The Windy City- Chicago, IL
I have been to Chicago a few times, but this was the first time I was able to actually see the beautiful city. Southwest Airlines always has sales to Chicago’s Midway Airport from Hobby Airport in Houston. When I saw the $98 round trip deal, I immediately booked. Most of the $100 and under deals I have been able to find are Saturday- Tuesday.
The hotels and Air BnB were pricey in May, but like always Hotwire came through with a 4 star hotel for only $97 a night. We stayed at the Hyatt Regency Chicago located at 151 E Wacker Dr. Chicago, IL 60601. Guest services even upgraded our room to a suite for free! The hotel is located Downtown which everything you need within walking distance. Uber was always available within 5 minutes and very inexpensive to get to the places we needed to go. I look forward to staying at the Hyatt the next time I am in Chicago.
I enjoyed waking up this this view everyday.