Wheeling Vacation Packages

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Your Wheeling Vacation

When you organize a vacation package to Wheeling, you can relax and enjoy your getaway knowing your travel plans are in order. Uncover the wonders of this vibrant city while staying in a neighborhood like Riverwoods, which is good for nature. A trip to Wheeling is a superb opportunity to sightsee. Be sure to visit big-name attractions such as Marriott Theatre, The Glen Club and Arlington International Racecourse. Stop daydreaming and start doing. Explore the wide range of options on Expedia today and put your Wheeling vacation plans into action!

Top Wheeling Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Downtown Chicago
per person
Jul. 2 - Jul. 6
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
This was a really nice hotel in a great area with tons of restaurants, well lit up streets and easy walking in the downtown River North area. The hotel itself was lively on the ground floor with its bar and restaurant and the room was clean and well laid out and quiet overall The bed/pillows were really, really comfortable. I would stay here again anytime.

Reviewed on May 18, 2024

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 15 - Aug. 20
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
7.8/10 Good! (1,743 reviews)
Just overall a really nice place

Reviewed on May 22, 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 8 - Jul. 11
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (97 reviews)
Outstanding service and facility.

Reviewed on Jan. 10, 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 8 - Jul. 11
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (687 reviews)
Beautiful property, lovely staff, very well-located for a weekend trip to Chicago where we needed to be near the Loop.

Reviewed on May 23, 2024

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 2 - Jul. 6
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
EXCEPTIONAL SERVICE!!

Reviewed on May 21, 2024

Wheeling Hotel Deals

Marriott Chicago O'Hare
Marriott Chicago O'Hare
3.5 out of 5
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Jun. 14 to Jun. 15
CA $232
CA $272 total
includes taxes & fees
Jun 14 - Jun 15
8.2/10 Very Good! (1,002 reviews)
"The staff were so helpful and friendly, makes me want to come back. Great customer service."

Reviewed on May 13, 2024

Marriott Chicago O'Hare
Best Western At O'Hare
Best Western At O'Hare
2.5 out of 5
10300 W Higgins Road, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from May 27 to May 28
CA $127
CA $145 total
includes taxes & fees
May 27 - May 28
7.2/10 Good! (1,842 reviews)
"Clean and staff very friendly."

Reviewed on May 23, 2024

Best Western At O'Hare
SureStay Plus Hotel by Best Western Chicago Lombard
SureStay Plus Hotel by Best Western Chicago Lombard
2.5 out of 5
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from May 26 to May 27
CA $124
CA $137 total
includes taxes & fees
May 26 - May 27
8.6/10 Excellent! (1,536 reviews)
Will stay again
"Had a very short 1-night stay. Was worth it. Room was clean, hotel was clean, and the people were curteous. It was quiet so we got the rest we needed."

Reviewed on May 24, 2024

SureStay Plus Hotel by Best Western Chicago Lombard
See all 2,440 properties in Wheeling
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 Wheeling vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Wheeling from just CA $674. And the more you bundle, the more you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Wheeling?
Our Wheeling vacation packages mean plenty of savings for the savvy explorer. For the best deals, simply combine your flights, hotels and extras (such as activities) into a convenient package. But great bargains are only the start of your next unforgettable adventure. Book with Expedia and and you’ll have over 550 air carriers and 1,000,000 hotel options worldwide to pick from. Whatever your style, there’s a package to suit you.
Where should I stay in Wheeling?
A vacation in Wheeling isn’t complete without visiting Heritage Park, Prospect Heights City Hall and Rob Roy Golf Course. Spend your evenings near these popular attractions and make sightseeing easy.
What are the top hotels in Wheeling?
Get your escape off to a good start by reserving a room at Ramada Plaza by Wyndham Chicago North Shore. It’s one of most popular hotels in Wheeling. Another option is Olde Court Inn.
How far in advance should I book my Wheeling vacation?
The earlier, the better. Airlines usually release flight tickets up to a year in advance, and this is an excellent opportunity to pick up some of the lowest prices. Just been told you need to take all your vacation days in a few weeks? No need to worry. Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Wheeling travel package include?
With Expedia, you can choose a combination of hotels, flights and car rentals to build your perfect Wheeling package. Once you’ve made your booking, you can add on fun stuff like day tours and activities. Don’t forget — the more you bundle, the more dollars you’ll save!
What should I know before booking a Wheeling travel package?
We already have low prices. However, you’ll enjoy even more savings when you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and a great range of choice.
Can I choose my airline with a Wheeling Expedia vacation package?
Yes, so take your pick! Expedia has access to more than 550 partner airlines around the world, so you can customize your Wheeling getaway according to your budget and style.
If I'm not able to travel, can I cancel my Wheeling vacation package?
Yes, it’s possible to cancel your Wheeling booking if your plans have been upended. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

Discover the most popular places to visit in Wheeling

Image for Wrigley Field

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
Image for Six Flags Great America

Six Flags Great America

4.5/5(5 reviews)

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America
Image for McCormick Place

McCormick Place

4.5/5(141 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place

What to do in Wheeling

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

CA $311
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
See all activities in Wheeling
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.