Wicker Park Vacations from NT$24,884

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The Latest Wicker Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Freehand Chicago

Freehand Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$36,489, price is now NT$24,884 per person
NT$24,884
per person
Sep 2 - Sep 6
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
7.8/10 Good! (3,204 reviews)
description and pictures do not match the reality of this facility. I drove around the block 2 times trying to find this location before finding it, they did not have their signage on. Then I drove around another 2 times ( 4 times after 10pm at night) trying to find parking. Finally parked blocks away to check in. Got to the room and was disappointed of the condition, It was dirty and I didn't feel safe or secure so I went down and canceled my stay. The staff was understanding and said they would issue me a full refund. I still haven't received my refund, only half...

Reviewed on 2026/7/31

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$49,648, price is now NT$29,673 per person
NT$29,673
per person
Sep 9 - Sep 13
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$42,185, price is now NT$26,174 per person
NT$26,174
per person
Sep 9 - Sep 13
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,038 reviews)
This was the best hotel I’ve stayed in in my life. I came here for the first time to Chicago and me and my girl. Upon arrival they gave us a complementary room upgrade. Where are they doing that at so as you can see, I am very happy with our stay so I will recommend this hotel to anybody and I think we might even come back here again. You know any they have good amenities

Reviewed on 2026/7/30

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$41,585, price is now NT$26,217 per person
NT$26,217
per person
Sep 2 - Sep 6
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.2/10 Very Good! (2,858 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$47,847, price is now NT$31,430 per person
NT$31,430
per person
Sep 2 - Sep 6
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (540 reviews)
Comes with all the comforts of Home.

Reviewed on 2026/7/29

Where to stay in Wicker Park

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

Downtown Chicago

4 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

Wicker Park 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 NT$5,088 per night from Aug 31 to Sep 1
NT$5,088
NT$6,049 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (10,172 reviews)
"It was wonderful location, got to see the fire works at Navy pier. Hotel was clean and the breakfast was delicious"

Reviewed on 2026/8/1

Congress Plaza Hotel
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 NT$5,182 per night from Aug 11 to Aug 12
NT$5,182
NT$6,161 total
Aug 11 - Aug 12
includes taxes & fees
8/10 Very Good! (1,882 reviews)
"L'hôtel est bien situé pas trop loin du métro et du bus. Avec le programme VIP, on reçoit des bons sympas pour le petit déjeuner et le bar. Attention le petit déjeuner est cher s'il n'est pas inclus dans la chambre. Points positifs: ambiance lounge sympa, bien situé, quartier propre et calme Points ..."

Reviewed on 2026/8/1

The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is NT$5,460 per night from Aug 30 to Aug 31
NT$5,460
NT$6,223 total
Aug 30 - Aug 31
includes taxes & fees
Hyatt Regency O'Hare Chicago
See all 4,561 properties in Wicker Park
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.

Frequently asked questions

How much does a Wicker Park vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Wicker Park from just NT$24,884. And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Wicker Park?
By bundling. Hotels, flights and rental cars — combine whatever you need into a Wicker Park vacation package to save a pile of cash. Score even bigger bargains when you include extras such as experiences or tours to your booking. But that's not the only good part. You have the freedom to tailor your trip your own way. We offer over 550 airlines and 1,000,000 properties across the globe, so that everyone has a chance to travel and live out those vacation dreams.
Where should I stay in Wicker Park?
Make sightseeing easier by staying near Wicker Park's biggest attractions. University of Illinois Chicago and United Center are two of the best in the area.
What are the top hotels in Wicker Park?
If it's your very first time in Wicker Park, lock in a room at Wicker Park Inn or The Robey, Chicago, a Member of Design Hotels. Both hotels offer comfortable beds and are favorites with many travelers.
How far in advance should I book my Wicker Park vacation?
Your safest bet is to book early. Airlines typically release flights up to a year prior to departure, and this is a fantastic opportunity to score some rock-bottom prices. Boss just told you to use up your vacation time next week? That's fine too — Expedia are never short on fantastic bargains to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Wicker Park travel package include?
Rental cars, flights and hotels, or any combination of them — it's your pick! Whether you're exploring Wicker Park with the entire family or traveling solo, there's a package to suit every style and budget. Once you've made your booking, why not add on a few tours as well?
What should I know before booking a Wicker Park travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and pick up exciting discounts. Hotels aren't your only option, however. Book with us and take your pick of beachside condos, chalets in the middle of mountains and even ranches and treehouses!
Can I choose my airline with a Wicker Park Expedia vacation package?
Yes, so take your pick! Expedia has access to more than 550 airlines around the world, so you can tailor your Wicker Park adventure according to your needs and budget.
If I'm not able to travel, can I cancel my Wicker Park vacation package?
If your vacation plans in Wicker Park have been upended, it's good to know that you can cancel or amend your booking. If you made your booking less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose a cancellation fee. For more details, visit our Customer Service Portal.

Stay near popular Wicker Park attractions

The Den Theatre

After visiting The Den Theatre, make a plan to see the other sights and activities in Chicago. Experience the live music and theater scene in this vibrant area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.