Your data processing idea is interesting. I propose a simpler approach: compute the win rates (WR) for ticket pairs (30 choose 2 = 435) with binomial proportion confidence intervals (BPCI). Below is the data from 195 games across two Experts / Masters tournaments.
Seattle to New York, Vancouver to Montreal: 4/5
Denver to Pittsburgh, Vancouver to Montreal: 3/4
Chicago to Santa Fe, Los Angeles to Chicago: 3/4
Calgary to Phoenix, Seattle to New York: 3/4
Calgary to Salt Lake City, Helena to Los Angeles: 2/4
Denver to El Paso, Vancouver to Santa Fe: 2/4
Calgary to Phoenix, Calgary to Salt Lake City: 2/4
Sault St. Marie to Oklahoma City, Winnipeg to Houston: 2/4
Montreal to New Orleans, Sault St. Marie to Nashville: 1/4
Portland to Nashville, Toronto to Miami: 3/3
Duluth to Houston, Helena to Los Angeles: 3/3
Duluth to El Paso, Winnipeg to Houston: 3/3
Los Angeles to Miami, San Francisco to Atlanta: 3/3
Duluth to Houston, Los Angeles to Chicago: 3/3
Sault St. Marie to Oklahoma City, Vancouver to Montreal: 2/3
Vancouver to Montreal, Winnipeg to Little Rock: 2/3
Denver to El Paso, Vancouver to Montreal: 2/3
Los Angeles to New York, Seattle to New York: 2/3
Denver to El Paso, Duluth to Houston: 2/3
Calgary to Salt Lake City, Denver to Pittsburgh: 1/3
Calgary to Phoenix, Los Angeles to Miami: 1/3
Los Angeles to Chicago, Portland to Phoenix: 1/3
Kansas City to Houston, Los Angeles to Miami: 1/3
Sault St. Marie to Nashville, Vancouver to Montreal: 1/3
Los Angeles to Miami, Portland to Phoenix: 0/3
Los Angeles to Chicago, San Francisco to Atlanta: 0/3
Duluth to Houston, Los Angeles to Miami: 2/2
Montreal to Atlanta, Seattle to New York: 2/2
Helena to Los Angeles, Vancouver to Montreal: 2/2
Denver to El Paso, Sault St. Marie to Oklahoma City: 2/2
Duluth to El Paso, Helena to Los Angeles: 2/2
Helena to Los Angeles, Winnipeg to Houston: 2/2
New York to Atlanta, Sault St. Marie to Nashville: 2/2
Calgary to Salt Lake City, Portland to Phoenix: 2/2
Duluth to Houston, Vancouver to Montreal: 2/2
Chicago to Santa Fe, Vancouver to Santa Fe: 2/2
Chicago to Santa Fe, Duluth to El Paso: 2/2
Kansas City to Houston, San Francisco to Atlanta: 1/2
Duluth to El Paso, Portland to Phoenix: 1/2
Calgary to Salt Lake City, Winnipeg to Little Rock: 1/2
Montreal to Atlanta, Montreal to New Orleans: 1/2
Helena to Los Angeles, Los Angeles to Chicago: 1/2
Portland to Nashville, Sault St. Marie to Nashville: 1/2
Calgary to Phoenix, Denver to Pittsburgh: 1/2
Calgary to Phoenix, Los Angeles to Chicago: 1/2
Calgary to Phoenix, Vancouver to Santa Fe: 1/2
Chicago to New Orleans, Seattle to New York: 1/2
Portland to Nashville, Seattle to New York: 1/2
Calgary to Salt Lake City, Kansas City to Houston: 1/2
Sault St. Marie to Oklahoma City, Winnipeg to Little Rock: 1/2
Kansas City to Houston, Vancouver to Montreal: 1/2
Kansas City to Houston, Winnipeg to Houston: 1/2
Los Angeles to Chicago, Vancouver to Santa Fe: 1/2
Dallas to New York, Duluth to El Paso: 1/2
Calgary to Phoenix, Portland to Phoenix: 1/2
Los Angeles to Chicago, Portland to Nashville: 1/2
Duluth to El Paso, Kansas City to Houston: 1/2
Winnipeg to Houston, Winnipeg to Little Rock: 1/2
Calgary to Salt Lake City, Vancouver to Santa Fe: 1/2
Denver to Pittsburgh, Duluth to El Paso: 1/2
Toronto to Miami, Winnipeg to Houston: 1/2
Calgary to Phoenix, Helena to Los Angeles: 1/2
Portland to Nashville, San Francisco to Atlanta: 1/2
Calgary to Salt Lake City, Portland to Nashville: 1/2
Los Angeles to New York, Montreal to New Orleans: 1/2
Seattle to Los Angeles, Seattle to New York: 1/2
Duluth to El Paso, Winnipeg to Little Rock: 1/2
Denver to El Paso, Kansas City to Houston: 0/2
Duluth to Houston, Sault St. Marie to Oklahoma City: 0/2
San Francisco to Atlanta, Winnipeg to Houston: 0/2
Calgary to Phoenix, Chicago to New Orleans: 0/2
Duluth to El Paso, Seattle to Los Angeles: 0/2
Los Angeles to Miami, Portland to Nashville: 0/2
Helena to Los Angeles, Los Angeles to New York: 0/2
Vancouver to Montreal, Vancouver to Santa Fe: 0/2
Los Angeles to New York, Toronto to Miami: 0/2
Chicago to Santa Fe, Seattle to New York: 0/2
Chicago to Santa Fe, Portland to Nashville: 1/1
Duluth to El Paso, Los Angeles to New York: 1/1
Calgary to Phoenix, Winnipeg to Houston: 1/1
Dallas to New York, Los Angeles to New York: 1/1
Denver to El Paso, Duluth to El Paso: 1/1
Calgary to Salt Lake City, Los Angeles to Chicago: 1/1
Duluth to El Paso, San Francisco to Atlanta: 1/1
Duluth to El Paso, Vancouver to Santa Fe: 1/1
Kansas City to Houston, Seattle to New York: 1/1
Chicago to Santa Fe, Sault St. Marie to Oklahoma City: 1/1
Chicago to New Orleans, Montreal to New Orleans: 1/1
Portland to Nashville, Winnipeg to Little Rock: 1/1
Chicago to Santa Fe, Helena to Los Angeles: 1/1
Helena to Los Angeles, Winnipeg to Little Rock: 1/1
Montreal to New Orleans, Winnipeg to Little Rock: 1/1
Los Angeles to Chicago, Los Angeles to Miami: 1/1
Portland to Nashville, Seattle to Los Angeles: 1/1
Calgary to Phoenix, Winnipeg to Little Rock: 1/1
Chicago to Santa Fe, Duluth to Houston: 1/1
Seattle to New York, Winnipeg to Little Rock: 1/1
Calgary to Salt Lake City, Seattle to New York: 1/1
Sault St. Marie to Nashville, Winnipeg to Little Rock: 1/1
Seattle to New York, Toronto to Miami: 1/1
Chicago to New Orleans, Los Angeles to Miami: 1/1
Vancouver to Santa Fe, Winnipeg to Little Rock: 1/1
Sault St. Marie to Oklahoma City, Seattle to New York: 1/1
Denver to El Paso, Seattle to Los Angeles: 1/1
Montreal to New Orleans, Vancouver to Montreal: 1/1
San Francisco to Atlanta, Toronto to Miami: 1/1
Duluth to El Paso, Los Angeles to Chicago: 1/1
Chicago to Santa Fe, Denver to Pittsburgh: 1/1
Los Angeles to Chicago, Seattle to Los Angeles: 1/1
Calgary to Phoenix, Seattle to Los Angeles: 1/1
Calgary to Phoenix, Duluth to Houston: 1/1
Sault St. Marie to Oklahoma City, Vancouver to Santa Fe: 1/1
Chicago to New Orleans, Toronto to Miami: 1/1
Seattle to Los Angeles, Vancouver to Santa Fe: 1/1
Los Angeles to Chicago, Vancouver to Montreal: 1/1
Boston to Miami, Montreal to New Orleans: 1/1
Los Angeles to Miami, Toronto to Miami: 1/1
Denver to Pittsburgh, Los Angeles to Chicago: 1/1
Denver to El Paso, Portland to Nashville: 1/1
Dallas to New York, Kansas City to Houston: 1/1
Kansas City to Houston, Sault St. Marie to Oklahoma City: 1/1
Toronto to Miami, Vancouver to Montreal: 1/1
Los Angeles to Chicago, Winnipeg to Houston: 1/1
Calgary to Phoenix, Duluth to El Paso: 1/1
Denver to Pittsburgh, Los Angeles to New York: 1/1
Los Angeles to Miami, Winnipeg to Little Rock: 1/1
New York to Atlanta, Vancouver to Montreal: 1/1
Helena to Los Angeles, Portland to Nashville: 1/1
Denver to Pittsburgh, Seattle to New York: 1/1
Helena to Los Angeles, Seattle to Los Angeles: 1/1
Chicago to New Orleans, Duluth to Houston: 1/1
Denver to Pittsburgh, San Francisco to Atlanta: 1/1
Calgary to Phoenix, Sault St. Marie to Oklahoma City: 1/1
Kansas City to Houston, Los Angeles to Chicago: 1/1
Duluth to Houston, Winnipeg to Houston: 1/1
Denver to Pittsburgh, Helena to Los Angeles: 0/1
Denver to Pittsburgh, Portland to Nashville: 0/1
Portland to Phoenix, Vancouver to Santa Fe: 0/1
Calgary to Salt Lake City, Los Angeles to New York: 0/1
Chicago to New Orleans, Chicago to Santa Fe: 0/1
Sault St. Marie to Nashville, Vancouver to Santa Fe: 0/1
Denver to El Paso, Los Angeles to Chicago: 0/1
Boston to Miami, Montreal to Atlanta: 0/1
Portland to Phoenix, Seattle to Los Angeles: 0/1
Chicago to New Orleans, Portland to Phoenix: 0/1
Denver to Pittsburgh, Sault St. Marie to Oklahoma City: 0/1
Seattle to Los Angeles, Winnipeg to Little Rock: 0/1
Calgary to Salt Lake City, Vancouver to Montreal: 0/1
Duluth to Houston, Vancouver to Santa Fe: 0/1
Chicago to New Orleans, New York to Atlanta: 0/1
Denver to El Paso, New York to Atlanta: 0/1
Calgary to Phoenix, Los Angeles to New York: 0/1
Chicago to New Orleans, Duluth to El Paso: 0/1
Portland to Nashville, Portland to Phoenix: 0/1
Chicago to New Orleans, Vancouver to Montreal: 0/1
Los Angeles to New York, Vancouver to Santa Fe: 0/1
Dallas to New York, Sault St. Marie to Oklahoma City: 0/1
Chicago to Santa Fe, Kansas City to Houston: 0/1
Los Angeles to New York, Portland to Nashville: 0/1
Denver to Pittsburgh, Montreal to Atlanta: 0/1
Helena to Los Angeles, Sault St. Marie to Oklahoma City: 0/1
New York to Atlanta, Toronto to Miami: 0/1
Dallas to New York, Montreal to Atlanta: 0/1
Seattle to New York, Vancouver to Santa Fe: 0/1
Portland to Nashville, Sault St. Marie to Oklahoma City: 0/1
Boston to Miami, San Francisco to Atlanta: 0/1
Boston to Miami, Seattle to New York: 0/1
Helena to Los Angeles, Seattle to New York: 0/1
Boston to Miami, New York to Atlanta: 0/1
Seattle to Los Angeles, Winnipeg to Houston: 0/1
Montreal to New Orleans, Toronto to Miami: 0/1
Calgary to Salt Lake City, Duluth to El Paso: 0/1
Denver to Pittsburgh, Los Angeles to Miami: 0/1
Denver to El Paso, Montreal to Atlanta: 0/1
Portland to Phoenix, Winnipeg to Little Rock: 0/1
Duluth to Houston, Sault St. Marie to Nashville: 0/1
Dallas to New York, Vancouver to Montreal: 0/1
Portland to Phoenix, Sault St. Marie to Oklahoma City: 0/1
Denver to El Paso, Los Angeles to New York: 0/1
Montreal to New Orleans, New York to Atlanta: 0/1
Denver to Pittsburgh, Vancouver to Santa Fe: 0/1
Los Angeles to Chicago, Sault St. Marie to Oklahoma City: 0/1
Los Angeles to Chicago, Seattle to New York: 0/1
Sault St. Marie to Nashville, Seattle to Los Angeles: 0/1
Chicago to Santa Fe, Sault St. Marie to Nashville: 0/1
Calgary to Salt Lake City, Los Angeles to Miami: 0/1
Duluth to Houston, Kansas City to Houston: 0/1
Vancouver to Santa Fe, Winnipeg to Houston: 0/1
Denver to Pittsburgh, Portland to Phoenix: 0/1
Sault St. Marie to Nashville, Winnipeg to Houston: 0/1
Chicago to Santa Fe, Toronto to Miami: 0/1
Chicago to Santa Fe, Vancouver to Montreal: 0/1
Los Angeles to Miami, Seattle to Los Angeles: 0/1
Duluth to El Paso, Sault St. Marie to Oklahoma City: 0/1
As you can see, the sample size is not big enough - some pairs are never encountered and even the most decisive results have weak statistical power. Examples:
3/3 (WR 1.000, 95% BPCI 0.292 to 1.000)
4/5 (WR 0.800, 95% BPCI 0.284 to 0.995)
3/4 (WR 0.750, 95% BPCI 0.194 to 0.994)
In other words, winning 3/3 with a ticket pair suggests that the true win rate of that ticket pair is between 29.2% and 100% with a confidence level of 95% - not very useful since we would assume a win rate of 50% by default.
Perhaps it is worth organizing a community effort among top players, e.g. in the 2-player League by @Sysyphus, or asking admin permission to web-scrape replay logs.
The 435 pairs may also raise the problem of multiple comparisons: a confidence level of 95% may be insufficient, but raising it to something like 1 - 0.05 / 435 > 99.98% (Bonferroni correction) would widen the confidence interval further and make the results even less useful. As an example, suppose you've won 18 out of 20 games with a certain ticket pair. How certain are you that the ticket combo is better than average?
18/20 (WR 0.900, 95% BPCI 0.683 to 0.988)
18/20 (WR 0.900, 99.98% BPCI 0.463 to 0.999)
Finally, players having the ability to choose their tickets may make such a database less accurate. Unpopular pairs will have fewer samples, making the confidence interval of their win rate larger, making them less popular - a vicious cycle. Furthermore, players will be less familiar with unpopular pairs, making their win rates lower, making them even less popular - another vicious cycle.