Streamwood Vacations from $287

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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.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $504, price is now $287 per person
$287
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Perfect location, comfortable and clean room

Reviewed on Jan 5, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $599, price is now $331 per person
$331
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Great breakfast, Clean room, enjoyed the stay

Reviewed on Jan 9, 2026

La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $628, price is now $354 per person
$354
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
The room was spotless and the staff was good. Loved the hotel. Was just an overnight stay. Wish we had stayed another day. Loved the area.

Reviewed on Nov 30, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $610, price is now $355 per person
$355
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Had a great dinner at Fora before a very short walk to the new years eve event we were headed to and then came back for a great night's sleep in a very comfortable room! All the staff we interacted with were great!

Reviewed on Jan 1, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $788, price is now $481 per person
$481
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again!

Reviewed on Jan 3, 2026

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Discover the most popular places to visit in Streamwood

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
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
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
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago Bulls Basketball Game at United Center

Chicago Bulls Basketball Game at United Center

$83
per adult
80% of travellers recommend
Chicago Bulls Basketball Game at United Center
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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 Feb 6 to Feb 7
$230 total
Feb 6 - Feb 7
Total with taxes and fees
8.2/10 Very Good! (2,199 reviews)
Our check in between flights was so friendly , efficient and competent . Ella is great . This easiest to access the property form terminal 2 .

Reviewed on Jan 5, 2026

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
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $135 total per night from Feb 1 to Feb 2
$135 total
Feb 1 - Feb 2
Total with taxes and fees
8.8/10 Excellent! (2,307 reviews)
Comfortable and elegant, the only thing missing was a free breakfast

Reviewed on Jan 6, 2026

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
Fully refundable
$105 nightly
The price is $120 total per night from Jan 12 to Jan 13
$120 total
Jan 12 - Jan 13
Total with taxes and fees
8.6/10 Excellent! (2,685 reviews)
Overall the room was fine but there were insufficient blankets on the bed! Upped the room temp to 72 (and I'm used to 68 at home) and still used a bath towel as an added blanket!

Reviewed on Dec 31, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
See all 1,147 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 $287 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.