Southwest CEO Says “WEEKS AWAY” From Selling Flights to Hawaii – Here’s How You Can Save HUNDREDS on Your Tickets to the Aloha State

Written by Joseph Hostetler @ Million Mile Secrets

I’ve never heard language this urgent from the Southwest about their upcoming flights to Hawaii. We’ve known for a while that Southwest would begin service to Hawaii in Q1 of 2019.  In other words, the worst case scenario would mean you and me waiting until March 31, 2019, to buy a ticket. But yesterday, CEO Gary …

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Contest Time! 144 Lucky Winners Will Win 60,000 Southwest Points That Count Toward Earning a Companion Pass (8 Million Points up for Grabs!)

Written by Jason @ Million Mile Secrets

This is an exciting contest, not just for 60,000 free Southwest points, but because the points you win will count toward earning a Southwest Companion Pass!  And they won’t post to your account until January 2019 (check out our guide to the Southwest Companion Pass to see why that’s a big deal). The Points Guy and …

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Book Discounted Southwest Flights Through May 2019 Starting at $41 One-Way (Ends Soon)

Written by Jason @ Million Mile Secrets

Southwest has frequent award sales & promotions, so if you don’t want to miss out on the next one subscribe to our newsletter and we’ll deliver these sales (and other travel deals) straight to your inbox.  If you’re looking to book a trip for 2019, Southwest has the sale for you!  You’ll need to book by December 13, 2018, …

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I’ve Been Getting 3-for-1 Flights on Southwest.  Here’s My Strategy to Up My Family Travel Game & How You Can Do It, Too!

Written by Emily @ Million Mile Secrets

My daughter is ~16 months old, and before long, she will be turning 2.  That means no more 3-for-1 flights!  Currently, I get 3-for-1 flights thanks to the Southwest Companion Pass (2-for-1 flights) plus my daughter still being a lap child. But that perk will end in September when my daughter turns 2.  So I’m planning …

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Why I’m NOT Spending ANYTHING on My New Chase Southwest Airlines Credit Card (That Counts Towards the Southwest Companion Pass!)

Written by Emily @ Million Mile Secrets

I recently applied for, and got approved, for the Southwest Rapid Rewards® Priority Credit Card.  The bonus points earned after meeting tiered minimum spending requirements count towards the Southwest Companion Pass.  Because I have a travel partner I regularly fly with, having the Southwest Companion Pass is very valuable to me because I’ve saved $1,000s!  Here’s everything …

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I Received the Dreaded “Pending” Message After Applying for This Popular Chase Credit Card – Here’s How I Handled It & Finally Got Approved!

Written by Emily @ Million Mile Secrets

I recently applied for the Southwest Rapid Rewards® Priority Credit Card.  I wanted this Chase credit card because the bonus points earned after meeting tiered minimum spending requirements count towards the Southwest Companion Pass, which is the #1 deal in travel!  The Southwest Companion Pass is my favorite airline deal because I save so much money.  In 2018 alone, …

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2-for-1 Flights on Southwest Airlines (Worth ~$1,000s!)  How I’m Gifting My Family the #1 Travel Deal With the Southwest Companion Pass

Written by Emily @ Million Mile Secrets

This Christmas I’m working to give my family the gift of the Southwest Companion Pass.  Research shows that happiness received from getting material possessions doesn’t last.  Having experiences like travel is what makes people happier — and that happiness lasts with the memories that are made with family and friends. The Southwest Companion Pass is …

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Southwest Airlines: Sometimes Their Crazy Cheap Fares (With Free Bags!) Aren’t As Good As They Seem — Here’s What I Mean

Written by Emily @ Million Mile Secrets

I recently booked my $10 flights home for the holidays thanks to Chase Ultimate Rewards points and the Southwest Companion Pass.  The flights for my partner and me to fly cost only 19,000 points TOTAL, and I’ll be bringing my daughter as a lap child.  But as I was searching for flights, I realized that …

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Southwest Wants to Save You Time With a Clever New Boarding Process

Written by Erin Lizzo @ Million Mile Secrets

It’s tough to think of a more polarizing topic in airline travel than the Southwest boarding process.  Some people love the organized structure of lining up in a very specific order based on their ticket letter/number.  “It’s so civilized,” they might say. Other people (like myself) feel like it kind of brings out the worst in …

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Southwest Extends Schedule Through Summer 2019 and Adds New Caribbean Routes (Come on Hawaii Flights, Get Here Already!)

Written by Jason @ Million Mile Secrets

If you’re sitting on a Southwest Companion pass right now, you can now book your (nearly) 2-for-1 flights through August 5, 2019!  If you don’t have a Southwest Companion Pass yet, check out our guide for it here. Now is a great time to consider earning the Companion Pass because if you earn it in …

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ALL 4 Southwest Cards Now Offering 60,000 Points – Easier to Earn the Southwest Companion Pass!

Written by Joseph Hostetler @ Million Mile Secrets

Great news, Southwest zealots!!  Earning the best deal in travel just got easier. All 3 Southwest personal credit cards are getting a sign-up bonus boost.  Now, you’ll earn up to 60,000 Southwest points after meeting tiered spending requirements. Southwest points are generally worth ~1.5 cents each toward travel.  So 60,000 Southwest points are worth ~$900 …

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Shhh!! Book ~$11 Flights (+ Use Credit Card Points!) on Southwest to Go Home for the Holidays!

Written by Emily @ Million Mile Secrets

Many people want to fly home for the holidays, but just can’t afford it.  Flights average ~$509 for round-trip domestic tickets.  That’s a lot of money! Fortunately, I have not had to pay for a domestic flight in years thanks to credit card rewards points. Southwest is one of my favorite airlines because I can …

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Pick Up an Easy 3,000 Bonus Southwest Points This Month!

Written by Alex @ Million Mile Secrets

Still looking for ways to maximize your rewards this holiday season?  Folks who are willing to shop before the big holiday rush can earn even more points with this limited-time Southwest offer. You can earn up to 3,000 bonus Southwest points for making your online purchases through the Southwest shopping portal.  There are 850+ stores …

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Southwest Is Nearing Its Hawaii Service Date – Expect 15 Flights per Day!

Written by Joseph Hostetler @ Million Mile Secrets

Remember when Southwest said it had plans for Hawaii over a year ago? They’ve been playing close to the vest ever since.  Leaving us LUVheads clamoring for the smallest rosy update week after month.  We can’t WAIT to get almost 2 for 1 travel to Hawaii with best deal in travel. We’ve not heard any …

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How I am Projecting to Save ~$8,653 in Flights on Southwest Airlines for 2018, Thanks to Chase Ultimate Rewards and the Southwest Companion Pass

Written by Emily @ Million Mile Secrets

If you like this post, make sure you never miss how to save thousands off your trips by signing up for our email newsletter (it’s FREE)! A friend of mine asked me how much I’ve saved on flights on Southwest for the year, so that got me doing some math.  For 2018 so far, I’ve booked ~13 flights …

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Why Chase Ultimate Rewards Redemption Values Don’t Matter

Written by Emily @ Million Mile Secrets

While I was attending the Chicago Seminars (a travel miles & points conference), a gentleman came up to me and asked me if I felt guilty about transferring my Chase Ultimate Rewards points to Southwest.  He said he transfers his Chase points to United Airlines for international Business Class flights because it’s a better value, …

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Southwest Adds Another Freebie to Your In-Flight Experience!

Written by Jason @ Million Mile Secrets

I like Southwest a lot, if for no other reason than they have the courage to not follow the crowd.  Every other airline is raising baggage fees, but Southwest still lets you bring two checked bags for free! And when it comes to miles & points, you can’t beat the Southwest Companion Pass, which will …

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Attention Indecisive Travelers: Southwest Makes a Positive Change to Their Already Excellent Change Policy

Written by Joseph Hostetler @ Million Mile Secrets

Southwest is already the most customer friendly airline on the planet.  Especially for folks who don’t have firm travel plans yet. That’s because they have an insanely generous cancellation policy.  If you need to change a Southwest flight you reserved with either points or money, you can modify it for zero fees.  And if you …

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Southwest’s Schedule Has Been Extended – Book Flights Through June 8, 2019

Written by Meghan @ Million Mile Secrets

Southwest has just extended their flight schedule and you can now book flights through June 8, 2019. Even if you aren’t absolutely sure of your travel plans, it can definitely make sense to book Southwest flights in advance because they don’t charge cancellation or change fees.  If one of the frequent Southwest fare sales pops up with a better deal …

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Southwest’s Schedule Has Been Extended – Book Flights Through April 7, 2019

Written by Jason @ Million Mile Secrets

Southwest has just extended their flight schedule and you can now book flights through April 7, 2019. Even if you’re not 100% sure of your travel plans, it’s never a bad move to book Southwest flights in advance because they don’t charge cancellation or changes fees.  If one of the frequent Southwest fare sales pops …

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