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Waltzing Matilda Aviation (WMA) is an FAA Part 135 jet charter operator based in Boston, in the US state of Massachusetts. WMA began private charter operations within the Boston area in June 2008. The company is currently in a process of applying for its scheduled services air operators certificate, and is currently in the process of launching a new scheduled passenger airline, which will be branded as ‘Connect Airlines’.

The CEO of Waltzing Matilda Aviation is John Thomas, who is a former executive at Virgin Australia and has had an extensive career advising major airlines around the world. Thomas has stated that the new airline is committed to delivering the world’s most rewarding premium travel experience, and hopes to appeal to business travellers who need to commute or fly for business between Canada and the US.

June 2021 - Waltzing Matilda Aviation launches a new airline

Waltzing Matilda Aviation has established a new airline, branded as ‘Connect Airlines’, which is due to launch in October 2021. Although the airline will be based in Boston, a city in the US state of Massachusetts, Connect Airlines will have its primary hub at Toronto Billy Bishop City Airport, in Canada.

The airline will operate transborder flights, to connect Toronto with cities in the Northeast and Midwest of America. Connect Airlines will be a full service and premium airline, focused on convenience, reliability, and comfort.

Connect Airlines Update

Waltzing Matilda Aviation's new scheduled passenger airline is due to launch by the end of 2021. In the meantime, you can take a look at our list of alternative airlines below to discover airlines that operate similar routes.

Please visit our Connect Airlines page to find out more about Waltzing Matilda Aviation’s new airline.

Baggage Policy

Waltzing Matilda Aviation hasn't announced any information about its baggage policies.

Carry-on Baggage

Waltzing Matilda Aviation has yet to announce what the carry-on baggage will be for Connect Airlines.

Checked Baggage

The airline has yet to announce what the baggage allowance will be for passengers.

Did you know? Additional baggage can be added on to your booking when you book through flights with Alternative Airlines. Passengers who have booked through our site can also contact our customer service team to add excess baggage after the booking has been made.

Cabin Classes

The airline is dedicated to ensuring that it will offer a premium experience in order to appeal to business travellers.

Did you know? When you book your flights through Alternative Airlines you can apply our Cabin Class filter to search exclusively for Business Class seats? For more advice, you can also take a look at our guide to business-class-only flights.


Waltzing Matilda Aviation hasn't announced any information about its check-in rules.

Online Check-in

It is not yet known whether online check-in is available.

Airport Check-in

Connect Airlines has yet to publish a statement regarding recommended check-in times. However, in most instances for international flights, it is recommended that passengers arrive as early as possible, usually about 2 hours before scheduled departure.

Alternatives to Waltzing Matilda Aviation

Please click on the logos below to find out more about airlines that fly similar routes:

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Hub Airport

Toronto Billy Bishop City Airport (YTZ)

Although the company is based in Boston, Connect Airlines will have its primary hub at Billy Bishop Toronto City Airport, a small regional airport serving Toronto, in Ontario, Canada. The airport is also a hub for Porter Airlines and FlyGTA, which are two domestic airlines. The only other airline to fly to YTZ is Air Canada Express, which is also a domestic carrier which flies to Montréal–Trudeau, in Canada.

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The new scheduled passenger carrier will operate Q400 turboprop aircraft. These twin turboprop-powered regional airliners are popular for short-haul flights. The aircraft will be acquired from Flybe, a U.K. airline which ceased operations in 2020.


WMA's new scheduled carrier, Connect Airlines, will initially from Toronto Billy Bishop City Airport (YTZ) to cities in Northeast and Midwest America. These cities have yet to be announced.


21st June 2021

Waltzing Matilda Aviation to launch new airline to connect Boston with Toronto

Waltzing Matilda Aviation has explained the route strategy behind the launch of its new airline, based on the belief that Toronto’s Billy Bishop is a much more convenient airport for point-to-point travellers flying to the city, rather than Pearson (which is 20km from downtown Toronto). CEO, John Thomas, believes that there is a strong market that will appreciate the airline’s business offering. Connect Airlines will initially target US business travellers, who need to day trip to Toronto for business, but Thomas also believes that there will be potential to target leisure travellers as well.