Calgary-based · IATA accredited · Trusted since 2015 Toll free 877-767-1070 · WhatsApp +1 403 800 7110 5,000+ happy travellers from Alberta Calgary-based · IATA accredited · Trusted since 2015 Toll free 877-767-1070 · WhatsApp +1 403 800 7110 5,000+ happy travellers from Alberta
HomeServicesTravel Insurance
Bundled with every Wings booking

Travel insurance
that actually pays out.

Medical emergency, trip cancellation, trip interruption, baggage loss — single-trip, multi-trip, and annual plans for Canadian travellers. We broker across major Canadian insurers and find you the right plan at the right price.

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Live fares across 320+ airlines. Pick dates, or call 877-767-1070 for unpublished wholesale rates.

Fares from airlines our Calgary travellers fly
Air Canada Air India Air Transat American Airlines Caribbean Airlines Flair Airlines Lufthansa Philippine Airlines WestJet Air Canada Air India Air Transat American Airlines Caribbean Airlines Flair Airlines Lufthansa Philippine Airlines WestJet

01 · About this service

How travel insurance
works with us.

Canadian provincial health insurance covers almost nothing outside Canada. A single US hospital stay can wipe out your savings — ambulance rides alone run $1,000-$5,000 USD. Travel insurance is the single highest-ROI line item on any international trip.

We don't sell one insurer's plan — we broker across Manulife, TuGo, Allianz, Blue Cross, and RBC, matching your age, pre-existing conditions, and trip type to the right plan. Our commission is the same regardless, so our advice stays honest.

For most travellers, we add insurance to their flight booking at checkout for a few extra dollars. For frequent travellers (3+ trips/year), annual multi-trip plans are significantly cheaper than buying per trip.

02 · Why Wings

What you get
booking with us.

Calgary-based, IATA accredited, and focused on service — the details most agencies skip over are the ones we obsess about.

01

Emergency medical

Hospital, ambulance, repatriation, and specialist care — coverage up to $10M CAD with most plans. Includes emergency dental and mental health.

02

Trip cancellation

If you can't travel due to illness, family emergency, job loss, or specific covered reasons, you get your prepaid costs back. Cancel-for-any-reason upgrades available.

03

Trip interruption

If your trip is cut short mid-way (illness, family emergency abroad, airline insolvency), you're reimbursed for unused portion + return flight changes.

04

Baggage loss + delay

Lost, stolen, or delayed luggage — reimbursement for replacement essentials plus eventual baggage value if never found.

05

Flight delay + missed connection

Coverage for meals, overnight accommodation, and rebooking costs when flights are delayed beyond threshold.

06

Pre-existing condition waiver

Stable chronic conditions (diabetes, hypertension, asthma) can be covered with a pre-existing condition waiver, bought within 48 hours of your trip deposit.

07

Annual multi-trip plans

For 3+ trips per year, annual plans are significantly cheaper. Business travellers save 40-60% vs buying per trip.

08

Group + family rates

Family plans cover parents + dependent children under one policy. Group rates available for 10+ travellers.

Flights Hotels + Tour Packages Visa Guidance + Passport Assistance Travel Insurance Flights Hotels + Tour Packages Visa Guidance + Passport Assistance Travel Insurance

03 · Where we specialise

Areas we handle
regularly.

Our desk has processed thousands of these bookings — here's where our muscle memory is strongest.

  • Single-trip medical
  • Annual multi-trip plans
  • Trip cancellation
  • Trip interruption
  • Cancel-for-any-reason upgrade
  • Pre-existing condition waivers
  • Visitors to Canada insurance
  • Student travel insurance
  • Super Visa insurance (parents)
  • Group travel insurance
  • Family plans
  • COVID-19 coverage

04 · FAQ

Travel Insurance,
answered.

Questions we get every week — and what we actually tell people.

Do I really need travel insurance for the USA?

Yes. Alberta Health Care covers almost nothing in the US — a single ER visit can cost $5,000+, a hospital stay can exceed $100,000. Travel insurance is always cheaper than the risk.

What's the difference between trip cancellation and trip interruption?

Cancellation reimburses prepaid costs if you can't leave on your trip as planned. Interruption reimburses the unused portion + return costs if you have to cut a trip short mid-way.

Can I insure a trip after I've already booked?

Yes, but some coverages (pre-existing condition waivers, cancel-for-any-reason) have to be purchased within 48-72 hours of your initial deposit. Other coverages can be added any time before departure.

Are pre-existing conditions covered?

Stable chronic conditions (managed diabetes, hypertension, asthma) can be covered with the right plan and a stability period (60-180 days with no change in medication). We screen plans to match your history.

How do I file a claim if something happens?

Call the insurer's 24/7 claim line immediately and get a claim number before paying out of pocket when possible. Keep every receipt, doctor's note, and police report. We coach our clients through claims and can advocate with the insurer if anything is pushed back.

Is COVID covered?

Most 2026 plans now include COVID-19 medical treatment as a standard benefit. Trip cancellation due to COVID diagnosis is also widely covered. We confirm coverage on each plan before you buy.

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More ways we help
Calgary travellers.

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We answer in 45 min.

Sumeet and our Calgary team handle every enquiry in under 45 minutes during business hours. Routed quotes before the day ends.