Greektown Vacations from ¥284,448

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Greektown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥284,448
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (5,340 reviews)
.

Reviewed on Oct 5, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥372,880
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Hands down the best hotel in Chicago!

Reviewed on Oct 5, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
¥305,278
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (3,877 reviews)
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago
¥314,167
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (3,324 reviews)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
¥301,820
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
8.8/10 Excellent! (2,309 reviews)
Fantastic hotel! Really nice, clean, staff was incredibly friendly. We got the Fairmont gold room edition and it was totally worth it having food and drinks available during the day. We ate breakfast there each morning and it was great! Would definitely stay here again Next time we come to visit.

Reviewed on Oct 5, 2026

Where to stay in Greektown

Find the best Greektown areas and neighborhoods for the activities you enjoy most. Learn more about Greektown
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Frequently asked questions

How much does a Greektown vacation package cost?
Handcraft your Greektown package from a low ¥284,448. Pick from any combination of flights, hotels and rental cars to build the trip you've been dreaming about for ages. Be sure to add on a few activities!
How do I get a cheap travel package to Greektown?
Creating your own Greektown vacation package with Expedia is the easiest way to save. We offer access to over 550 airlines and 1,000,000 hotel options all over the world. With such an extensive range to choose from, you'll have no trouble creating your dream getaway.
Where should I stay in Greektown?
Make sightseeing a breeze by staying someplace close to Greektown's terrific attractions. University of Illinois Chicago and United Center are two traveler favorites.
What are the top hotels in Greektown?
Make a reservation at Sonder Greektown. It's one of the neighborhood's most in-demand hotels. Another great option in Greektown is Chicago Parthenon Hostel.
How far in advance should I book my Greektown vacation?
It all depends on the airline, but you can generally look up international airfares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers will sometimes score a cheaper flight just weeks before the date of departure.
What does an Expedia Greektown travel package include?
Hotels, flights and a cool car for your road trip adventures. Simply mix and match your favorite bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to creating your Greektown break, the choice is all yours!
What should I know before booking a Greektown travel package?
Whether it's relaxation or adventure you're after, a Greektown vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Greektown Expedia vacation package?
You can. Expedia has access to more than 550 partner airlines across the globe, so go with the carrier that suits your needs.
If I'm not able to travel, can I cancel my Greektown vacation package?
We totally understand — the universe can throw the odd curveball. If you've locked in a Greektown vacation package and have to change or cancel it, we can help. We recommend browsing our Customer Service Portal first for information. But in general, if you've taken out your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a fee.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥3,812
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

¥6,275
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

¥6,642
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.