<p>We visited two summers ago. We were in Chicago and drove up to Milwaukee. Flew from Milwaukee to New Orleans, missed our connection in Charlotte, stuck in a hotel with no luggage for one day, and missed a big swim meet. Am still toying with the idea of flying to Chicago and driving to and from Milwaukee for future activities, but heard the construction between the two cities is horrible and also not used to driving in winter weather. Will depend on the time of year and how much time have to visit. In the meantime, thankfully, Southwest now flies to Milwaukee, and I’ve saved a free flight from mom visits for son to go up for the schollie competition. Also saved Marriott points from swim meets and Dad’s work for the hotel room. So, if son doesn’t get anything from the schollie competition, at least he’ll have gotten a “free” visit. </p>
<p>Here’s my budget tip. Use car rentals and hotel stays as Southwest rewards. When I can’t stay Marriott, I make sure I can earn Southwest credit. There are many car rental specials where you can earn extra trip credits. Those can really add up. </p>
<p>I have not been able to find any direct flights to Milwaukee from New Orleans. It’s those missed connections that are killers. If anyone has any recommendations, I’m glad to hear them.</p>