Deals on vacations and trips to Wheeling

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Wheeling flight + hotel vacation packages

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 $996, price is now $673 per person
$673
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boise (BOI) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,513, price is now $966 per person
$966
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boise (BOI) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Stay One Chicago

Stay One Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,161, price is now $1,387 per person
$1,387
per person
Nov 24 - Nov 30
found 5 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This smoke-free hotel includes 3 restaurants, an indoor pool, and A 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and coffee shop.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,285, price is now $863 per person
$863
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boise (BOI) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was $999, price is now $684 per person
$684
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boise (BOI) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Dry cleaning, luggage storage, and wedding services are also on offer.

Top Wheeling hotels deals

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Free Cancellation
Reserve now, pay when you stay
$276 nightly
The price is $324 total per night
$324 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.
Free airport shuttle
Pet friendly
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Free Cancellation
Reserve now, pay when you stay
$187 nightly
The price is $213 total per night
$213 total
Oct 11 - Oct 12
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and limo/town car service are also offered.
Free airport shuttle
Pet friendly
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Free Cancellation
Reserve now, pay when you stay
$178 nightly
The price is $209 total per night
$209 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. There's an indoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Free airport shuttle
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
1501 Sherman Ave Evanston IL
Free Cancellation
$138 nightly
The price is $158 total per night
$158 total
Sep 28 - Sep 29
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and express check-out are also offered.
Free WiFi
Restaurant
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd Rosemont IL
Free Cancellation
$159 nightly
The price is $181 total per night
$181 total
Oct 15 - Oct 16
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Free airport shuttle
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

4 out of 5
5460 North River Road Rosemont IL
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $167 total per night
$167 total
Sep 27 - Sep 28
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Valet parking, a coffee shop, and a snack bar/deli are also offered.
Free airport shuttle
Pet friendly
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See all available properties in Wheeling
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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.

Stay near popular Wheeling attractions

Heritage Park

6.8/10 (35 reviews)
After visiting Heritage Park, make a plan to see the other sights and activities in Wheeling. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Frequently asked questions

How much are vacation packages to Wheeling?
With vacation packages on offer from as little as $673, you won't need to max out the credit card for your trip to Wheeling. Travelocity can help. Bundle up experiences, hotels and flights into a convenient package and receive some exciting discounts. The more you book, the more you save.
How long should my Wheeling vacation be?
Most people secure a hotel for 3 nights in Wheeling. But that doesn't mean you're limited to that. How long you spend here boils down to what you hope to do on your vacation. If you intend to explore every corner of this superb location, consider staying another night or two (or even longer!).
Where can I get the best vacation package deals for Wheeling?
Travelocity is here to help you snap up an awesome Wheeling package deal. With no less than 400 air carriers and 1,000,000 properties across the globe, there's no doubt you'll find the perfect combination.
Why should I purchase my Wheeling vacation bundle with Travelocity?
Travel is all about making cherished new memories and forgetting all your worries — which is why we have a team of experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our superb range of destinations. So what are you waiting for? There's no time like the present to secure that vacation you've always wanted.
Can I save money on my Wheeling car rental if I book it with my hotel or flight?
You most certainly can — combine your flight, car and hotel into a Wheeling vacation package and you can save a handsome sum. With so much to discover in Wheeling, having your own set of wheels will make exploring a breeze. Once you're in the driver's seat, turn up the stereo and make your way to University of Wisconsin-Madison, an unmissable attraction about 100 mi from Wheeling.
Which airport is best for Wheeling?
O'Hare Intl. Airport (ORD) is 11 mi from the downtown area and is the starting point for many adventures. Alternatively, Midway Intl. Airport (MDW) is 25 mi away from central Wheeling and General Mitchell Intl. Airport (MKE) is 55 mi away from central Wheeling.
What is there to do in Wheeling?
Heritage Park is one of the outstanding sights that make Wheeling such a popular destination. But leave some extra time to experience the city's lesser-known attractions too. This is sometimes where the best memories are created.
Where should I stay when visiting Wheeling?
If you're after somewhere to spend your nights, check out the Ramada Plaza by Wyndham Chicago North Shore. It's the top choice for many travelers.

Photos of local treasures

Browse Wheeling vacation photos for more inspiration

A rustic mill by a calm river, surrounded by autumn foliage and a clear blue sky.
A serene forest with a calm pond reflecting trees and a fallen log.
A wooden mill by a calm river with autumn foliage and a clear sky.

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