Rush Street Vacation Packages

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Top Rush Street Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,717, price is now CA $1,289 per person
CA $1,289
per person
Jun 18 - Jun 21
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
Beautiful room. Property upgraded to 2-bedroom. Facilities are great with huge gym. Great stay in Chicago.

Reviewed on Mar 14, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $2,293, price is now CA $1,451 per person
CA $1,451
per person
Jun 4 - Jun 8
found 5 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
A beautiful hotel in the heart of downtown Chicago built in 2024. I have stayed at Riu Resorts outside the US and the Riu Plaza brought the same experience I received from the resorts. Amazing complimentary continental breakfast buffet, beautiful lobby, secured floor elevators, and clean workout room were terrific amenities. The room was spacious, with true blackout curtains, and a state of the art bathroom with separate toilet area. I would recommend a higher floor (we were on 26) to enjoy the nightly city view and lessen the busy city life noise. The 27th floor veranda was closed until April and we could have utilized a microwave in the room (the desk said they do not have any for use at this facility). Overall a great experience and would recommend to everyone.

Reviewed on Mar 23, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,347, price is now CA $1,510 per person
CA $1,510
per person
Jun 4 - Jun 8
found 5 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
We only stayed for 1 night but the room was exceptionally clean, smelled fresh, and we had an amazing view! Would highly recommend

Reviewed on Mar 22, 2026

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was CA $1,970, price is now CA $1,474 per person
CA $1,474
per person
Jun 4 - Jun 8
found 5 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,021 reviews)
I would have rated all 5 star but the restaurant Atwood was closed and we weren’t notified in time to change plans! The staff and (Mr.Brown ) were extremely accommodating! It was my bday and they decorated our room with all sorts of goodies including a hand made stuffed wash cloth doggie! Our housekeeper was amazing too! The room decor is such fun and extremely clean! The only drawback is the rooms are very small and some not configured well! All and all it’s a wonderful place to experience!!!!🍍

Reviewed on Mar 18, 2026

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Rush Street Hotel Deals

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 CA $143 per night from Apr 1 to Apr 2
CA $143
CA $168 total
Apr 1 - Apr 2
includes taxes & fees
8/10 Very Good! (9,999 reviews)
Stayed here because it was very convenient. Right across the street from the auditorium theater. St. Patrick’s Day parade, the next day, not far from the hotel. Very walkable. Terrific room with a great view, only downside it was chilly in the room, would love to have had more heat.

Reviewed on Mar 23, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Apr 6 to Apr 7
CA $181
CA $251 total
Apr 6 - Apr 7
includes taxes & fees
9.4/10 Exceptional! (3,603 reviews)
A beautiful hotel in the heart of downtown Chicago built in 2024. I have stayed at Riu Resorts outside the US and the Riu Plaza brought the same experience I received from the resorts. Amazing complimentary continental breakfast buffet, beautiful lobby, secured floor elevators, and clean workout ...

Reviewed on Mar 23, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Apr 5 to Apr 6
CA $179
CA $210 total
Apr 5 - Apr 6
includes taxes & fees
8.6/10 Excellent! (5,774 reviews)
The staff was super helpful and friendly. The room was clean and the bed was super comfortable! Perfect place to walk to lots of things.

Reviewed on Mar 22, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,603 properties in Rush Street
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.
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Discover the most popular places to visit in Rush Street

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(19 reviews)

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
Chicago Skyline at North Beach

Naval Base Great Lakes

4.5/5(3 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes

What to do in Rush Street

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $36
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Rush Street

Frequently asked questions

Can I cancel my flight booking to Rush Street due to COVID-19?
Our convenient Customer Service Portal is your one-stop shop for most travel questions, including about flight changes and cancellations due to COVID-19. For greater peace of mind, look over the terms and conditions of your airfare before booking your next flight.
What's the best way to find cheap flights to Rush Street that have flexible change policies?
When it comes to traveling these days, flexibility is important. That's why we've added a "No change fee" filter to help you locate flexible, low-priced fares to Rush Street. It's near the top left of your screen directly under the "Flexible change policies" heading.
What are some of the general tips for travelers to Rush Street during the COVID-19 outbreak?
COVID-19 has transformed how the world works in countless ways, including how we're able to travel safely. These tips will help you navigate the new challenges and get you ready for your trip to Rush Street:
  • Investigate what, if any, restrictions or rules apply to both your origin and destination. You may not be able to travel depending on local circumstances, so make sure you check before you lock in your flight.
  • When you pass through airport checkpoints, keep your face mask on. You will be asked to lower it briefly to verify your identity. Passengers who refuse to wear a mask may face civil penalties and may also be denied boarding.
  • You're no longer required to hand your boarding pass (paper or electronic) directly to a TSA employee. Instead, you should position the pass on the reader and then hold it up for the agent to visually inspect it.
  • One container of liquid hand sanitizer is now permitted in your carry-on baggage. It must be no bigger than 12 oz (350 ml), and you'll have to take it out of your bag at the X-ray machine for scanning.
  • To minimize handling during the screening process, put items such as your belt, phone and wallet into your carry-on rather than into the bins.
  • Separate any food you're carrying for X-ray scanning. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA agent to handle and inspect your belongings.

Which airlines fly to Rush Street?
American Airlines is a well-known air carrier servicing Rush Street. Search for a ticket to O'Hare Intl. Airport (ORD) and you'll have 13307 American Airlines flights every month to pick from.
How can I find cheap tickets to Rush Street?
You'll always score an awesome deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred flight date, then check the flexible dates box above to compare prices for nearby days. was the lowest price for a flight to Rush Street in the last seven days.
How much is a flight to Rush Street?
The cost of a round-trip airfare to Rush Street in the last seven days ranged between and . If you were journeying one way out of (), you could have landed a fare from just .
What are the most popular airports to fly into in Rush Street?
The principal gateway to Rush Street, around 33491 flights cruise into O'Hare Intl. Airport (ORD) each month. Track down an unbeatable deal, book your ticket and get set to explore this fantastic region.
When is the cheapest time to fly to Rush Street?
Consider leaving early on in the week to land a bargain airfare to Rush Street. Tuesday is normally the most economical day to fly, followed by Monday. Saturday typically has the highest ticket prices. This is because a lot of travelers prefer to begin their vacation on a weekend.
How much is a plane ticket to Rush Street?
Ticket prices to Rush Street varied from to in the last seven days. Normally, the sooner you book the better the deal.
Which airlines with flights to Rush Street employ COVID-19 cleanliness policies?
As people take to the skies once again, most reputable airlines have introduced physical distancing and other preventive measures to help slow the spread of COVID-19. Here are some of them:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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.