Chicago & Lollapalooza Trip

Chicago, IL
August for 7 days
$718
Posted on March 27, 2023 by

Cost/Budget: $225
Location: 10000 W Balmoral Ave, Chicago, IL 60666, USA
Notes:

depart LaGuardia - 6:10am arrive O'Hare - 7:45am

Photo by Israel Rinza
Cost/Budget: $0
Location: 701 Michigan Ave, Chicago, IL 60611, USA
Photo by Warwick Allerton - Chicago
Cost/Budget: $268
Location: 233 S Wacker Dr, Chicago, IL 60606, USA
Notes:

Booked for me and Issbel: - Willis Tower - Shedd Aquarium - The Tilt - River Tour - Field Museum (chosen option)

Photo by Chicago CityPASS
Cost/Budget: $0
Location: 233 S Wacker Dr, Chicago, IL 60606, USA
Photo by kiley ward
Cost/Budget: $0
Location: 233 S Wacker Dr, Chicago, IL 60606, USA
Notes:

Chicago 360 - reserved for 3:30

Photo by Jacob M. Jumonville
Cost/Budget: $0
Location: Magnificent Mile, Chicago, IL 60611, USA
Photo by Rajiv Radhakrishnan
Cost/Budget: $0
Location: 189 Michigan Ave, Chicago, IL 60601, USA
Notes:

[ Google Review ] Stopped in quickly to get two personalized jars of Nutella because of the window’s advertisement. I was impressed by what I saw inside! There were breakfast options (See menu photo), merchandise, and more. Very friendly team. They are my personalized labels in a matter of 45 seconds. Nice atmosphere.

Photo by Mariam Bellakoud
Cost/Budget: $0
Location: Ohio Street Beach, Illinois 60611, USA
Notes:

Visit before river tour

Photo by Giles Wozniak
Cost/Budget: $0
Location: 600 E Grand Ave, Chicago, IL 60611, USA
Notes:

[ Google Review ] The ice cream is simply delicious! They are full of flavor, easy in the tummy and well located. We ordered chocolate, pistachio and DF berry sorbet we all loved all of them. A perfect spot to grab a yummy treat right in Navy Pier.

Photo by Ritesh Kasat
Cost/Budget: $0
Location: 124 N Streeter Dr, Chicago, IL 60611, USA
Notes:

City Pass - reserved for 7:30pm

Photo by Shoreline Sightseeing at Navy Pier
Cost/Budget: $0
Location: 600 E Grand Ave, Chicago, IL 60611, USA
Photo by Sekhon B
Cost/Budget: $0
Location: 730 N Rush St, Chicago, IL 60611, USA
Photo by Bautista Martínez
Cost/Budget: $0
Location: 410 N Michigan Ave, Chicago, IL 60611, USA
Notes:

Option - low reviews for this location

Photo by Michigan Ave - Lou Malnati's Pizzeria

Cost/Budget: $0
Location: 130 E Randolph St, Chicago, IL 60601, USA
Notes:

https://wildberrycafe.com/menu-chicago.php

Photo by BradJill
Cost/Budget: $0
Location: Chicago, IL 60601, USA
Photo by Marc Bloch Sommer
Cost/Budget: $0
Location: 201 E Randolph St, Chicago, IL 60602, USA
Notes:

[ Google Review ] I loved the different areas of Millennium Park. Cloud Gate was so interesting. My favorite part was inside, looking up at the middle. Downtown Chicago has so many amazing outdoor spaces. The architecture is beautiful and I love how art is sprinkled throughout the city. If you want to get pictures with less people there, you'd probably have to go very early in the morning. I was here in the middle of May, in the middle of the day, during the week and it was busy as if it were the weekend.

Photo by Martin Godfrey
Cost/Budget: $0
Location: 680 S Michigan Ave, Chicago, IL 60605, USA
Photo by Lu Mejia
Cost/Budget: $0
Location: 100 W Ontario St, Chicago, IL 60654, USA
Notes:

Late night options: - Elephant & Castle - burgers - Giordano’s - Cantina on Madison - Maggiano’s Little Italy - 11 on Fri/Sat - Portillo’s - Quartino Ristorante - Kitty O’Sheas - Bar Louie - Big Wig Tacos and Burritos

Photo by Vita Hot

Cost/Budget: $0
Location: 22 E Bellevue Pl, Chicago, IL 60611, USA
Notes:

https://www.ophchicagoland.com/gold-coast-menu/

Photo by David Walsh
Cost/Budget: $0
Location: Oak Street Beach, Illinois 60611, USA
Notes:

[ Google Review ] Nice sandy beach, not crowded and convenient walking distance from our hotel. It was very clean. There are beach loungers to rent if you wish to spend time down there, or you can throw a towel down on the sand and relax for free. Great views of the city too!

Photo by Lucas Hains
Cost/Budget: $0
Location: 680 S Michigan Ave, Chicago, IL 60605, USA
Photo by Lu Mejia

Cost/Budget: $0
Location: 315 N La Salle St, Chicago, IL 60654, USA
Notes:

Brunch reserved for 11:15am Menu: https://www.riverroastchicago.com/menus/brunch

Photo by River Roast
Cost/Budget: $0
Location: E Wacker Dr, Chicago, IL 60601, USA
Notes:

[ Google Review ] Amazing view and place is this.!!!! You can walk alongside the river with the sight of majestic buildings and amazing restaurants. So much to do there, one can never get bored of this place, right in the center of downtown Chicago. It has so many fun options, starting with river cruise, kayaking, cute little parks, cafes, cocktail bars or just walking by the river appreciating the architecture marvel that the whole place is.

Photo by Michael Grzeschik
Cost/Budget: $0
Location: 750 N Rush St, Chicago, IL 60611, USA
Notes:

Menu: https://www.stansdonuts.com/menu/all-day-menu/

Photo by Rajat Vajrinkar
Cost/Budget: $0
Location: 680 S Michigan Ave, Chicago, IL 60605, USA
Photo by Lu Mejia
Cost/Budget: $0
Location: 227 E Ontario St, Chicago, IL 60611, USA
Notes:

[ Google Review ] The staff is very helpful. Better than the Michigan Ave. Been my favorite for many years. I always go with Grilled Chicken (Hot level spice), it is available in quarter, half and full. Also available Peru Peri fries, chicken livers, garlic sticks etc. Even platters are available. Double check the online prices with Store physical menu prices, I found it cheaper in the store when I visited.

Cost/Budget: $0
Location: 671 N St Clair St, Chicago, IL 60611, USA
Notes:

if before 11am. https://www.beatrixrestaurants.com/beatrix/streeterville/menu/

Photo by Beatrix
Cost/Budget: $0
Location: corner of Grand & McClurg, 355 E Ohio St, Chicago, IL 60611, USA
Notes:

https://eatyolk.com/illinois/

Photo by Bautista Martínez
Cost/Budget: $0
Location: 680 S Michigan Ave, Chicago, IL 60605, USA
Photo by Lu Mejia

Cost/Budget: $0
Location: 1112 S Wabash Ave, Chicago, IL 60605, USA
Notes:

[ Google Review ] I was visiting Chicago to see my daughter play soccer at Soldier field and stumbled upon this place in the morning. Best diner I've been to in a long time! I sat at the bar area since it was just me and the Service was outstanding. Food was on point and came out pretty quick. The atmosphere was awesome to me with the neon lights, plenty to look at and blues music playing pretty loud, which I actually thought added to the atmosphere. Two thumbs up! I would definitely go here again.

Photo by Eleven City Diner
Cost/Budget: $0
Location: 1200 S DuSable Lk Shr Dr, Chicago, IL 60605, USA
Notes:

Reserved for 12pm

Photo by Giyermina Echeberria
Cost/Budget: $0
Location: 1400 S Lake Shore Dr, Chicago, IL 60605, USA
Notes:

No reservation needed

Photo by John Vincent
Cost/Budget: $0
Location: 175 N State St, Chicago, IL 60601, USA
Notes:

[ Google Review ] It was an amazing evening experience at the Chicago Theatre. It's beautifully decorated and clean. The staff was quite helpful and they even gave me a better seat for the show. You can even sit on the upper level to people watching while drinking cocktails and eating popcorn. Billy Porter was on fire and amazing as usual. A very memorable experience.

Photo by Beth Murphy
Cost/Budget: $0
Location: 625 N Michigan Ave, Chicago, IL 60611, USA
Notes:

Get the Chicago Mix

Photo by Garrett Popcorn Shops
Cost/Budget: $0
Location: E Wacker Dr, Chicago, IL 60601, USA
Notes:

[ Google Review ] Amazing view and place is this.!!!! You can walk alongside the river with the sight of majestic buildings and amazing restaurants. So much to do there, one can never get bored of this place, right in the center of downtown Chicago. It has so many fun options, starting with river cruise, kayaking, cute little parks, cafes, cocktail bars or just walking by the river appreciating the architecture marvel that the whole place is.

Photo by Michael Grzeschik
Cost/Budget: $0
Location: 315 N La Salle St, Chicago, IL 60654, USA
Notes:

Reservation for 7:15pm Menu: https://www.riverroastchicago.com/menus/dinner-new

Photo by River Roast
Cost/Budget: $0
Location: 875 N Michigan Ave 94th floor, Chicago, IL 60611, USA
Notes:

City Pass - reserved for 9:30pm

Photo by 360 CHICAGO

Cost/Budget: $0
Location: 750 N Rush St, Chicago, IL 60611, USA
Notes:

Opens at 6am Menu: https://www.stansdonuts.com/menu/all-day-menu/

Photo by Rajat Vajrinkar
Cost/Budget: $0
Location: corner of Grand & McClurg, 355 E Ohio St, Chicago, IL 60611, USA
Notes:

opens at 7am. Menu: https://eatyolk.com/illinois/

Photo by Bautista Martínez

Leave by 7:30am!

Cost/Budget: $0
Cost/Budget: $225
Location: 10000 W Balmoral Ave, Chicago, IL 60666, USA
Notes:

depart O'Hare - 10:10am arrive LaGuardia - 1:22pm

Photo by Israel Rinza