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Best Travel Insurance Strategy for Award Trips

This guide is for frequent travelers and points enthusiasts booking award flights with miles. It explains how to actually protect trip value, what choices matter (and which don't), and how to combine insurance, card benefits, and miles program policies for minimal out-of-pocket risk if plans go wrong.

By Global Entry Sooner Editorial TeamUpdated Mar 17, 2026

Miles Covered?

Rarely by insurance

Best Card Benefits?

Chase Sapphire, Amex Plat/CSR

Award Cancel Fee

$0-150 (varies by program)

Cash Refund

Only for taxes/fees

Award Flight Insurance

What Travel Insurance Really Protects on Award Bookings

Most travel insurance—including credit card coverage—reimburses only cash expenses lost, not the points or miles spent. If you need to cancel, airlines just redeposit miles (sometimes with a fee). Know the policies before you pay for additional protection.

Travel Insurance vs. Card Benefits vs. Award Program Policy

Key IssueCredit Card InsuranceThird-Party Insurance
Reimburses Miles Lost?Standard approach for best travel insurance strategy for award tripsImproved approach for best travel insurance strategy for award trips
Reimburses Taxes/Fees?Yes, if covered event and paid on cardYes, sometimes (minus deductible)
Covers Award Redeposit Fee?Sometimes (check benefit guide)Improved approach for best travel insurance strategy for award trips
Need to File Paperwork?Standard approach for best travel insurance strategy for award tripsAlmost always
Protected If Ticket Booked With Points (Not Cash)?Cash portion onlyCash portion only

Steps to Protect Your Award Trip Investment

Follow these actions to structure award bookings for the best protection and minimal hassle.

01

Book with Transferable Points Programs

Prefer booking through programs like Chase Ultimate Rewards or Amex Membership Rewards when possible, as they often allow easier points redeposit.

Flexible bank programs may waive redeposit fees or expedite points returns on cancellation, especially if you hold their premium cards.

02

Use a Premium Travel Credit Card for Fees

Pay all taxes and surcharges with a card offering robust trip insurance.

Only the cash portion paid with your credit card is covered by its insurance. Top cards include Chase Sapphire Reserve and Amex Platinum.

03

Check Award Program Policies

Know the redeposit and change rules for your miles.

Some programs (like United) now allow free award redeposits; others still charge up to $150. Factor this into destinations you book.

04

Double-Check Card Protections on Awards

Not every card benefit triggers on mileage tickets.

Look for language in your card’s guide to benefits about 'award travel' or 'frequent flyer mile tickets.' Often, only the eligible cash portion is insurable.

05

Consider Third-Party Cancellation Protection (Judiciously)

Optional: only if you face high nonrefundable out-of-pocket costs.

Standalone trip insurance is rarely needed if you're just risking points, but can help with nonrefundable hotels, tours, or large tax surcharges.

What’s Covered vs. What Isn’t

Often Covered

  • Taxes and surcharges paid with a credit card
  • Change/redeposit fees in covered emergencies (sometimes)
  • Trip delay costs (hotels, meals) if delay criteria met

Usually Not Covered

  • Points or miles value lost
  • Lost upgrade certificates
  • Award availability rebooking
  • Differences between taxes on new and old flights

Award Trip Insurance in Action

You Cancel a Mileage Trip for Family Emergency

Situation: Booked United award, paid $80 taxes with Sapphire Reserve. The program redeposits miles for $0 fee; card reimburses taxes if emergency is covered.

Move: Submit benefit claim form to Chase for the $80, and miles reappear in account within a week.

Partner Airline Changes Your Schedule

Situation: Booked ANA with Aeroplan miles. Massive time change and partner isn’t responsive.

Move: Contact Aeroplan, not ANA, to request refund/rebooking under their award rules.

Non-Refundable Hotel on an Award Trip

Situation: Award flight, paid a non-cancellable hotel on a capped-value travel card.

Move: Third-party insurance (not credit card) needed for hotel protection if cancellation is outside covered card terms.

FAQ

Award Trip Insurance FAQ

Does travel insurance reimburse the value of lost points or miles?

No. Insurance typically only covers cash expenses like taxes or surcharges.

Which credit cards have the best award trip protection?

Chase Sapphire Reserve/Preferred, Amex Platinum, and CapOne Venture X are top options.

Do airline award bookings ever get refunded in cash?

Only the taxes and fees you paid—not the points value. Miles are usually redeposited.

Can I buy extra insurance to protect my points?

Very rarely, and it’s generally a bad value. Focus on program flexibility instead.

Ready for Stress-Free Award Travel?

After setting up your protection, revisit trip details anytime. For less airport hassle, consider Global Entry sooner and cut security queue pain, too.

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