If you are spending your time downtown and around the museums, I would not stay near the airports, they are about a 25 minute train ride from the downtown area.
I suggest checking rates for the Congress Hotel on Michigan Ave to give you a baseline for what market rates are for a room in that area during that weekend. On Priceline, zones 7 & 8 are ideal for the museums, waterfront, Millenium Park, Navy Pier, Mag Mile, etc and is a short bus ride to Willis Tower, John Hancock and has access to all trains and a lot of buses. And I echo what @thereuare said earlier, your 4 year old will probably love taking a ride around the 'L' more than any museum. Everytime I take my 6 and 4 year old nephew and niece downtown, their favorite part is the train. Do yourself a favor and get an unlimited 3 day pass for all the trains/buses.
Your Offer Price: $13.00 (per day)
Total Rental Days: 3 days(2 days and 21 hours)
Subtotal: $39.00
Taxes and Fees: $49.56
Total Charges: $88.56
Accepted $13 on my first try. I wish I started lower now!
Your Offer Price: $15.00 (per day)
Total Rental Days: 2 days(1 days and 18 hours)
Subtotal: $30.00
Taxes and Fees: $24.69
Total Charges: $54.69
Lowest Published Price: $72.56
Total Savings:* $17.87 (You saved 25%)
Started at $50
Added rebid zones up to $72
Started bidding as low as $75 (increasing at $5 increments) until it got accepted.
3.5* Milwaukee (Downtown) Hilton Milwaukee City Center
in Priceline Hotels - West Virginia / Wisconsin / Wyoming
Posted
started at 3.5*, $42 declined
added rebid zone, $47 accepted
Room Subtotal:
$47.00
Taxes & Fees:
$14.41
Total Charged to Card:
$61.41