7 Holiday Flights Worth ~$3,000 (Including in Business Class) for Just ~$18 Out-of-Pocket Thanks to Flexible AMEX and Chase Ultimate Rewards Points!

By | Posted:

I know a lot of folks dread booking flights around the holidays.  Most airlines jack up fare prices while also removing award seats.  The combination makes it difficult to find good deals.

The #1 trick I share with friends and family is: collect what we call “flexible” points such as the Chase Ultimate Rewards points you earn with the Ink Business Preferred Credit Card and Chase Sapphire Reserve®.  I have both of these fantastic credit cards!  American Express has their own system of flexible points and that’s how I save money when booking with The Business Platinum® Card from American Express OPEN.

Here’s the flexible part: you can transfer points to airline partners for amazing Business Class flights or book flights (with no blackout dates!) through their easy-to-use travel websites.  This is much more powerful than collecting just ONE kind of airline mile.

Using Flexible AMEX and Chase Credit Card Points to Book Business Class and First Class Flights Can Reduce the Stress of Flying This Holiday Season!

I’m responsible for booking award travel for my mom, my wife, and me.  Over the past few weeks, I’ve been busy booking flights for Thanksgiving and Christmas travel.  Below is a summary of the 7 flights I have booked.  Keep in mind, there are usually multiple ways to use flexible points to book travel.  So my way isn’t necessarily the best or cheapest way to use points.  But it worked for me!

1.   Orlando to Newark on Southwest Using Chase Ultimate Rewards Points

My mom is traveling to the New York area around Thanksgiving.  She’s taking a 10-night Royal Caribbean cruise, which departs from Bayonne, New Jersey.  To fly from Orlando to Newark, I booked her a Southwest flight through the Chase travel portal.  Keep in mind,  you can NOT book Southwest flights online through the portal.  You must call Chase Ultimate Rewards travel at 866-951-6592 to book.  It’s really easy to do and only takes a couple of minutes.

My mom has the Chase Sapphire Reserve, which means her Chase Ultimate Rewards points are worth 1.5 cents each for travel through the portal.  So I was able to redeem 10,000 Chase Ultimate Rewards points to cover her $150 flight (including all taxes & fees).

2.   Newark to Orlando in United Airlines Business Class Using Chase Ultimate Rewards Points

After my mom gets back from her cruise, she’s flying back to Orlando.  Southwest flight departure times weren’t convenient, so I booked her a Business Class ticket on United Airlines through the Chase travel portal.

Because the cash cost of the fare was relatively inexpensive (~$294), it was cheaper to use points linked to her Chase Sapphire Reserve to book her ticket through the travel portal instead of transferring points to United Airlines and booking an award flight.

I used ~20,000 Chase Ultimate Rewards points to book the flight, which is cheaper than the 25,000 United Airlines miles it would have cost if I booked a Saver level Business Class award ticket through United Airlines.  Plus, United Airlines didn’t show any available Saver award seats anyway.  I could have used even fewer points by booking her a coach ticket the same way.  But with the Business Class ticket, she’ll get 2 free checked bags (worth $60), priority boarding, and will earn extra miles for her flight.  And she’s my mom, so I do what I can to make sure she can fly comfortably! 🙂

Before Transferring Points to an Airline Partner, I Always Recommend Checking the Chase Travel Portal to See If You Can Book Your Desired Flight for Fewer Points

3.   Los Angeles to New York (JFK) in JetBlue Mint Business Class Using AMEX Membership Rewards Points

JetBlue Mint Business Class is my favorite way to fly between New York and Los Angeles, especially if you can snag one of the extra spacious suite seats in Rows 2 or 4.  Due to work commitments this year, my wife and I are traveling on separate days back to the East Coast this year around Christmas time.

I was able to find a phenomenal price ($559) for a one-way Mint Business Class ticket in mid-December from Los Angeles to New York (JFK).  Instead of paying cash, I used one of my favorite perks of The Business Platinum® Card from American Express OPEN.  AMEX Business Platinum cardholders can use AMEX Pay With Points to get 35% of your points back for ALL First Class or Business Class flights booked through the AMEX travel portal.

So I redeemed ~56,000 AMEX Membership Rewards points through the AMEX travel portal to cover the fare (including taxes & fees).  But I’ll get ~20,000 points back because of the 35% rebate exclusively available to AMEX Business Platinum cardholders.  So in the end, I’ll only be using ~36,000 AMEX Membership Rewards points, which I think is an awesome deal.  I would have to use 60,000 United Airlines miles or 70,000 Alaska Airlines miles if I wanted to book a Business Class award flight around the same time.

Using the AMEX Business Platinum 35% Points Rebate to Book JetBlue Mint Business Class Tickets Can Be a Terrific Deal!

4.   Los Angeles to New York (JFK) in Delta Business Class Using AMEX Membership Rewards Points

I used the same AMEX Business Platinum 35% points rebate perk to book my wife a Business Class ticket on Delta from Los Angeles to New York (JFK).  But my wife’s ticket was more expensive because she’s departing on a busier travel day.

I redeemed ~76,000 AMEX Membership Rewards points through the AMEX travel portal to cover the fare.  But I’ll get ~27,000 points back because of the 35% rebate available to AMEX Business Platinum cardholders.  So in the end, the ticket cost ~49,000 AMEX Membership Rewards points, which is much better than if you book directly through Delta, which is an AMEX transfer partner.  The same award ticket through Delta would cost 92,500 Delta miles, which is outrageous!

My Wife Will Fly to the East Coast Around Christmas in a Comfortable Lie-Flat Seat on Delta Thanks to the AMEX Business Platinum 35% Points Rebate Perk!

5.   Orlando to Newark on Southwest Using Chase Ultimate Rewards Points

My mom is flying back to New Jersey at Christmas time.  I transferred ~11,000 Chase Ultimate Rewards points to her Southwest account to book a flight from Orlando to Newark.  She just had to pay ~$6 in taxes & fees for her award flight.  Paying cash for the same ticket would have cost ~$162.

Remember, Southwest has no blackout dates.  As long as a seat is available for sale, you can book it using points!

6.  New York (LGA) to Nashville on Southwest Using Chase Ultimate Rewards Points and the Companion Pass

After Christmas, my wife and I are traveling to Nashville for a few nights.  We have the Southwest Companion Pass and always try to utilize it for shorter domestic flights.  This is our 4th year with the Companion Pass, which has helped us save at least $5,000 on airfare!

So I used ~13,000 Chase Ultimate Rewards points linked to my Sapphire Reserve to book my Southwest ticket to Nashville through the Chase travel portal (~$185 fare, including taxes & fees).  Then, I paid just ~$6 to add my wife as a companion.  So our only out-of-pocket was ~$6, but using Chase Ultimate Rewards points and the Companion Pass got us $370 worth of airfare ($185 ticket X 2).

Best Travel Credit Card 10000 Worth Of Travel From One Bonus Our Top 10 List Updated Now
Taking Advantage of the Companion Pass to Pay Just ~$6 to Add My Wife to a Domestic Flight Is the Most AMAZING Deal in Travel!

Learn why NOW is the best time to plan your credit card strategy to earn the Southwest Companion Pass!

7.  Nashville to Los Angeles on Southwest Using Chase Ultimate Rewards Points and the Companion Pass

We followed the same steps as above to book our flight home from Nashville.  The only difference is the fare was much more expensive.  I used 22,600 Chase Ultimate Rewards points linked to my Sapphire Reserve to cover the $339 ticket.  Then, I paid the ~$6 in award flight taxes & fees to add my wife as a companion.

Here Are the 7 Cards I Use to Earn AMEX Membership Rewards and Chase Ultimate Rewards Points

I have more than a dozen rewards credit cards in my wallet.  But my AMEX and Chase cards get the most use because earning flexible points gives me the ability to easily save on travel, as you can see from the examples above!

1.   Chase Ultimate Rewards Cards in My Wallet

Card Sign-Up Bonus & Minimum Spending RequirementsOur Review
Chase Sapphire Reserve®50,000 Chase Ultimate Rewards points after spending $4,000 on purchases within the first 3 months of opening your account
Lots of folks love this premium credit card because of the ongoing perks!
Chase Freedom Unlimited

$150 cash back (15,000 Chase Ultimate Rewards points after you spend $500 on purchases in the first 3 months from account opening
Read our review of this card, which has one of the easiest rewards earning structures around!

The information for the Chase Freedom Unlimited® has been collected independently by Million Mile Secrets. The card details on this page have not been reviewed or provided by the card issuer.

Ink Business Preferred℠ Credit Card
InkBusinessPreferred
80,000 Chase Ultimate Rewards points after spending $5,000 on purchases within the first 3 months of opening your accountRead why this is the top card pick for small business owners
Ink Business Unlimited℠ Credit Card


$500 bonus (50,000 Chase Ultimate Rewards points) after spending $3,000 on purchases within the first 3 months of opening your accountThis no-annual-fee business card can be a perfect addition to your wallet!
Ink Business Cash℠ Credit Card$500 bonus (50,000 Chase Ultimate Rewards points) after spending $3,000 on purchases within the first 3 months of opening your accountWith the increased sign-up bonus, this might be the biggest no-brainer deal of the year

2.   AMEX Membership Rewards Cards in My Wallet

Card Sign-Up Bonus & Minimum Spending RequirementsOur Review
The Business Platinum® Card from American Express OPENUp to 75,000 AMEX Membership Rewards points

You'll earn:

-50,000 AMEX Membership Rewards points after you spend $10,000 on purchases in the first 3 months of account opening.

-25,000 AMEX Membership Rewards points after you spend an additional $10,000 on qualifying purchases within the same timeframe
Here's our review of this popular small business credit card

The Blue Business℠ Plus Credit Card from American ExpressNo welcome bonusRead our review of this no-annual-fee business card,

And take a peek at our list of top rewards credit card offers to learn all of the ways you can earn miles & points to save money on travel!