Glencoe Vacation Packages

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Your Glencoe Vacation

A great way to experience this city is with a custom-made Glencoe vacation package. Base yourself in the neighborhood of Rogers Park, which is great for cafes, nature and bars and pubs or go someplace else — our packages are all about you. Make your trip to Glencoe even more fulfilling by including some sightseeing. Chicago Botanic Garden, The Glen Club and North Shore Center for the Performing Arts are some of the top attractions you'll want to explore. Check out Expedia's wide range of travel options and start planning your perfect vacation to Glencoe now.

Top Glencoe Vacation Deals

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 $1,457, price is now CA $975 per person
CA $975
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (477 reviews)
The rooms were very clean!

Reviewed on May 4, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $3,626, price is now CA $1,987 per person
CA $1,987
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (3,319 reviews)
Very good Outstanding service

Reviewed on May 19, 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 $2,965, price is now CA $1,891 per person
CA $1,891
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,505 reviews)
The breakfast menu & service at the Lyrica was excellent. The parking was very convenient, although a little pricey at $65 for overnight. The rooms and view were simply awesome. The service at the front desk was excellent. I look forward to my next stay.

Reviewed on May 20, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was CA $3,410, price is now CA $2,288 per person
CA $2,288
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (3,721 reviews)
Parking was easy. The hotel breakfast and regular menu was really good! Elevators were at times a little inconvenient, but nothing too bad

Reviewed on May 19, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $2,379, price is now CA $1,605 per person
CA $1,605
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
8.2/10 Very Good! (2,683 reviews)
The room was clean but pretty basic. It was good overall but we did have an issue with the a/c switching off in the middle of the night. Unfortunately the hotel didn’t have any fans to remedy that situation. Other than that we had a very enjoyable stay. The location is great!

Reviewed on May 19, 2026

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Glencoe Hotel Deals

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 $184 per night from May 25 to May 26
CA $184
CA $218 total
May 25 - May 26
includes taxes & fees
8/10 Very Good! (10,169 reviews)
"This is one of those grand old hotels that used to be amazing, but has now fallen on very hard times. There's a reason it is one of the cheapest (though still expensive) hotels in the Chicago Loop. The staff seemed absent or disinterested, the facility has peeling paint everywhere, and the vibe is ..."

Reviewed on May 20, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from May 25 to May 26
CA $205
CA $283 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (4,195 reviews)
"Extraordinary staff so helpful to my disabled husband. We went to celebrate his birthday in Chicago. I wouldn’t go anywhere else."

Reviewed on May 20, 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from May 25 to May 26
CA $167
CA $198 total
May 25 - May 26
includes taxes & fees
7.8/10 Good! (1,441 reviews)
"It was a nice hotel..but the air conditioning did not work and it was warm in the room!"

Reviewed on May 20, 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,237 properties in Glencoe
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.
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Discover the most popular places to visit in Glencoe

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

What to do in Glencoe

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

CA $55
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $60
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
See all activities in Glencoe

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.