permitted by the system.

4. Review the available fare types for each leg: Wanna Get Away for the lowest prices, Anytime for flexible booking, or Business Select for premium benefits.

5. Provide passenger information, apply any Rapid Rewards membership or Companion Pass details, and complete the payment process.

6. A single confirmation email will be issued, listing all included flight segments under one reservation.

The online tool reliably supports two segments, and a third may be added through successive “Add a Flight” actions; itineraries with more than three legs require direct assistance from Southwest Customer Service. 

2. Mobile Booking

If your itinerary exceeds three segments or requires special routing, such as an arrival in one city and departure from another. Then you can contact Southwest Customer Service, where agents will: 

• Combine three to five flight legs into a single passenger name record (PNR).

• Configure open-jaw itineraries, enabling arrival in one city and departure from a different city.

• Apply Rapid Rewards Companion Pass benefits or other account privileges uniformly across each segment.

To expedite the booking process, prepare a concise itinerary with all travel dates, origin and destination cities, and any loyalty program details before calling. This ensures the agent can assemble your complex route efficiently and accurately. 

Also Read: Cyber Monday Flights

Baggage, Layovers, and Other Considerations for Southwest multi-city

• Checked Baggage: Southwest includes two complimentary checked bags per passenger on every segment, eliminating additional bag fees.

• Change Policy: No change fees apply; only the fare difference is charged if the ticket price changes.

• Layover Restrictions: The booking system may automatically cancel layovers longer than approximately four hours. To request extended ground time, contact Customer Service for a manual override.

• Overlapping Flight Segments: Scheduling two outbound flights on the same date may trigger the system’s duplicate-flight protection, resulting in automatic cancellation of one segment within 24–48 hours.

Optimal Booking Timeline of Southwest Multi-City

• Domestic Travel: Secure the lowest fares by booking 6–8 weeks before departure.

• International Travel: Plan 2–3 months in advance, particularly during peak seasons.

• Last-Minute Opportunities: “Wanna Get Away” fares can appear as close as two weeks prior to departure, though availability varies.

• Utilize Southwest’s Low Fare Calendar to compare multiple dates for each segment, which can yield significant savings when coordinating a multi-destination itinerary.

Sample Four-Leg Itinerary for Booking Southwest Multi-City: 

Seattle → San Diego → Cancun → Seattle

1. Book Seattle → San Diego, then select Add a Flight for San Diego → Cancun.

2. If a third segment cannot be added online, record the two confirmation numbers and contact Customer Service. Request consolidation of Cancun → Seattle into the existing reservation.

3. Provide Rapid Rewards account and Companion Pass details; the agent will apply points or companion benefits across all legs.

4. After confirmation, verify receipt of one comprehensive itinerary email (or two, if segments were split) and store each e-ticket in your mobile wallet. 

Benefits of Booking a Southwest multi-city 

• Cost Efficiency: Booking multiple segments under one reservation often yields lower total fares compared to separate one-way tickets, especially when leveraging Wanna Get Away fares and promotional sales.

• Streamlined Itinerary Management: All flight legs appear on a single confirmation, reducing the need to track multiple booking references and simplifying check-in, changes, and customer support interactions.

• Free Checked Baggage: Southwest permits two complimentary checked bags per passenger on every segment, delivering significant savings on baggage fees for multi-stop journeys.

• No Change Fees: Southwest’s flexible change policy applies to each leg—only the fare difference is charged, enabling travelers to adjust dates or routes without penalty.

• Rapid Rewards Earnings: Passengers accrue Rapid Rewards points for each individual flight segment, accelerating rewards accumulation and enabling faster redemptions on future travel.

• Flexible Routing Options: The online Multi-City tool accommodates up to three legs, while Customer Service can assemble more complex itineraries—including open-jaw configurations—into one passenger name record.

• Integrated Companion Pass Use: Companion Pass holders can apply their benefit across all booked segments, ensuring a travel companion flies free (excluding taxes and fees) on every leg of the multi-city itinerary. 

Wrapping Up 

Southwest’s Multi-City tool is a fantastic way to stitch together up to two or three stops online, enjoying free bags, no change fees, and points perks. Plan ahead, use the fare calendar for deals, and avoid overlapping flights. So, call ExperianAirfare now for further assistance with Southwest multi-city flight booking, as adventure is closer than you think. 

FAQs

How many segments can I add online with Southwest multi-city flights?

The Multi-City tool on Southwest.com and the app support up to two reliably added legs and often a third via the “Add a Flight” prompt.

Can I book more than three stops on Southwest multi-city flights?

Yes, all you have to do is call ExperianAirfare to bundle four or more legs, arrange open-jaw routing, and apply loyalty benefits under one reservation.

Are checked bags included?

Each passenger receives two free checked bags per flight segment, regardless of the number of stops.

What are the change and cancellation policies?

No change fees apply; you only pay any fare difference. Refundable travel credits are issued for cancellations per Southwest’s standard policy.

How do Rapid Rewards and Companion Pass work?

You earn points for every segment, and Companion Pass holders can designate a companion for each leg, no extra booking needed.