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100

At a length of 1,908 miles, what is the longest north-south interstate highway in the U.S.?

I-95

The highway was not fully completed until 2018 when a gap in New Jersey was filled and it now fully connects Miami, Florida with Houlton, Maine while serving all major cities from Jacksonville to Washington to New York to Boston to Portland.

100

 Anchorage, Alaska is said to be about a 10-hour trip by which mode of transportation to about 90% of the world’s industrialized countries?

Air

100

A 3,500-mile "Marine Highway," a system of ferries that is part of the National Highway System, uniquely serves what U.S. State?

Alaska

100

The first compulsory car insurance program was introduced with the Road Traffic Act 1930 in what country?

United Kingdom

100

The Monongahela Incline, which takes passengers from Station Square to high-up Grandview Avenue, is both the oldest and steepest funicular railway in the United States. In what city can you ride it?

Pittsburgh, Pennsylvania

200

 Which airline based in Georgia, one of the oldest in operation, pioneered the transport hub-and-spoke system that is now used by airlines around the world?

Delta Airlines

200

 What canine bus service began with a single route serving miners in Hibbing, Minnesota?

Greyhound

200

The international airport that serves the city of Cincinnati, Ohio, is located to the southwest of the city, across the Ohio River. In what state is that airport located?

Kentucky

200

Amtrak has been around for over 50 years, officially beginning operations May 1, 1971. Which Canadian province is home to Amtrak's northernmost service point?

British Columbia

Amtrak also has routes that end in Toronto and Montreal.

200

Diesel fuel originated from experiments for the compression-ignition engine invented in 1892 by Rudolf Diesel. What nationality was Mr. Diesel?

German

300

The Central Artery/Tunnel Project, a Boston-area project that rerouted I-93 and was plagued by delays and cost overruns, was better known by what rhyming nickname?

The Big Dig

300

The Amtrak passenger line, The City of New Orleans ends in New Orleans of course. In what Midwestern city does it begin?

Chicago

300

The third-biggest cruise line operator, as measured by the number of annual passengers, was founded in the UK and is headquartered in the United States. What is this misleadingly named cruise line which was co-founded by a man from Oslo?

Norwegian Cruise Lines

300

The first scheduled commercial air service, piloted by Antony Habersack Jannus, made its first flight on January 1, 1914. In what U.S. state did the flight take place?

Florida (Between Tampa and St. Petersburg), a short flight over Tampa Bay.

300

With almost no roads or rail systems, traveling across which island usually requires a dog sled, boat, or airplane? If you make it to the capital city of Nuuk, you'll find cars and busses.

Greenland

400

 In what city was the world's first underground railway built? It opened in 1863 and was a huge success, carrying 38,000 passengers on the first day.

London

400

Chicago is home to two international airports with flights to over 240 destinations. O'Hare International Airport is the better known of these two, but what is the other?

Midway

400

I-90, the longest interstate highway in the United States, has its termini in Boston and what west coast city?

Seattle

400

The "M" in "MARTA" stands for "Metropolitan," but the "A" stands for what city, for which MARTA provides rapid transit and bus service?

Atlanta

400

The jutting concrete and blocky utilitarian ethos of brutalism was popularized in the 1950s and is notably used in what major U.S. city's metro system?

Washington, DC

500

Savannah International Airport in Georgia is thought to be home to the only runway in the U.S. that includes what two objects within it? These objects were discovered during construction, and federal law generally prohibits moving them without permission from the next of kin.

Marked Gravestones

500

 What large American auto company was founded in 1908, removed from the S&P 500 in 2009 due to bankruptcy (but later returned), and is typically known by its two-letter initials?

General Motors

500

First running in 1970, the Indian Pacific is a weekly train service that runs east to west and back across which country?

Australia

500

Ruggles, Stony Brook, Assembly, and Chinatown are all stops on which of Boston's MBTA train routes?

Orange Line

500

Standing for "Southeastern Pennsylvania Transportation Authority," SEPTA is the common name for the mass-transit system that serves what Northeastern city?

Philadelphia