Return to the Windy City
Living so close to Chicago throughout my entire life, it was always a given I’d wind up there at least once a year, if not more. For whatever reason — growing up, getting a puppy and so on — Caitlyn and I are currently in our longest stretch in memory between Chicago trips.
I’m happy to say that stretch will end next month.
While allocating all my vacation time to fixing up The Frankfort House is useful, we both missed Chicago and realized we needed a weekend trip. Of course, we’re poor now thanks to this Frankfort house, so we needed to pull out the big guns for an affordable trip.
I really didn’t want to use Hotwire. Don’t get me wrong, I absolutely LOVE Hotwire, but, for once, I thought it’d be nice to pick out a hotel ourselves instead of being told where we’ll be staying after hitting the “book now” button. Unfortunately, hotel rates in Chicago fluctuate wildly from one weekend to another, based on the city’s event lineup. That said, I really wanted to stay at the Hotel Allegro, a trendy-looking boutique hotel in the Loop and, as luck would have it, it turned out to be the Hotwire deal I selected! Thanks to Hotwire, we saved $50 a night off the standard rate.
It’s been a few years since I’ve driven to Chicago but, if memory serves me, you’ll sometimes pay just as much for parking as you will for one night’s sleep in some parts of town. Thankfully, I found a snazzy website/app called SpotHero that lets you see the parking garages and lots in the city, hours and rates, while allowing you to pay and book your parking in advance. Through SpotHero, I found a great spot a block from the hotel for $30 … for the ENTIRE WEEKEND. That’s what we call a “woot, woot.”
No deals here, but thanks to the money I saved on lodging and parking, this was a little easier to stomach. We snagged two tickets to see comedian Chelsea Handler rip off inappropriate jokes the first evening in town. Caitlyn was especially happy about this, which makes me a happy husband.
Stay tuned to the Rover for a recap of our trip next month!