The fair featured a "famous airplane stunt flyer" in 1920.

Caption:

One of the big feature attractions of the Tri-State fair, which will run in Superior from Aug. 30 to Sept. 3, will be the airplane stunts by Lieut. Amundsen on Monday and Tuesday. Amundsen Is one of the trick flyers of the school of the famous Locklear, who met his death recently while working In a movie production. Amundsen is advertised to pull one stunt which, so far as known, is his own combination, namely a jump from one airplane to another, and from the second a leap to the ground via the parachute route. This is one of the free attractions of the fair.






And from the Aug. 28, 1920 Duluth Herald:

Allie I. Woosters Girl Jockeys Shown in Action.

Twelve great outdoor stunts, all of which may be included in a list of major acts, the same as great circuses and hippodrome shows feature, are on the daily program at the Tri-State fair at Superior, dates of which are Aug. 30, 31 and Sept. 1, 2, 3. Undoubtedly the most sensational act of all is the one in which Lieut. Amundsen, American ace, who distinguished himself in the air over the battle areas of France, jumps from one plane to another while both planes are l,000 feet in the air. After he has done the superlative and miraculous act of changing planes, he goes further and leaps from the second plane dropping like a meteor several hundred feet and then his paracute opens up and he floats gently to the ground. This sensational act is booked for the first two days of the fair only -- Monday and Tuesday.

Daring Girl Jockeys.
An attraction at the fair that always makes a big hit is Allie T. Wooster, with his string of thoroughbred race horses and girl jockeys. The lady riders do every known and approved stunt that can be done in horsemanship. They give exhibitions of Roman standing races, half-mile dashes, three-mile relay races and many others and one lone horse, riderless and driverless, races an automobile for one mile. 

The Ben Hassan troupe of Arabians will be there and demonstrate that they are what they are advertised to be, the fastest tumblers in the universe.

Supt. Leslie G. Ross, in charge of amusements, gives assurance that the people will marvel at the excellence of the fireworks program which is booked
for all five nights of the fair. The battle of the Merrimac and the Monitor will be staged every night, in fireworks, on a scale of magnificence such as has
never been seen at any fair, except the very largest state fairs.

All the features for the week, except the Lieut. Amundsen change of planes in mid-air, are booked for the entire five days. The claim is made for the entire free attraction program at the fair that it is by far the greatest that has ever been seen in the Northwest, except at one state fair.