Streamwood Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
CA $861
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,899 reviews)
I loved Chicago but our sink did not drain, the air conditioning made a horrendous noise all night every time it came on and off and to make matters worse, we were close to the elevators which were also extremely noisy. Basically no sleep.
Reviewed on Aug 14, 2026
Level Chicago Fulton Market
Downtown Chicago
CA $2,199
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful.
Reviewed on Aug 12, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
CA $2,192
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
Enjoyed the somewhat quiet location at the end of Navy Pier. Highlight was watching the fireworks out on the lake (as well as storms) from our window. Beautiful view. Did not like the mandatory Navy Pier/resort fee but that seems increasingly standard other places as well. Overall wonderful stay.
Reviewed on Aug 14, 2026
Ready to book your vacation to Streamwood?
Streamwood Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
CA $235
CA $268 total
Aug 30 - Aug 31
includes taxes & fees
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $334
CA $392 total
Sep 12 - Sep 13
includes taxes & fees
8.4/10 Very good! (2,400 reviews)
"Clean room。nearly airport."
Reviewed on Aug 14, 2026
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
Fully refundable
CA $223
CA $255 total
Aug 24 - Aug 25
includes taxes & fees
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.
What to do in Streamwood
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does a Streamwood vacation package cost?
You can pick up a vacation package to this destination from CA $861 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?
- Pick your dates: What you want to do in Streamwood and your favourite season can help you decide when to travel.
- 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.
- 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.
- 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.
