Luggage and bags:
I took a suitcase but it was fine as I wasn't hiking :-)and it stayed at the hotel, but any luggage is fine.
Clothing/Shoes/Weather Gear: Chicago in summer is great even through to Novemeber as it was still warm there, but hit December and the wind from the lake will rip the skin of your face. So Tees and shorts for summer, but wrap up well in the winter. It can be really bitter.
Toiletries and Medical Supplies: You can get everything you need here.
Photo Equipment: You can get everything you need here.
Miscellaneous: Pic is me outside the Aquarium :-) in December freezing to death.
Clothing/Shoes/Weather Gear: Chicago can get fairly cold and windy, so bring some warm clothes. Chicago is know of the windy city because of the hot air from politicians (really). However, it really is a windy city, especially downtown where the tall buildings funnel the air to make it more windy. During the winter, wear some good shoes that can withstand cold snow and slush from melting snow.
Just wear good walking shoes--it's much more fun to walk as much as you can rather than take a bus or taxi. Also, be prepared for some wind! It's usually pretty gusty, mainly because of the wind tunnels around a lot of the tall buildings. So ladies, bring hairspray. :)
Be prepared for quick changes in the weather--the temperature can be a good 10 degrees warmer downtown than right on the lakeshore, and temperature/precipitation changes can be rapid. In the winter, be prepared for very cold temperatures, and in the summer, for very hot temps (except along the lake).
Clothing/Shoes/Weather Gear: If you're coming from November-May, bring warm clothes! It's cold here. And then in the summer it can get really hot and humid, so clothes in natural fabrics like cotton are highly advisable if you're going to spend a lot of time outside.
Clothing/Shoes/Weather Gear: While Chicagoans like to joke that our two seasons are Winter and construction, we actually have just Winter and Summer. In other words, it is either very cold or very hot here. Bring layers in the winter- and a warm hat. Summer is a time of fashionable sandals, sun dresses and shorts.
Winter: you will need a coat, hat, gloves, scarf. It can get nasty especially with our wind chill
Spring: lite coat.
Summer: can get very hot (yummy) wear sunscreen.
Photo Equipment: Lots to see, we are known for our historical buildings and architecture. Since we are on the lake, it can be quite beautiful with our tall buildings as a backdrop.
Luggage and bags:
I wouldn't burden myself with too many bags. Maybe one medium to large suitcase or duffel bag, and one backpack/daypack.
* If there's one thing to do in Chicago, it's shop. Be sure to save room in your case for some hot new clothes.
Clothing/Shoes/Weather Gear: You often hear people in Chicago say, 'If you don't like the weather, just wait 5 minutes and it'll change.' This is very true. Even in the dog days of July and August, where temperatures above 100 degrees(F) are increasingly common, you may find yourself shivering in the evening if the lake winds pick up.
In summer, spring and fall, be prepared for such swings by bringing a sweater or light jacket. Summer temperatures can suck the life out of you in a hurry, so bring shorts, t-shirts and light clothing. If you're one of the 5 or 6 people who come to Chicago in the winter, be sure to wear several layers, a heavy wind-proof coat, gloves, a scarf, a hat, and anything else you require to withstand cold that can make a Muscovite cry.
Toiletries and Medical Supplies: Chicago can play havoc on one's allergies. Before moving here, I wasn't aware that I had any, but the smog, humidity, and constant fluctuations in temperature have made me a sniffling hacking ball of snot. Bring or buy medication for head and chest allergies.
You may also wish to stock up on Handi-wipes, as it can be difficult to find a restroom open to the public.
Luggage and bags:
If you are just here for a holiday then a suitcase will be fine, if you are going to be travelling on then a backpack is probably better.
Also bring a small back or rucksack to carry your day things in ie. down at the lake or park.
Clothing/Shoes/Weather Gear: Two seasons - freezing cold or boiling hot. Generally October-April is the time that you will need very warm clothes and the rest of the year lighter ones. In December and January make sure you take lots and lots of warm layers and in July and August practically nothing, though it can get quite WINDY so bring a jumper or light jacket for the summer... Also bring shoes that you can walk in - you will be doing a lot of walking....
Toiletries and Medical Supplies: You should have no problems in buying whatever you need here - do remember to wear your sunscreen in summer though..
Photo Equipment: Lots of film, though you will have no difficulty in getting whatever you need.
Always make sure that you have your camera to hand, there are some beautiful things in Chicago.
Camping/Beach/Outdoor Gear: There are some great places to have a picnic or sit down on the beach, so make sure that you take a towel or something else with you - and don't forget the sunscreen.
TAke twice the money and half the stuff...expecially if you're backpacking.
If you're on a budget, like me,there is a hostel right off of Belmont and Elston(one street north of belmont and 2 streets east possibly, but don't quote me on this yet) I think, that's right in Lincoln Park(yuppie neigborhood), except parking is to sum it up IMPOSSIBLE, so I hope you didn't bring a car. Once I get the hostel address and phone # I'll post it here.
Also.....Halsted and Belmont is a gay area...if you're into that......sorry..won't find me there though.
For a rainy season: bring a very sturdy umbrella, that can handle strong winds of Chicago. But also be prepared to toss it away if it breaks apart.
And for women, skirts will eventually fly upwards in Chicago. Just wait and see!
If you want to look like a Chicagoan, wear jeans, Nike shoes and a university cap. You can't go wrong with that.
Miscellaneous: Bring some neck pain medicine or other means to help relieve neck injuries. Chicago has a lot to see on the street level, but a lot more above it.
Luggage and bags:
When I travel in the states, my items are a bit different then the ones I take to Europe. I usually travel with less items that I can find here more readily. I do more shopping on these travels, so the clothing I take is also limited. But there are still items that I always take with me and of course, it all depends on the season as well. Following are a few items:
2 pair of slacks one black, the other any color depending on the season (depending on the season, linen or cotton for the spring/summer, wool/wool blend or polyester blend for fall/winter
1 black jacket to dress up the slacks or for casual dinning)
1 black dress (for evening dinning, show, opera, etc, or for a night out at a club)
1 pair of jeans and a pair of khakis or Capri’s (again, depending on the season)
2 skirts or shorts which can be worn either during the day or into the early evening
2 white t-shirts or tank tops
3 casual/dress shirts (sweaters in the winter)
1 pair of walking shoes for daytime touring
1 pair black shoes or sandals
2 bathing suits and 2 cover-ups
one week’s worth of undergarments
2-3 pajamas or oversized t-shirts for sleeping
4 spare pairs of contact lenses
5-7 pair of trouser socks
contact lens solution
extra pair of sunglasses
blow dryer (never leave home without it)
cosmetics in a travel case
my favorite shampoo and conditioner in travel sizes
hand and body lotion travel size
Tylenol, allergy medication and any other medication I am taking at the time
Hair accessories, brush, hats or caps
2 cameras, plenty of film and extra batteries for the camera
Guide books, itineraries and maps, extra ATM card for withdrawal from savings if my regular card fails, 2 credit cards, $500 in cash for just in case of emergency.
Extra travel bag to put all my purchases in.
What I tend to do if I am traveling during the colder season, I usually wear the jacket, a heavy sweater, wool pants, along with boots (these are items that would take up more space in the luggage).
Remember to adjust your packing to the location and time of year, and just go out there and enjoy your time wherever that may be.
Luggage and bags:
In Chicago you will do a lot of walking thus any bags with wheels are a definite plus.
Clothing/Shoes/Weather Gear: Comfortable walking shoes as you walk around the city. During the winter there is a good change of snow , rain or sleet! Thus bring water proof shoes or dress shoe covers.
Luggage and bags:
Whatever ya need.
Clothing/Shoes/Weather Gear: Just make sure you wear the shoes or flipflops...
Toiletries and Medical Supplies: Think its packed in there somewhere.
Camping/Beach/Outdoor Gear: Dont need it, its warm out. But I got a desk lamp.
Clothing/Shoes/Weather Gear: If you are coming in winter do not forget winter clothes under no circumstances! As you can see on this photo it could be really freezing!