Bucktown Holidays

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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.
  • Terrace/patio
    Jul 23 - Jul 26

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,505 reviews)
    "I’m not sure if the hotel had a lack of staff but I called for towels and never received any, the next day they brought towels shortly after I called again."
    Reviewed May 21, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £1,470
    £1,158
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Terrace/patio
    Aug 4 - Aug 9

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,876 reviews)
    "Excellent"
    Reviewed May 21, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    £2,187
    £1,596
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago
  • Seasonal outdoor pool, pool loungers
    Jul 30 - Aug 4

    Viceroy Chicago + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (1,229 reviews)
    "Nice hotel in a great location. "
    Reviewed May 15, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • Direct
    £2,383
    £1,804
    per traveller
    found 9 hours ago
    Viceroy Chicago
  • Front of property
    Aug 4 - Aug 9

    Waldorf Astoria Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.4/10 - Exceptional (1,001 reviews)
    "Wonderful Hotel will definitely be looking forward to going back."
    Reviewed April 25, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    £2,674
    £2,078
    per traveller
    found 1 day ago
    Waldorf Astoria Chicago
  • Meeting facility
    Jul 30 - Aug 4

    Thompson Chicago, by Hyatt + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.2/10 - Wonderful (1,366 reviews)
    "Great location"
    Reviewed May 19, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • Direct
    £2,054
    £1,617
    per traveller
    found 9 hours ago
    Thompson Chicago, by Hyatt

Where to stay in Bucktown

Find the best Bucktown areas and neighborhoods for the activities you enjoy most. Learn more about Bucktown
Downtown Chicago

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

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 £118 per night from 25 May to 26 May
£118
25 May - 26 May
includes taxes & fees
8/10 Very Good! (10,130 reviews)
"As one of my first solo trips, I was glad to feel very safe and comfortable during my stay. I had requested and paid extra for a lake front room. On the fourth floor I could barely see the lake, but did face the park. Good news and bad news because the street noise was very loud at times. I ate in ..."

Reviewed on 22 May 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 £162 per night from 27 May to 28 May
£162
27 May - 28 May
includes taxes & fees
9.4/10 Exceptional! (4,210 reviews)
"The hotel was marvelous. The breakfasts were amazing. Anything you could think of was there. The rooftop bar is definitely worth visiting."

Reviewed on 22 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £107 per night from 25 May to 26 May
£107
25 May - 26 May
includes taxes & fees
7.8/10 Good! (1,455 reviews)
"the rooftop was great, room was clean, overall good for the price"

Reviewed on 22 May 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,783 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Bucktown travel package cost?
Less than you might think — from a low , 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.

Popular places to visit

Wrigley Field

Wrigley Field

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

Wrigley Field
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
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

You can find the perfect gifts to bring home 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

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

£16
per child
98% of travellers recommend
Flyover in Chicago
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.