Homewood Suites by Hilton Chicago Downtown South Loop
3 out of 5
Downtown Chicago
Save 100% on your flightPrice was $1,881, price is now $1,320 per person
$1,881
$1,320
per person
Jul 18 - Jul 29
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
8.4/10 Very Good! (1,632 reviews)
The building is beautifully kept nice and clean. Really enjoyed our stay.
Reviewed on Jun 3, 2023
Best Western Grant Park Hotel
2.5 out of 5
Downtown Chicago
Save 100% on your flightPrice was $1,644, price is now $1,159 per person
$1,644
$1,159
per person
Jul 18 - Jul 29
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
7.4/10 Good! (2,527 reviews)
This was the first time I stayed here and would consider staying here again. Convenient to the park and the Art Institute; it had a refrigerator in the unit and a coffee maker; staff were wonderful; bed comfy. I only complaint is you cannot open a window.
Reviewed on Jun 3, 2023
Level Chicago – Old Town
4 out of 5
Downtown Chicago
Save 100% on your flightPrice was $2,852, price is now $2,050 per person
$2,852
$2,050
per person
Jul 18 - Jul 29
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
8.6/10 Excellent! (124 reviews)
Clean and great view and I like the amenities as far as the pool, jacuzzi, game room, computer room, workout room and chill room , the grill outside, the updated kitchen all was a plus.
Reviewed on Jun 7, 2023
Courtyard by Marriott Edina Bloomington
3 out of 5
Price was $534, price is now $386 per person
$534
$386
per person
Aug 2 - Aug 6
Roundtrip flight included
Dallas (DFW) to Minneapolis (MSP)
8.6/10 Excellent! (264 reviews)
Great place ! Will return
Reviewed on Apr 26, 2023
The Peninsula Chicago
5 out of 5
Downtown Chicago
Save 100% on your flightPrice was $5,051, price is now $3,728 per person
$5,051
$3,728
per person
Jul 18 - Jul 29
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
I was impressed with how clean the facility was. The staff was wonderful.
Reviewed on May 30, 2023
Where to stay in Wisconsin
Find the best Wisconsin areas and neighborhoods for the activities you enjoy most. Learn more about Wisconsin
Downtown Milwaukee
Visitors to Downtown Milwaukee rave about its fantastic nightlife, stunning river views, and acclaimed art galleries. You might also want to make some time to see American Family Field or Lake Michigan while you're exploring the neighborhood.
The ample dining options and fantastic lake views are top of the list for many visitors to Downtown Madison. A stop by Orpheum Theater or Overture Center for the Arts might round out your trip.
Experience Milwaukee’s hot spot for art and fashion when you check out the dynamic boutiques, restaurants, theaters and galleries that fill this exciting district.
"From airport pick up, check in to the room service and friendliness of the cleaning crew to the front desk staff, everything was absolutely wonderful"
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.
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Wisconsin from just $386. And the more you bundle, the more money you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my Wisconsin vacation package?
Whether it’s your hotel or flight, you can cancel or amend it. Locked in your Wisconsin vacation package in the last 24 hours? You may be able to make changes or cancellations for free. If it’s been longer than that, you may incur a charge from your hotel, airline or car rental company. For more information, look up our Customer Service Portal. We’ll help you each step of the way.
How do I get a cheap travel package to Wisconsin?
It’s easy. Just bundle everything together. Flights, rental cars and hotels — combine whatever you need into a Wisconsin vacation package to save loads of cash. Score even more discounts when you add extras such as sightseeing tours to your booking. But that’s not the only impressive part. You have the freedom to customize your trip your way. We offer over 550 airlines and 1,000,000 hotel options across the world, so that everyone has an opportunity to travel and fulfill those vacation dreams.
Where should I stay in Wisconsin?
There’s an abundance of terrific places to visit in Wisconsin, including Milwaukee. This destination boasts popular attractions such as Milwaukee Art Museum and American Family Field. You can also make a beeline for Madison, where you’ll discover University of Wisconsin-Madison and Camp Randall Stadium. If you have the time, explore both vibrant cities!
How far in advance should I book my Wisconsin vacation?
It’s difficult to pick the perfect time for airfares, but we generally say the earlier, the better. Most international journeys on Expedia become available to compare up to a year in advance. If you’re booking at the last minute, don’t despair. Bargain prices occasionally appear just weeks before departure dates.
What does an Expedia Wisconsin travel package include?
From hotels and flights to rental cars, Expedia can help you create a Wisconsin package that fits you. Vacationing for a week or longer? Check out a flight, rental car and hotel bundle. If you’re taking a quick break, an airfare and hotel deal may suit you better. Tours and activities can be added after you’ve booked. Our vacation packages make it a cinch to plan and save.
What should I know before booking a Wisconsin travel package?
Get set to save with an Expedia travel package. Combine your airfares, rental cars and hotels and unlock fantastic discounts. Hotels aren’t your only option, however. Book with us and choose from island resorts, city apartments and even glamping tents!
Can I choose my airline with a Wisconsin Expedia vacation package?
The choice is all yours! Expedia has access to more than 550 airlines throughout the world, so you can tailor your Wisconsin getaway according to your needs and budget.
Does Expedia offer Book Now, Pay Later Wisconsin vacation packages?
If you’re longing for some time away but can’t afford to pay for everything at once, Expedia can assist with an easy payment plan. Thanks to our partnership with online lender Affirm, you can Book Now, Pay Later and start planning your dream getaway today.
Popular places to visit
Lambeau Field
5/5(802 reviews)
Catch an event at Lambeau Field during your trip to Green Bay. Amble around this family-friendly area's riverfront or attend a sporting event.
Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.
