Summit Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Summit

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$221 per night from 27 Jul to 28 Jul
S$221
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very good! (1,715 reviews)
"Nice place to stay"

Reviewed on 8 Jul, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$398 per night from 26 Jul to 27 Jul
S$398
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (1,879 reviews)
"Awesome hotel"

Reviewed on 8 Jul, 2026

Omni Chicago Hotel
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$285 per night from 6 Aug to 7 Aug
S$285
6 Aug - 7 Aug
includes taxes & fees
8/10 Very good! (10,205 reviews)
"everything good"

Reviewed on 8 Jul, 2026

Congress Plaza Hotel
See all 4,794 properties in Summit
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)
SeatGeek Stadium hosts thrilling Chicago Fire FC football matches in an open-air venue with excellent sightlines. Arrive early to explore diverse food options and soak in the electric match-day atmosphere.
See properties

What to do in Summit

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$35
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$52
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$32
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Summit

Frequently asked questions

How much does a Summit holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Summit costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Summit?
If you're hoping to book a cheap Summit holiday package, consider visiting in January, February and March. You're likely to find better prices on airfares and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Summit?
With a well-organised schedule, you can easily tick off the top Summit attractions in a handful of days. But if you prefer to venture off the beaten track or go on day tours, consider booking your Summit holiday for longer.
How to find the best Summit package deals?
Use Expedia's filters to find some terrific Summit package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Summit package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your holiday package well in advance.
Is it cheaper to book a Summit holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can customise your Summit trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Summit?
If you have your Summit holiday dates confirmed, book as early as you can to snap up some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Summit?

  1. Choose when to go: Check your schedule and get your bags packed. Your favourite season and the type of activities available will also help you decide when to escape to Summit.
  2. Set a budget: Consider expenses like flights, transportation and food when working out how much to save for your trip to Summit. Then, pick a hotel that works with your budget, whether that's a low-cost stay or a lavish getaway.
  3. Decide your trip length: Think about how much time you want to spend discovering Summit. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Summit holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.