9 super easy ways to save points when traveling to a new city

Nov 9, 2020

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Exploring new cities is one of my favorite things.

There’s something about the thrill of flying in late in the day, walking around the city at dusk and waking up in a hotel, ready to see sights in the daylight that keeps me coming back for more.

Consequently, another one of my other favorite things to do is redeem miles. I’ve almost exclusively traveled on points and miles over the past few years, giving me tens of thousands of dollars worth of heavily discounted travel.

With that in mind, I always look for ways to save points and miles when I travel somewhere new. I like to spend as few miles as possible when traveling so that I can take more trips. That said, I do this without compromising the quality of my trip — meaning I still try and fly in premium cabins and stay in nicer hotels when possible.

Here, I’ll give you a few simple ways to save points and miles when traveling to a new city. These tips apply to international and domestic travel, so make sure to bookmark the article and refer to it the next time you book a city break.

Let’s dive in!

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In This Post

How to save points on flights

United A319 at The Gate in Chicago
(Photo by Andrew Kunesh/The Points Guy)

Airfare is often the most expensive part of any points and miles fueled trip. That said, it’s possible to bring down the cost of an award ticket if you know where to look. Here are a few of my best tips.

Compare the cost of tickets with multiple transfer partners

It’s always smart to diversify your points and miles portfolio — namely, by earning transferable points. You can earn these points with credit cards and then transfer them to different airlines and hotel transfer partners, giving you a ton of options for redeeming miles.

For example, American Express Membership Rewards points transfer to Avianca LifeMiles, British Airways Avios and Delta SkyMiles. Better yet, it has transfer partners in each of the three major airline alliances, so you can effectively book any award flight with these points and miles.

With that in mind, always check prices across multiple transfer partners when booking your flights with your transferable points.

Say you’re booking a flight from New York to Chicago. You’ll want to checkpoints prices for flights operated by American, Delta, JetBlue and United as each airline operates this route. Even though some of these airlines aren’t Amex transfer partners, you can book their flights with alliance partners.

I fly this route often, and I tend to book United flights with Avianca LifeMiles and Delta flights with Delta SkyMiles. I’ve also transferred points to British Airways Avios to book an American ticket on this route.

Further, be sure to check flights into all nearby airports. For the example above, you’ll want to check flights out of New York (LGA), New York-JFK and Newark (EWR). Chicago has two airports as well — Chicago-O’Hare (ORD) and Chicago-Midway (MDW) — but only Southwest flies to Midway from New York.

To illustrate this, I pulled New York to Chicago award ticket prices on a handful of Amex transfer partners and found the following pricing for a one-way flight in economy:

Airline Transfer Partner Points Price
American Airlines British Airways Avios 9,000
Delta Air Lines Delta SkyMiles 6,000 (basic economy)
United Avianca LifeMiles 7,500
JetBlue JetBlue TrueBlue 7,400

As you can see, there are various ways to book a flight from New York to Chicago with Amex points. You can save points by flying Delta or United over American if award space is available. That said, it may make sense to book a more expensive option if you can use elite status benefits or if a flight departs at a better time.

Delta SkyMiles Pricing NYC to Chicago
(Image courtesy of Delta)

Related: How to redeem American Express Membership Rewards for maximum value

Keep an eye out for flash sales and other promotions

Sometimes airlines have limited-time sales on award tickets. Delta — for example — offers Flash Sales. These sales temporarily discount certain routes so that you can score a great deal. We’ve seen excellent deals in the past like 16,000 SkyMiles round-trip tickets from the U.S. to Europe and ultra-cheap domestic tickets.

Continuing on SkyTeam sales, Flying Blue offers monthly sales on international flights every month called Promo Rewards. We haven’t seen a U.S. to Europe sale in a while, but these are likely suspended due to the coronavirus outbreak. Keep an eye on the Flying Blue Promo Rewards page for when they return. I’ve scored excellent transatlantic deals with these sales.

On the other hand, American Airlines frequently offers Web Special awards that offer a huge discount over standard awards. These sales are offered on a flight by flight basis and aren’t listed online. Instead, you see them when you search for flights. For example, this Web Special flight from Dallas-Ft. Worth (DFW) to Chicago costs 10,000 and 20,000 miles in economy and business class, respectively. This is slightly lower than the award chart price.

DFW to ORD Web Special Pricing
(Image courtesy of American Airlines)

Related: Maximizing redemptions with American Airlines AAdvantage

See if you can add a stopover for free

Alaska Airlines Airplane Landing at LAX
Loyalty programs like Alaska Mileage Plan let you add a free stopover on international award tickets. (Photo by Michael Rosebrock/Shutterstock)

Plan on taking a multi-stop trip? Try and maximize stopover rules if you can. Stopovers are offered by some loyalty programs and let you add a free flight to your itinerary. Sometimes these must be between the inbound and outbound flight, and some can be used at any time.

The former is employed by United MileagePlus and its infamous Excursionist Perk. You can use this perk to add a free one-way flight to any international itinerary, so long as the one-way flight isn’t within the region where you start your itinerary. This means you can book something like Newark (EWR) to London (LHR) and Frankfurt (FRA) To Newark, and add a free one-way flight between London and Frankfurt.

United Stopover
(Image courtesy of United)

On the other hand, Alaska Airlines Mileage Plan offers a free stopover on all one-way tickets. Your entire ticket must be booked with a single partner and Alaska Airlines, but the stopover is pretty open-ended. For example, say you want to book Dubai (DXB) to New York-JFK on Emirates. You can add a free flight from New York to Seattle (SEA) on Alaska Airlines a few months later for no extra miles. This trick gives you an outbound flight for another trip for free.

Alaska Airlines Emirates Flight with Alaska Airlines Stopover Flight
(Image courtesy of Alaska Airlines)

Alternatively, you can book New York to Hong Kong (HKG) via Dubai (DXB) with Emirates, and you can stop in Dubai for as long as you’d like.

NYC to HKG via DXB Stopover Mileage Plan
(Image courtesy of Alaska Airlines)

Other programs that include stopovers are Air Canada Aeroplan and ANA Mileage Club. Check out our full guides to these loyalty programs to see their respective rules on stopovers.

Being familiar with major stopover rules means you can maximize your points and miles to book multiple trips for the price of one. This can save massive amounts of points and something I wish I knew when I first started with points and miles.

Related: How to get a free (or almost free) stopover in the Middle East

How to Save hotel points

Marriott Marquis in Downtown Chicago
(Photo by Felix Mizioznikov/Shutterstock)

There are plenty of ways to save hotel points when traveling to new cities too. These tips can be applied across most major hotel loyalty programs, so you can save points across the board. Let’s take a look.

Consider staying outside of the city center

One easy way to save points on hotels is to stay outside of the city center. This doesn’t mean staying in the suburbs per se, but rather staying in a neighborhood nearby. This works especially well in large cities like New York and London, where hotels sprawl throughout the city.

For example, here in New York City, you can stay at the Aloft in Long Island City, Queens for just 25,000 Marriott Bonvoy points per night. This hotel is located just one Subway stop away from Midtown Manhattan and is in the heart of the booming Long Island City neighborhood.

Aloft Long Island City
(Image courtesy of Marriott)

This is 10,000 points cheaper than the Aloft in the Financial District. These hotels are nearly identical but located in different neighborhoods. Compare and contrast if the more central location is worth the extra points. If you plan on exploring the city, you may opt for the Long Island City hotel since it’s near the subway and lower cost.

Aloft Financial District
(Image courtesy of Marriott)

Related: An introduction to New York City’s neighborhoods

Use free night certificates for high-cost stays

Many hotel credit cards come with annual free night certificates. For example, the Marriott Bonvoy Brilliant™ American Express® Card includes an annual free night certificate worth up to 50,000 Marriott Bonvoy points. On the other hand, the Hilton Honors American Express Aspire Card includes a free weekend night certificate that can be used at any Hilton hotel.

Save these certificates for times when you want to book high-end hotels that cost a lot of points. In these cases, you’re best off saving your points as they’re more flexible and can be used whenever you’d like. Certificates can only be used in full and are usually valid for a year, so it’s best to use them for high-value redemptions.

These certificates can be extremely valuable too. For example, you can use a 50,000 point certificate to spend a night at the W Hollywood. This hotel costs nearly $400 a night next spring, giving you a cool 0.8 cents per point in value. This is in-line with TPG’s most recent valuation and nearly pays for the Bonvoy Brilliant card’s $450 annual fee (see rates and fees).

W Hollywood Marriott Bonvoy Points Cost
(Image courtesy of Marriott)

Related: 6 great uses of Marriott 35,000-point free night certificates

Keep an eye out for discounted redemptions

Hotels often run sales on hotel stays during slow travel times. Marriott calls these PointsSavers and they offer limited-time discounts on a variety of different properties worldwide. These deals aren’t listed in full but show when searching for hotels on the Marriott site. Keep an eye out for them as they can sometimes present a good value — especially if you’re booking longer stays.

Example of Marriott PointsSaver Sale in Dallas
(Image courtesy of Marriott)

Related: Beginner’s guide to Marriott Bonvoy

Take advantage of free nights on long stays

Finally, many hotels offer a free night on stays of four or five days. Marriott Bonvoy, Hilton Honors and IHG Rewards Club each offer these, and they can help you save a ton of points on longer stays. This is especially true if you’re staying at high-end properties.

On the Marriott side, those booking five award nights or longer get the fifth night free. So if you book a five-night stay, you’re only charged the number of points required for a four-night stay. Even better, this applies to every fifth night, so a 10-day award stay would get two free nights. This can save you hundreds of thousands of points if you’re booking long stays in high-end hotels.

Marriott Fifth Night Free Example
(Image courtesy of Marriott)

Likewise, Hilton Honors offers a fifth night free to all Hilton Honors elite status members. Unlike Marriott, though, you can only get free nights on award stays 20 days or less, giving you a maximum of four free nights on longer stays.

Hilton Honors fifth night free
(Image courtesy of Hilton Honors)

Thankfully, it’s easy to earn Hilton elite status. You’ll get Hilton status with any one of Hilton’s four cobranded credit cards. This suite of cards offers entry-level Silver status on the no-annual-fee Hilton Honors American Express Card (see rates and fees) and top-tier Diamond status with the Hilton Honors American Express Aspire Card.

Finally, IHG Rewards Club only offers a fourth night reward to members that hold the IHG Rewards Club Premier Credit Card. If you have the card, your fourth night reward will automatically appear when booking a four-night stay on the IHG website. This benefit alone makes the card more than worth it for IHG loyalists that redeem points for longer stays.

IHG Rewards booking with fourth night free
(Image courtesy of IHG)

Related: 5 ways to maximize free hotel night rewards during the pandemic

Pay cash when it makes sense

One of my biggest tips for saving miles may seem counterintuitive to some: pay cash when it makes sense. Especially when booking travel during coronavirus, you can often find low-cost flights and hotel rooms where it makes sense to pay cash instead of using your points and miles.

For example, this flight from Atlanta (ATL) to Miami (MIA) is just $38 in basic economy and $73 in standard economy on American Airlines. The same flight can be booked for 9,000 Avios, giving you just 0.74 cents per point in value after factoring in taxes and fees. This is even lower if you book the basic economy ticket.

Atlanta to Miami American Flight Price
(Image courtesy of Google Flights)

This is significantly lower than TPG’s 1.5 cents per point valuation for Avios. Likewise, it’s even lower than TPG’s valuation for Amex and Chase points that can be transferred to the program. With this in mind, I recommend paying for the flight out of pocket as the points would be better used on another redemption that provides a higher value.

Related: How to decide whether to use cash or miles for airline tickets

You can use a travel portal to book cheap flights too

Cover cheap flights with the Chase travel portal. (Photo by Nicolas Economou/NurPhoto via Getty Images)

Still don’t want to pay cash? Those with a Chase Ultimate Rewards credit card can use points to cover paid flights through the Chase Ultimate Rewards Travel Portal. Chase Sapphire Reserve cardholders can redeem for paid flights at 1.5 cents per point, while those with a Chase Sapphire Preferred Card can redeem at 1.25 cents per point. This is still lower than TPG’s Ultimate Rewards valuation but better than what you’ll get by transferring points to cover cheap flights.

For example, Sapphire Preferred cardholders can book the $38 basic economy Atlanta to Miami ticket discussed earlier for 2,968 points with $0 out of pocket. Even better, Sapphire Reserve cardholders can book it for just 2,534 points. This is a far better deal than transferring 9,000 points to British Airways and you’ll earn AAdvantage miles on the ticket.

ATL to MIA Ultimate Rewards Portal
(Image courtesy of Chase)

You can also use the Capital One Venture Rewards Credit Card for travel expenses at a rate of 1 cent per mile. This means you can use 3,710 Capital One miles to cover the flight, which is a solid deal compared to booking with a transfer partner.

Related: Sweet spots: The best ways to use Chase Ultimate Rewards points

The same goes for hotels

Mid-tier and budget hotels can sometimes be a good use of hotel points, but it makes more sense to pay cash when rates are cheap. For example, check out this one-night stay at the Four Points by Sheraton in Downtown Dubai.

Four Points by Sheraton Downtown Dubai Points Price
(Image courtesy of Marriott)

You’ll pay either 17,500 Marriott Bonvoy points or $54 per night after taxes and fees. This means you get just 0.3 cents per point in value for your points, which is much lower than TPG’s valuation. With that in mind, I’d pay for the stay as the points can be better used to cover a more expensive stay in the future.

Four Points by Sheraton Downtown Dubai Cash Price
(Image courtesy of Marriott)

Plus, you’ll earn points when you pay the cash rate. I’d personally earn 810 Marriott Bonvoy points on this stay as a Marriott Platinum Elite member. Additionally, I’d earn an extra 500 points as a welcome gift for a grand total of 1,310 points. This is worth $10.48 based on TPG’s most recent valuations, which is a solid 19.5% return on a $54 stay.

Keep an eye out for promotions too

Further, hotels often run promotions for both points earning and redemption. Keep an eye out for these — if they’re good enough, it may make sense to either pay for your stay of use points to book. On the earning side, all the major hotel groups offer great earning promotions from time to time. These can give you huge points earning potential — especially on cheap stays.

For example, Marriott is currently running a promotion that offers 2,500 bonus points per stay, with 5,000 bonus points awarded after three stays. It may be worth chasing the 5,000 point bonus if you’re staying at low-cost hotels on a road-trip or similar. If split out over three stays, you’d earn 12,500 points, equal to $100 based on TPG’s most recent valuation.

Marriott Promotion November 2020
(Image courtesy of Marriott)

Related: Promotions that will make your next hotel stay more rewarding

Start earning transferable points

One of the key takeaways for saving points and miles when visiting a new city is flexibility. One of the easiest ways to remain flexible with points and miles is by having a transferable points credit card. As discussed, these cards earn bank-issued points that can be transferred to a handful of airlines and hotel partners.

Three of the most popular transferrable points cards are Chase Ultimate Rewards, American Express Membership Rewards and Capital One miles. Here’s a quick overview of the best cards you can use to earn each of these points.

Start with Chase Ultimate Rewards if you’re new to miles and points. Even though I prefer Amex points to Chase pointsChase’s infamous 5/24 rule prohibits anyone who has opened five or more new credit cards in the last 24 months from opening a Chase card. It’s in your best interest to start with Chase and then move on to Amex cards so you can open these cards without issue.

Here’s a look at two of the best Chase cards:

  • Chase Sapphire Preferred Card: Earn 60,000 points after you spend $4,000 on purchases in the first three months of account opening
  • Chase Sapphire Reserve: Earn 50,000 points after you spend $4,000 on purchases in the first three months of account opening
American Express Gold and Platinum cards
American Express Membership Rewards has more airline transfer partners. (Photo by John Gribben for The Points Guy)

American Express has a wider range of cards that have various bonus spend categories, travel benefits and — of course — fees. I prefer Membership Rewards to Ultimate Rewards as the program has more high-value transfer partners that are best used for business and first-class airfare.

Here are three of the best American Express cards for earning Membership Rewards points:

The information for the Amex Green Card has been collected independently by The Points Guy. The card details on this page have not been reviewed or provided by the card issuer.

(Photo by Eric Helgas/The Points Guy)

Finally, you can earn Capital One miles. These points transfer to a handful of airline and hotel loyalty programs at 2:1.5 and 2:1 transfer rate. Even though you’re “losing” miles when you transfer points, you can still get an excellent redemption value on high-end airfare. Additionally, you can use points to cover paid travel expenses at a rate of $0.01 per point. This can be good for covering Uber rides, paid flights and hotel stays.

Related: TPG beginner’s guide: Everything you need to know about points, miles, airlines and credit cards

Bottom line

As someone that takes multiple trips per year, I try and save miles where I can. In this article, I showed you various ways to save points and miles when you travel to a new city. Bookmark this article and refer to it the next time you book a trip — it might help you save thousands of points in the process.

For rates and fees of the Marriott Bonvoy Brilliant Amex card, click here.

For rates and fees of the Hilton Honors Amex card, click here.

Feature photo By Raymond Boyd/Getty Images

Chase Sapphire Preferred® Card

WELCOME OFFER: 60,000 Points

TPG'S BONUS VALUATION*: $1,200

CARD HIGHLIGHTS: 2X points on all travel and dining, points transferrable to over a dozen travel partners

*Bonus value is an estimated value calculated by TPG and not the card issuer. View our latest valuations here.

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More Things to Know
  • Earn 60,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $750 toward travel when you redeem through Chase Ultimate Rewards®
  • 2X points on dining at restaurants including eligible delivery services, takeout and dining out and travel & 1 point per dollar spent on all other purchases.
  • Get 25% more value when you redeem for travel through Chase Ultimate Rewards®. For example, 60,000 points are worth $750 toward travel.
Regular APR
15.99%-22.99% Variable
Annual Fee
$95
Balance Transfer Fee
Either $5 or 5% of the amount of each transfer, whichever is greater.
Recommended Credit
Excellent/Good

Editorial Disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airlines or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

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