Wrigleyville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    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.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
per person
Mar. 13 - Mar. 16
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
7.6/10 Good! (1,003 reviews)
The whole lobby was under construction… made for a loud and dusty experience. Staff seemed a bit pushy … didn’t feel warmly welcomed.

Reviewed on Nov. 24, 2024

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
per person
Jan. 27 - Jan. 31
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,923 reviews)
Views were unbelievable! No streaming services were available, and the breakfast server in part was abrupt, but overall, it was a great stay.

Reviewed on Dec. 21, 2024

W Chicago - Lakeshore

W Chicago - Lakeshore

4.5 out of 5
Downtown Chicago
per person
Feb. 10 - Feb. 15
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.2/10 Very Good! (1,004 reviews)
The location is perfect for a seasonal stay due to proximity to Navy Pier. Friendly, helpful staff and clean rooms.

Reviewed on Dec. 16, 2024

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
Mar. 5 - Mar. 9
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
8.8/10 Excellent! (383 reviews)
Property is amazing and the rooms are very nice! It is an amazing stay, but just a couple hiccups. One is the parking which is really strange, you have to block the sidewalk and walk in to have them open the garage, kind of strange, they should add just a card reader to the garage door, or a camera for the front desk to permit drivers to enter. The gold perk we received a 10-15$ bottle of wine ( I’m not hating I love wine) but the last hotel with this perk hooked us up with a 200$ bottle. Still a very beautiful stay and very peaceful… the rooms are huge.

Reviewed on Dec. 21, 2024

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Mar. 2 - Mar. 7
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,142 reviews)
Beautiful new hotel in the heart of Chicago!

Reviewed on Dec. 21, 2024

Where to stay in Wrigleyville

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

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Millennium Park are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

Wrigleyville 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 $150 per night from Dec. 23 to Dec. 24
CA $150
CA $176 total
includes taxes & fees
Dec 23 - Dec 24
7.8/10 Good! (8,261 reviews)
"Beautiful hotel with a great location"

Reviewed on Dec. 19, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Jan. 5 to Jan. 6
CA $149
CA $175 total
includes taxes & fees
Jan 5 - Jan 6, 2025
8.6/10 Excellent! (3,626 reviews)
"Having to park my car 4 blocks away"

Reviewed on Dec. 22, 2024

River Hotel
Hyatt Regency Chicago
Hyatt Regency Chicago
4 out of 5
151 East Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jan. 5 to Jan. 6
CA $212
CA $291 total
includes taxes & fees
Jan 5 - Jan 6, 2025
9/10 Wonderful! (3,120 reviews)
"really enjoyed the city view from room."

Reviewed on Dec. 20, 2024

Hyatt Regency Chicago
See all 4,136 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

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Wrigleyville vacation package cost?
Be ready to book, because a trip to Wrigleyville starts from only CA $507. 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.

Discover the most popular places to visit in Wrigleyville

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

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

Wrigley Field

Things to do

Flyover in Chicago

Flyover in Chicago

CA $53
per adult
94% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

CA $68
per adult
94% of travellers recommend
Architecture River Tour
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

CA $62
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
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.