Flight
Chicago has two main airports: O'Hare (ORD) and Midway (MDW) MDW to Magnificent Mile: 13.5 mi (21.7 km) ORD to Magnificent Mile: 17.3 mi (27.8 km) If you're taking the train into the city, the orange line runs from MDW and the blue line runs from ORD. If you're going to the River North / Magnificent Mile area, the orange line will get you there 20-30 minutes faster (70 vs 40 minutes). Driving time will be similar outside of rush hour; during rush hour approximately 50 minutes (ORD) vs 30 minutes (MDW). ORD is almost always cheaper to fly into unless you're flying Southwest, which is well serviced by MDW.
Hotel
If you want to splurge, look no further. We managed to get a group rate of $355/night (regular rate is $515/night). This is before tax, of course. We stayed at the Park Hyatt Tokyo and Park Hyatt Maldives and had an incredible experience at both properties. The Park Hyatt brand never fails to deliver. I'd highly recommend it if you're feeling saucy.
Discount Code - G-JFUN
Hotel
Excellent group rate of $199 (before tax) per night.
Discount Code - G-FFWA
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