Bucktown Holidays from £1,900

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Your Bucktown Holiday

Lose yourself in the magic of this trendy neighbourhood with a Bucktown holiday package. From its bars and pubs and shopping to its cafes, there's lots here for every type of holiday maker. Some top nearby attractions to check out during your trip to Bucktown include Wrigley Field, United Centre and Lincoln Park Zoo. Whatever your ideal Bucktown holiday looks like, you can make it a reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
Best Western Plus O'Hare International South Hotel

Best Western Plus O'Hare International South Hotel

2.5 out of 5
Price was £3,295, price is now £1,900 per person
£1,900
per person
16 Aug - 20 Aug
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
7.4/10 Good! (1,008 reviews)
👍

Reviewed on 6 Jul 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was £3,849, price is now £2,171 per person
£2,171
per person
16 Aug - 20 Aug
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,323 reviews)
Service was poor - over a 10-day stay, my room was not made-up when I returned on some days (after 5 PM on two days and after 8 PM on another). I had to call the front desk and request housekeeping. The front desk was not particularly friendly. The room was fine, but next time I will look to stay elsewhere in Fulton Market.

Reviewed on 6 Jul 2026

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was £3,579, price is now £2,064 per person
£2,064
per person
16 Aug - 20 Aug
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (2,139 reviews)
The Kinsey is beautiful and clean. The added amenities of f breakfast and evening happy hour are a plus!! Friendly, helpful staff make guests feel welcome. We’ll be back!!

Reviewed on 6 Jul 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £3,940, price is now £2,278 per person
£2,278
per person
17 Sept - 22 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back. The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.

Reviewed on 2 Jul 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
Price was £3,343, price is now £1,940 per person
£1,940
per person
16 Aug - 20 Aug
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
7.6/10 Good! (1,547 reviews)
The hotel was clean and met my needs.

Reviewed on 6 Jul 2026

Where to stay in Bucktown

Find the best Bucktown areas and neighborhoods for the activities you enjoy most. Learn more about Bucktown
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Top hotels in Bucktown

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 £145 per night from 27 Jul to 28 Jul
£145
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very good! (1,701 reviews)
"HIDDEN FEES WILL CHARGE DOUBLE"

Reviewed on 6 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 £175 per night from 9 Jul to 10 Jul
£175
9 Jul - 10 Jul
includes taxes & fees
9.2/10 Wonderful! (1,867 reviews)
"Vas room, AC was broken, lots of dust … Old"

Reviewed on 7 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 £145 per night from 8 Jul to 9 Jul
£145
8 Jul - 9 Jul
includes taxes & fees
8/10 Very good! (10,194 reviews)
"Bartender, Chris was very nice!"

Reviewed on 6 Jul 2026

Congress Plaza Hotel
See all 4,515 properties in Bucktown
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.
All Inclusive Holidays
All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Bucktown travel package cost?
Less than you might think — from a low £1,900, in fact! By bundling flights, hotels and car rentals into a tailor-made travel package, your Bucktown escape is just clicks away.
If I'm not able to travel, can I cancel my Bucktown travel package?
We totally get it — unexpected stuff happens. If you've booked a Bucktown travel package and need to change or cancel it, we can help. We recommend checking out our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to cancel or change your itinerary for free. If it's more than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Bucktown?
By bundling. Flights, hotels and rental cars — combine whatever you need into a Bucktown travel package to save a ton of cash. Score even more deals when you include extras such as experiences or tours to your booking. But that's not the only impressive part. You have the flexibility to tailor your holiday your way. We offer more than 550 air carriers and 1,000,000 properties around the world, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later Bucktown holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a dream getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: If you'd like to pay off your escape across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking on the "book now" button is easier with this plan. Just put down a small deposit on your escape and then start packing your suitcase.

Where should I stay in Bucktown?
Make sightseeing easy by staying near Bucktown's biggest attractions. Millennium Park and Wrigley Field are two of the best in this neighbourhood.
What are the top hotels in Bucktown?
Get your trip off to an excellent start by reserving a room at Hyatt Regency Chicago. It's one of most sought-after hotels in Bucktown. Another comfortable option is The Godfrey Hotel Chicago.
How far in advance should I book my Bucktown holiday?
It's tricky picking the perfect time for airfares, but we normally say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you're booking at the last minute, fear not. Discounted prices occasionally appear just weeks before departure dates.
What does an Expedia Bucktown travel package include?
You can select from any combination of rental cars, flights and hotels. Once you've made your booking, you can also add on activities and tours. Want to pick your fare class? That's also possible. The choice is all yours when it comes to planning your dream Bucktown getaway.
What should I know before booking a Bucktown travel package?
So many places to wander around, so many things to see and do. With a package, you'll be able to tick more of them off your list. Combine your hotels, rental cars and flights and land big savings.
Can I choose my airline with a Bucktown Expedia travel package?
With a travel package, you're always in charge. Whether you're looking to fly to Bucktown in coach or first class, simply select from the available airline options. Expedia has access to more than 550 airline partners across the world.

Stay near popular Bucktown attractions

Riverfront Plaza

After visiting Riverfront Plaza, make a plan to see the other sights and activities in Chicago. Discover the festivals and churches in this walkable area.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£19
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£31
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.