As previously mentioned, the California trip did not exactly go as planned. We still were facing a trans-Atlantic flight to Italy in September and did not want that to be James’s first time on a plane. Chicago was the perfect solution.
Several airlines fly non-stop to Chicago, and the flight is only about two hours. Plus, flights were dirt cheap in May. We booked on American for $105 round trip all in. United had some flights even cheaper than that, but we missed them by the time we had plans nailed down. This time, we went with three economy seats because first class was a lot more expensive.
James did pretty well on the flights. He got a little antsy, but we broke out something he doesn’t really get at home – the Ipad. That settled him. He eventually fell asleep in both directions for about half of the flight. The turbulence seemed to help with sleep; we were probably the only people on the plane hoping for turbulence.
Chicago is a great location for a quick weekend trip. It is very easy to get to from MSY (3 different carriers fly non-stop). Plus, the flight is under two hours. We left on the first flight Friday morning (flying United – we ended up getting upgraded to exit row seats for free which was nice) and were at our hotel by 9:00 a.m.
We just took a cab from the airport, which cost around $40-$50…Taking public transportation from O’Hare is supposed to be not too difficult and only $2.50 a person, so that is a definitely cheaper alternative. Another positive with having a quick non-stop flight, you can leave your destination in the afternoon and still get back to town at a reasonable hour.
There is plenty to do in Chicago to keep you entertained for a long weekend. There are many restaurants, ranging from the ultra high end to casual joints. For entertainment, there are plenty of options…Museums, zoos, an aquarium, sporting events, shows, etc. Chicago also has several Blues Clubs and Piano Bars for night activity. We were pretty busy while we were there and still did not get to do a lot of stuff I would have liked to have done.