RScott

Well Known Member
Here's what I found for fares to Oshkosh from Portland (well, to Milwaukee from where I will go by ground).

Northwest Airlines with EAA discount: $442
Cheaptickets.com: $482
Orbitz: $484
Priceline: $519
Expedia: $539
American Airlines with EAA discount: $581

Schedules differred a bit among agencies, so the prices were for the schedules I was willing to fly, but the sequence from cheapest to highest was fairly consistent. I have, however, found Cheaptickets.com to always beat the more well known Orbitz and Expedia and I expect the same would apply regardless of where you fly from.

Planes are filling up fast; some only had a few seats left.

See you in Oshkosh!
 
A great way to go to Oshkosh is flightofeagles.com I used them 10 years ago and they take care of everything. Don
 
Commercial to OSH

I normally get my commercial tickets in March but instead of going into Milwaukee, I take United into Appleton via ORD. Works well and there's no rental car.

Hopefully, this is the last year I have to take the human mailing tube!

Jim
 
Another option

Last year the wife and I flew into O'Hare and rented a mini van from Enterprise rent a car. It was the absolute most painless way to get to Oshkosh. We flew non-stop to Chicago in about 2 hours. Stepped outside the door from the luggage carousel, got onto the Enterprise rent a car bus that drove us to their facility. We had reserved the mini van weeks before. Took about 15 or 20 minutes to finalize the papers for renting the van for the week and drove directly onto the interstate on ramp right outside the parking lot of Enterprise and headed north to Oshkosh. The route was all interestate through Milwaukee, up to Fond Du Lac and on to Oshkosh. We met our friends who flew into Fond Du Lac and picked them up at the airport. We drove onto Oshkosh and spent the week driving six people around in the well equipped mini van.

It was a perfectly painless trip. Quite enjoyable. If we go again we will go this route. We had looked at flying into Madison, Milwaukee, Appleton, etc. but every flight that flew into those airports required us to fly into O'Hare and catch a connecting flight from there into one of these other places. The wait in between connecting flights was longer than the time it took us to rent the mini van and drive up the interstate to Oshkosh from O'Hare.

If you have not looked into flying into Chicago you should do so. It was a very pleasant experience for us. Oh, by the way, we flew Southwest into Chicago. It was the cheapest fair we found. It did not even require going to any of the discount houses to get the cheapest fair. We just logged onto Southwest's website and plugged in our flight info. Very easy experience for this trip.