Book Your Spring Vacation Flights Now on Southwest Airlines, Plus New Routes!

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Today is the big day where Southwest has extended their reservation system. You can now go ahead and book flights through June 6, 2020. Up until this point you were only able to book through April 13, 2020 which means you can now book the rest of your spring flights — including Spring Break and Memorial Day weekend. Many times booking the day the schedule is released will give you the best deal for peak dates.

737 MAX 8 aircrafts grounded (Photo by Ralph Freso, Getty Images)

Book Now, Cancel Later

I personally love the flexibility of Southwest because I can cancel my vacation plans with NO PENALTY! I can also continue to watch the prices of the flight and IF they go down in price I can get the difference in points back! You can read more about the exact process and steps to go about this with these blog posts: “Changing and Canceling a Southwest Flight”, “If a Southwest Flight Goes Down in Price….”, and “Seeing if a Southwest Flight Went Down in Price is Now a Lot Easier“. But essentially if you…

  • Paid for the flight… You will receive a voucher for the difference in fare price to be used one year from the date the flight was originally purchased (NOT the date the change or re-price process took place). This voucher is non-transferable. The voucher will be tied to the confirmation number of the original flight. There is NO fee for this.
  • Booked your flight using points… The difference in points will go back into your account immediately. The taxes paid will go back to the credit card used. Again, there is NO fee for this. This is why I love booking Southwest flights using points!

Book Now, Add Your Companion Later

If you are going for the Southwest Companion Pass, where you can fly a companion 2-for-1, you can still book your flight now and add your companion later. Once you actually receive the pass, you can go ahead and add on your companion to your reservation. Remember, your companion flies free plus taxes/fees.

Reminder: Points earned from the five Southwest credit card welcome offers will count towards earning the Southwest Companion Pass, but make sure to time your application accordingly.

Also, if you are wondering when the next schedule extension is planned for…

New Routes Announced

With the schedule extension, Southwest also announced some new routes:

  • Daily service between San Diego and Kahului on Maui begins April 14, 2020
  • Daily service between San Diego and Honolulu on Oahu begins April 20, 2020
  • Daily service between Boston and Austin on April 14, 2020
  • Daily service between Boston and Dallas on April 14, 2020
  • Weekend service between Denver and Charleston, SC on April 18, 2020
  • Weekend service between Denver and Norfolk, VA on April 18, 2020
  • Saturday service between Albuquerque and Orlando on April 18, 2020
  • Saturday service between Rochester, NY and Ft. Lauderdale on April 18, 2020
  • Saturday service between Kansas City, MO and Pensacola, FL on April 18, 2020
  • Sunday service between Austin and Indianapolis on April 19, 2020
  • Sunday service between Dallas and Cleveland on April 19, 202
  • Weekend service between Atlanta and Cancun on April 18, 2020
  • Weekend service between Atlanta and Punta Cana on April 18, 2020
  • Weekend service between Oakland and Puerto Vallarta on April 18, 2020
  • Saturday service between New Orleans and Cancun on April 18, 2020

For those looking to fly to Hawaii, with the announcement that they are expanding their Hawaii presence, you can get $129 flights from San Diego to Kahului and Honolulu. If you want to grab these fares, book now!


We are a big Southwest family, which means the day the flight extension schedule comes out is a big travel booking day for me! This go-around I actually had a few flights I was looking to book for my kids April vacation, but flight prices were actually pretty expensive. I was actually able to instead purchase flights on JetBlue for half the price. These are some instances where having the Southwest Companion Pass holder doesn’t really matter.

Where did you book?

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  1. yep, fares are still too high; since the travel fund does expire on the initial purch date, only book when one feels the fare is on sale

  2. I was very disappointed with Southwest’s high prices! Delta was $200 cheaper for a RT from SLC to HNL…and NON-stop on the way there. What a bummer.

  3. Same as you. I ended up cancelling our trip to Mexico as the prices over the holidays were no better than the legacy airlines. Very disappointing for my family. Oh well.

    • @Brian – I am so sorry you had to end up canceling. I suggest continuing to check prices. I was actually able to re-price one of my flights tonight for 4,000 points less!

  4. the flights over thanksgiving are way too high. I was waiting for them to open up on May 23rd like they originally stated before I could book – should have booked with another airline. Checked yesterday and no wanna get away flights even available. We have a vacation planned in Cancun and the flights are costing more than the resort. Hope they open up more wanna get away flights.

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