Streamwood Vacations from $164

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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.

The Latest Streamwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $309, price is now $164 per person
$164
per person
Jan 24 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.8/10 Exceptional! (1,130 reviews)
Clean and great service.

Reviewed on Nov 21, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,110, price is now $456 per person
$456
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
17.6/10 Exceptional! (1,075 reviews)
Just slept there overnight.

Reviewed on Nov 23, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $476, price is now $257 per person
$257
per person
Jan 24 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.4/10 Exceptional! (1,264 reviews)
Clean, quiet and comfortable room, courteous staff. We received a $25k food credit through Expedia and got exceptional pastries and coffee at the adjacent cafe.

Reviewed on Nov 22, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $535, price is now $308 per person
$308
per person
Jan 24 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.8/10 Exceptional! (1,773 reviews)
Great stay. Excellent location.

Reviewed on Nov 23, 2025

Sand Hill On The Lake

Sand Hill On The Lake

2 out of 5
Save 100% on your flight
Price was $658, price is now $380 per person
$380
per person
Dec 31 - Jan 3
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
17.2/10 Exceptional! (83 reviews)
The view on the lake is beautiful and the fireplace made it so cozy during our fall visitl

Reviewed on Nov 10, 2025

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Discover the most popular places to visit in Streamwood

Wrigley Field featuring cbd, a sporting event and a city

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 showing night scenes, a city and signage

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 featuring a sunset and rides

Navy Pier

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

Navy Pier

What to do in Streamwood

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

$44
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

$45
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Streamwood

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
$196 nightly
The price is $230 total per night from Dec 19 to Dec 20
$230 total
Dec 19 - Dec 20
Total with taxes and fees
8.2/10 Very Good! (2,174 reviews)
Room was great. Very disappointed with the management. I was told the bill would be refunded fora mixup on the date. The front desk girl on Sunday night went into the office to consult the mgr. she came back and stated the Mgr will be reimbursing Hotels.com forth night of the15th. Hotels.com informed ...

Reviewed on Nov 22, 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$118 nightly
The price is $135 total per night from Dec 10 to Dec 11
$135 total
Dec 10 - Dec 11
Total with taxes and fees
8.6/10 Excellent! (2,128 reviews)
Friendly staff. Quick check-in

Reviewed on Nov 17, 2025

Hyatt Regency O'Hare Chicago
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
$111 nightly
The price is $127 total per night from Nov 26 to Nov 27
$127 total
Nov 26 - Nov 27
Total with taxes and fees
8.6/10 Excellent! (2,631 reviews)
The hotel was great—perfect location, very quiet rooms, and everything was clean. The beds were comfortable, and the room was spacious. The only thing missing was a microwave, which would have been nice to have.

Reviewed on Nov 18, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
See all 1,112 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.

Find the Best Streamwood Vacation Packages

Streamwood Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
40,600
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Rainbow Falls Waterpark, Lynfred Winery and Pirates Cove Childrens Theme Park

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Frequently asked questions

How much does a Streamwood vacation package cost?
You can pick up a vacation package to this popular destination from $164 on Expedia. But how much your vacation to Streamwood costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Streamwood?
If you're hoping to snag a cheap Streamwood vacation package, consider visiting in December, January and February. You'll usually find better rates on hotels and airfares during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Streamwood?
Generally, a handful of days is enough to explore the main sights during your Streamwood vacation. However, if you'd like to have some time to kick back or take day trips, think about extending your trip.
How to find the best Streamwood package deals?
Start your search for a Streamwood package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Streamwood package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Streamwood adventure underway.
Is it cheaper to book a Streamwood vacation as a package?
You can enjoy significant savings on your Streamwood retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Streamwood?
If you have your Streamwood vacation dates locked in, book early to bag some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Streamwood vacation packages?
Set off on your ideal getaway to Streamwood with our Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snap up cheap deals before they disappear.

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