Wrigleyville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Wrigleyville

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,719, price is now CA $1,181 per person
CA $1,181
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (468 reviews)
Love the amenities. Great location too

Reviewed on May 3, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $1,981, price is now CA $1,277 per person
CA $1,277
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
8.8/10 Excellent! (2,137 reviews)
Keep an eye that nothing is added from the minibar but great property and can't wait to stay again!

Reviewed on May 5, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $2,882, price is now CA $1,972 per person
CA $1,972
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Having stayed in the lovely Swissotel Bosphorus/Istanbul, I was hesitant to compare Swissotel experience & hope Chicago would be as good. No. Not even close. The elevated Swissotel brand is not represented here well in this building at all. The valet is $87! Self park is $70 and the self park area doesn’t even have an elevator up to the lobby, you have to walk through a dark, confusing, and claustrophobic garage to stairs then to elevator. Staff were tactful & kind, it’s just the building is old, needs renovation, & the room air is stuffy. A positive bright light was the stunning view from the gym and the lobby ambience & smell.

Reviewed on May 6, 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 $2,723, price is now CA $1,886 per person
CA $1,886
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
Thank you to Javon who was super helpful in our check in . The staff was so nice and accommodating. Additional linens were delivered in less than 5 minutes and then even extended our check out to 1pm. I will definitely be back when I’m in Chicago to try to catch fireworks. Our corner room was outstanding and breathtaking

Reviewed on May 3, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was CA $2,092, price is now CA $1,458 per person
CA $1,458
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (3,670 reviews)
Amazing hotel and staff!

Reviewed on May 5, 2026

Where to stay in Wrigleyville

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

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.

Find hotels in Downtown Chicago

Wrigleyville Hotel Deals

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
The price is CA $118 per night from May 25 to May 26
CA $118
CA $182 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (2,684 reviews)
Friendly staff. Good location

Reviewed on May 5, 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is CA $184 per night from May 26 to May 27
CA $184
CA $219 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (5,172 reviews)
Perfect for couples and the location is amazing

Reviewed on May 6, 2026

River Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is CA $183 per night from May 27 to May 28
CA $183
CA $256 total
May 27 - May 28
includes taxes & fees
9.4/10 Exceptional! (4,070 reviews)
Very nice and clean hotel. Wonderful break fast buffet with good selection of food.

Reviewed on May 6, 2026

Hotel Riu Plaza Chicago
See all 4,661 properties in Wrigleyville
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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Frequently asked questions

How much does a Wrigleyville vacation package cost?
Be ready to book, because a trip to Wrigleyville starts from only CA $1,181. When you combine your flights, hotels and car rentals into a vacation package, you'll walk away with the lowest prices.
How do I get a cheap travel package to Wrigleyville?
If you love getting an amazing deal, combine your bookings into a Wrigleyville vacation package. Whether you're looking for flights, hotels, tours or rental cars, you can book everything in one place. You'll have ample choice at your fingertips too. Expedia has over 550 partner airlines and 1,000,000 hotel options globally to pick from. Fly with who you want, stay anywhere you like and save a packet — now that's the perfect escape!
Where should I stay in Wrigleyville?
Make sightseeing easy by staying someplace near Wrigleyville's big attractions. Wrigley Field and Lincoln Park Zoo are two traveler favorites.
What are the top hotels in Wrigleyville?
If it's your very first time in Wrigleyville, secure a room at Hotel Zachary Chicago, a Tribute Portfolio Hotel or The Chicago Hotel Collection - Wrigleyville. Both will make you feel at home and are top options with many savvy travelers.
How far in advance should I book my Wrigleyville vacation?
It all depends on the airline, but you can usually look up international flights on Expedia up to 12 months in advance. While it's advisable to book ahead of time, lucky customers will occasionally nab a cheaper ticket just weeks prior to departure dates.
What should I know before booking a Wrigleyville travel package?
An Expedia travel package can be customized for your budget and is a fantastic way to make your hard-earned dollars stretch further. What you include is up to you. Rental cars, hotels and flights — decide on a combination that works with your plans.
Can I choose my airline with a Wrigleyville Expedia vacation package?
Yes, and with over 550 airlines to select from throughout the world, you're not short on choice. Take a look at the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Wrigleyville vacation package?
You can. We get that life happens, so we're happy to help if you have to make changes to your Wrigleyville vacation package. You may be able to amend or cancel your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.