Tag Archives: Southwest Airlines

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PSA: Check Existing Southwest Airlines Reservations for Silent Schedule Changes & Cancellations

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Good morning everyone.  A few weeks ago, I made a speculative Southwest Airlines booking to Lihue, Kauai for the first week of Laura’s summer vacation.  I’ve seen the price of the flight drop a few times since I made the original reservation and checked for price drops every Tuesday morning (after SWA sends out their deals email).  Unfortunately, when I checked the prices for this trip, I could not see the non-stop flights from Oakland (OAK) to Lihue (LIH).  I started digging into the reservations and found out that the outbound flight was completely cancelled and the return flight was changed to the following day with 2 stops.  I understand that this is a very uncertain time, but the part that really bugs me is that SWA did not send me an email about the flight cancellation or schedule change.  I also needed to reach out to SWA to redeposit the SWA points back into my account.  I will share all the details below.

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Work from Home Diary 3: Upcoming Travel Plans (Cancel Now or Wait it Out?)

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Good afternoon everyone, happy Friday.  I started sharing my thoughts regarding working from home in a series of Work from Home Diary posts.  Feel free to share your work from home feelings in the comments section below.  For today’s update, I wanted to discuss upcoming travel plans and my plans for those trips.  As of today, I have 4 trips on the books.  These trips are not set in stone and could be cancelled by myself or the airlines before departure depending upon how things are going in the world.  We are taking things slowly and focusing on 1 day at a time.

Trip 1 – Mother’s Day Weekend

My next trip is in mid-May for Mother’s Day Weekend.  I was planning on flying down from San Francisco (SFO) to Orange County (SNA) to visit my parents and grandparents.  I have flown down for Mother’s Day weekend for the last few years and enjoy seeing my family.  This trip was booked with Citi Thank You Points for basic economy travel on Alaska Airlines.  If the situation in California remains the same (all Californias are told to stay home to prevent the spread of coronavirus), I will probably cancel my trip and hold onto travel funds for a future trip.

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Mother’s Day dinner in St Kitts (2017)

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Work from Home Diary 1: Cancelling My Ireland & Kauai Trips

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Good morning everyone, I hope your week is going well.  These are very uncertain times and I have difficulty finding motivation to write about anything travel related.  Therefore, I decided to share my feelings in a series of Work from Home Diary posts.  Feel free to share your work from home feelings in the comments section below.

First of all, I am very fortunate that I work for a company where we have the ability to work from home.  My heart goes out to everyone affected in the retail industry, travel/hospitality industry, restaurant/bar industry and many other industries that are affected by the coronavirus.

Last week, my company gave us the option to work from home or go into the office. I decided to work from home the entire week.  I’m used to working from home a few days a week, but working from home 5 days in a row takes a toll (both mentally and physically).  In my next diary post, I will share how I am doing in week 2.

Laura and I were supposed to fly to Ireland last Friday (March 13) for a week for her spring break (she is an assistant principal).  On Wednesday evening (March 11), the Europe travel ban was announced and we decided to cancel our Ireland trip.  I cancelled our Aer Lingus flights booked with British Airways Avios, hotel awards booked at Hyatt and Radisson Blu, Hertz rental car, and a few Expedia activities.  Canceling everything online only took a few minutes and thankfully everything resulted in a full refund, with the exception of the $55 cancellation fees per person charged by British Airways (I called to see if they could be waived, but it was not possible). Continue reading →

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I Cancelled My Last Minute Trip to Hawaii [Rescheduled for June]

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Reposted on 3/17/20 at 7:30am

Updated 3pm PT on 3/14/20: I was planning on going to Kauai in March but have rescheduled my trip to Kauai for June.  I have cancelled / rescheduled all the reservations below.

Good afternoon everyone, I hope your Friday is going well.  As a sequel to yesterday’s post (I Cancelled My Trip to Ireland), we decided to go to Kauai instead for Laura’s spring break (we went to Kauai 2 years ago for Laura’s spring break as well).  I checked flights from the Bay Area to Hawaii and flights were in the $100-$130 price range each way to all the Hawaiian Islands.  Prices were so cheap that it was a better deal to pay for flights than to book award tickets.

Laura had ~52K Southwest Airlines Points in her account, so we booked 2 roundtrip tickets from Oakland (OAK) to Lihue, Kauai (LIH) using 50,292 SWA points and $22.40 in taxes/fees ($5.60 per person per flight).  About an hour later, I checked the flight prices and saw a price drop.  I immediately rebooked the SWA flight for free and saved 8,174 SWA points.  This morning, I checked the flights again and saw more price drops.  I quickly and easily rebooked those flights using the SWA app.  After the dust settled, our SWA flights now cost a total of 35,087 SWA points (a savings of 15,205 SWA points in ~12 hours).  I kind of feel bad that the prices keep dropping so dramatically (but I will keep checking the flight prices to see if they get any cheaper).

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My Travel Philosophy for Redeeming Miles vs. Paying Cash for Flights (w/ Account Balances as of March 2020)

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Good morning everyone, happy Friday!  I just finished listening to the Miles to Memories podcast (latest episode) and enjoyed listening to them talk about Disney when they redeem miles vs. pay cash for flights.  I don’t have a hard and fast rule that I live by, so I thought it would be fun to share my travel philosophy of when I redeem miles vs. pay cash for flights.  I specifically mention flights because I plan to write a similar article about hotels and didn’t want to make this article too long.  Lastly, when I use the word cash, that could mean paying for the flight with a credit card, or paying with an airline gift card, or using credit card rewards to pay for the flight – basically anything other than booking an award ticket with airline miles.

I also think it is important to share how many credit card reward points I have, since my thinking would be much different if I had 1,000 Chase Ultimate Reward Points vs. 1 million Chase Ultimate Reward Points.  With that said, here are my transferable points balances, as of March 2020, from smallest to largest:

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