Wheaton Vacation Packages

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Your Wheaton Vacation

Take the guesswork out of travel planning with a Wheaton vacation package. A great neighborhood to stay in this fascinating city is Medinah, which is great for golfing and lots more. Any trip to Wheaton needs a well-designed itinerary. Fill yours with attractions like Morton Arboretum, Wheaton College and College of Dupage. Don't put off exploring this city any longer. Your ultimate Wheaton vacation is a couple of clicks away with Expedia.

Top Wheaton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Transport access walking distance to take train to midway airport was easy and convenient

Reviewed on Aug. 7, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Loved the attention to details that made the experience exceptional.

Reviewed on Aug. 6, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Everything was great

Reviewed on Aug. 9, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
Service wasn’t great.

Reviewed on Aug. 8, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,063 reviews)
It is located on Navy Pier which was very convenient for us. The view was wonderful of the skyline and harbor. The room was very nice and had a refrigerator,,but lacked a microwave. The room and restaurant were quite expensive for what they were, but I guess we were paying for the location.

Reviewed on Aug. 9, 2025

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Wheaton Hotel Deals

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Aug 29 to Aug 30
CA $247
CA $290 total
Aug 29 - Aug 30
includes taxes & fees
8/10 Very Good! (2,090 reviews)
"convenient if flying out early"

Reviewed on Aug. 6, 2025

Hilton Chicago O'Hare Airport
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
Fully refundable
The price is CA $169 per night from Sep 1 to Sep 2
CA $169
CA $193 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (2,377 reviews)
"Eating here is confusing. We though that the in house restaurant was always open. Nobody informed us it was just their breakfast place. It was just weird. We walked up to the hostess and said two please. She's like we closed at 11. At the time we were very confused! She never mentioned that it was ..."

Reviewed on Aug. 7, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Aug 25 to Aug 26
CA $186
CA $212 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (1,823 reviews)
"Nice room. The only downside is the noise from the airport. A white noise machine on the bed stand helps to quiet the room"

Reviewed on Aug. 6, 2025

Hyatt Regency O'Hare Chicago
See all 1,522 properties in Wheaton
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

Discover the most popular places to visit in Wheaton

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

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
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 Wheaton

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Wheaton

Frequently asked questions

How much does a Wheaton vacation package cost?
Offering excellent value package deals from CA $717 on Expedia, you'll be surprised at how little a vacation to Wheaton costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Wheaton?
You can usually find lower rates and greater availability in January, February and November. Browse our cheap Wheaton vacation packages and you could score some excellent off-season deals.
How many days is enough for Wheaton?
The ideal duration of your Wheaton vacation depends on what you'd like to see. Usually, a few days to a week will give you plenty of time to hit all the major sights and explore some hidden gems along the way.
Is it worth booking a vacation package to Wheaton?
Wheaton is a good vacation destination with attractions like Cantigny Park among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Wheaton vacation promises fun for everyone.
How to find the best Wheaton package deals?
Use Expedia's filter tool to find some fabulous Wheaton package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Wheaton package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Wheaton vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights individually. Better still, you can personalize your Wheaton trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Wheaton?
If you're considering a spur-of-the-moment Wheaton getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Wheaton?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Wheaton.
  2. Calculate your budget: Make sure you have enough money to cover everything from food and transportation to experiences and flights. Your hotel will probably be the largest expense during your trip to Wheaton.
  3. Decide how long to go away for: Now that you're more familiar with Wheaton, you can figure out the perfect length of your vacation. Create a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Wheaton vacation package that brings all your bookings together.

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