Streamwood Vacation Packages

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Your Streamwood Vacation

Prepare to experience Streamwood on your terms with a custom Streamwood vacation package! Discovering the treasures of this city is made simpler with a base in a neighborhood such as Medinah, which is great for golfing, among many other things. You'll want to do some exploring during your trip to Streamwood. Make time for popular attractions like Schaumburg Medieval Times, Grand Victoria Casino and Santas Village. Your dream Streamwood vacation is just a few clicks away. Search hotels, flights and more on Expedia for a trip that's tailored to suit your travel style.

Top Streamwood 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
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
The location was good. Staff was friendly. It was clean. But it was hard to enjoy time in the room because of the TV. They had horrible cable with nothing on, and it wasn’t a smart tv so we couldn’t log into any of our streaming services or even stream from our phones to the tv. We had to go out and buy a firestick.

Reviewed on Aug. 10, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Amazing property well worth the money

Reviewed on Aug. 11, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
Great location with many great food and drink options. The room is a modern industrial design with unfinished walls and ceiling. It looks nice but not exactly my style. The room was clean and was comfortable for a two night stay.

Reviewed on Aug. 12, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
A lot of good food options walkable distance.

Reviewed on Aug. 3, 2025

Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
7.6/10 Good! (1,003 reviews)
This property was right in the heart of downtown and right next to Northwestern - it's a perfect location, and was clean and comfortable!

Reviewed on Aug. 11, 2025

Ready to book your vacation to Streamwood?

 

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Streamwood 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 Sep 5 to Sep 6
CA $247
CA $290 total
Sep 5 - Sep 6
includes taxes & fees
8/10 Very Good! (2,086 reviews)
"The room was comfortable and very quiet despite the proximity to the airport. I would have preferred a queen size bed, but the only available option was a double."

Reviewed on Aug. 9, 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! (2,391 reviews)
"It was good"

Reviewed on Aug. 12, 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 $193 per night from Aug 26 to Aug 27
CA $193
CA $220 total
Aug 26 - Aug 27
includes taxes & fees
8.6/10 Excellent! (1,823 reviews)
"Good location. Nice lobby. Overall a very dated hotel."

Reviewed on Aug. 9, 2025

Hyatt Regency O'Hare Chicago
See all 1,071 properties in Streamwood
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
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Discover the most popular places to visit in Streamwood

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

Michigan Avenue

4.5/5(19 reviews)

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

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Streamwood

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 Streamwood

Frequently asked questions

How much does a Streamwood vacation package cost?
You can pick up a vacation package to this destination from CA $451 on Expedia. But how much your vacation to Streamwood costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Streamwood?
The off-season is the best time to visit Streamwood if you're trying to save. Another tip for scoring cheap Streamwood vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Streamwood?
Generally, a few days is ideal for a Streamwood vacation. With a well-organized schedule, you can visit all the popular attractions like NOW Arena, as well as explore some hidden gems along the way.
How to find the best Streamwood package deals?
Use Expedia's filter tool to help you find some terrific Streamwood package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Streamwood package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Streamwood vacation as a package?
You can enjoy significant savings on your Streamwood escape by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Streamwood?
Score incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Streamwood break.
How to plan a trip to Streamwood?

  1. Pick your dates: What you want to do in Streamwood and your favourite season can help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Streamwood.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Streamwood. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Streamwood 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.