Greektown Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Greektown

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,728, price is now CA $1,120 per person
CA $1,120
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Was a little noisy but I think that was just my unit. Facilities were top notch!

Reviewed on Apr 4, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $3,016, price is now CA $1,941 per person
CA $1,941
per person
May 22 - May 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
The room was clean. Very modern hotel. Great service and staff. Great experience overall.

Reviewed on Apr 7, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,411, price is now CA $1,578 per person
CA $1,578
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great place to stay

Reviewed on Apr 7, 2026

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District

4 out of 5
Downtown Chicago
Price was CA $1,784, price is now CA $1,242 per person
CA $1,242
per person
May 14 - May 18
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,551 reviews)
Clean room Nice music mirror

Reviewed on Apr 6, 2026

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Price was CA $2,682, price is now CA $1,912 per person
CA $1,912
per person
May 22 - May 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,332 reviews)
The Thompson Chicago is a wonderful boutique Hotel located in the perfect part of the city.

Reviewed on Apr 6, 2026

Where to stay in Greektown

Find the best Greektown areas and neighborhoods for the activities you enjoy most. Learn more about Greektown
Downtown Chicago

Downtown Chicago

5 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.

Find hotels in Downtown Chicago

Greektown Hotel Deals

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
Fully refundable
The price is CA $187 per night from Apr 26 to Apr 27
CA $187
CA $220 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (2,068 reviews)
Didn’t get a chance to eat the breakfast and didn’t have parking took the Amtrak

Reviewed on Apr 8, 2026

Crowne Plaza Chicago West Loop by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Apr 26 to Apr 27
CA $160
CA $188 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,063 reviews)
Great location but very old and run down..needs updates

Reviewed on Apr 7, 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Apr 26 to Apr 27
CA $190
CA $223 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,076 reviews)
Staff was very friendly and helpful! Food in restaurant was very good. Very clean!!

Reviewed on Apr 8, 2026

Hilton Chicago/Magnificent Mile Suites
See all 4,714 properties in Greektown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Greektown vacation package cost?
Handcraft your Greektown package from a low CA $1,120. 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.

Discover the most popular places to visit in Greektown

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $61
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
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.