$182 sounds like a great rt fare. I would be suprised to see a lower Midwest fare but it's hard to say what can happen between now and January.
Is this a direct flight? Have you considered AirTran? We just flew AirTran direct from MKE to MCO. It was great, the flights were on time and the service was great, very friendly. Rt fare was 201.00 with all taxes and this was spring break. We flew Midwest to Orlando last April. We were really looking forward to it, we had heard so many good things. We paid about $335 for a rt ticket (Easter time). After we bought our tickets they discontinued meal service although they still served their chocolate chip cookies. We got stuck in the back of the plane with no windows and it was very noisy. The seats were wide but the plane was not that clean and this was the first flight of the morning. The flights were on time. We were disappointed, especially because of Midwest's great reputation in Milwaukee.