Summit 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 Summit Vacation
Book a customized Summit vacation package that has only the things you need and nothing you don't. Great for cafes, shopping and history, think about basing yourself in the neighborhood of Magnificent Mile. If your trip to Summit includes some sightseeing, hit up famous attractions like Brookfield Zoo, SeatGeek Stadium and Chicago Ridge Shopping Mall. Don't put off exploring this city any longer. The perfect Summit vacation is a few quick clicks away with Expedia.
Top Summit Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
CA $1,290
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Room was very clean and spacious. Staff was very helpful when we had issues with wifi (which were resolved very fast) and issues with flight cancellations impacting our arrival. Great breakfast buffet, lots of options and convenient. Rooftop bar was beautiful! The location was perfect for walking around the city and for getting to the red line. Would definitely recommend!!
Reviewed on Aug 19, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
CA $2,207
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
Loved the location. Was able to park in the parking ramp, leave the car, and walk to many, many places! Room was clean, view was excellent, and choices of food/snacks was endless!
Reviewed on Aug 18, 2026
Ready to book your vacation to Summit?
Summit Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $169
CA $200 total
Sep 7 - Sep 8
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $198
CA $236 total
Aug 24 - Aug 25
includes taxes & fees
8/10 Very good! (2,039 reviews)
"I had a great stay at the ambassador. Staff was great and welcoming."
Reviewed on Aug 19, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $332
CA $390 total
Sep 12 - Sep 13
includes taxes & fees
8.4/10 Very good! (2,423 reviews)
"Easy access to early am flight!"
Reviewed on Aug 19, 2026
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.
Stay near popular Summit attractions
SeatGeek Stadium
8.4/10 (126 reviews)
Catch an event at SeatGeek Stadium during your trip to Summit. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
What to do in Summit
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 Summit vacation package cost?
Offering great value package deals from CA $1,169 on Expedia, you'll be thrilled with how little a vacation to Summit costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Summit?
January, February and March are the best times to look for cheap Summit vacation packages. Opting to travel in less busy periods means you can generally find reduced prices on accommodations and flights.
How many days is enough for Summit?
With about 2 days, you'll have plenty of time to visit popular neighbourhoods like Archer Heights and Clearing during your Summit vacation. Make sure to also add Burr Ridge Village Centre and Galloping Ghost to your sightseeing itinerary. Looking for more adventures? Consider exploring outside of Summit on day trips and tours.
How to find the best Summit package deals?
Bagging a cheap Summit package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most economical Summit package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Summit vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights individually. Better still, you can customize your Summit trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Summit?
If you have your Summit vacation dates confirmed, book as soon as you can to snap up some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Summit?
- Pick your travel dates: The things you want to do in Summit and your preferred season will help you decide when to travel.
- Plan your budget wisely: On top of the cost of your hotel, you should consider other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Summit.
- Determine how many days away: Start by listing all the activities and sights you want to experience in Summit. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Summit vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
