Union Pier Vacation Packages 2026 from $372

Union Pier flight + hotel vacation packages

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

Delta Hotels by Marriott Chicago Willowbrook

$372

per person

Feb 19 - Feb 24

found 6 hours ago

Roundtrip flight included

San Juan (SJU) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a grocery/convenience store, and a computer station are also offered.

Park Hyatt Chicago

Downtown Chicago

$1,058

per person

Feb 19 - Feb 24

found 6 hours ago

Roundtrip flight included

San Juan (SJU) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Save 100% on your flight

$602

per person

Mar 12 - Mar 17

found 13 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Chicago (ORD)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Save 100% on your flight

$582

per person

Mar 12 - Mar 17

found 13 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a snack bar/deli are also offered.

Fairmont Chicago at Millennium Park Gold Experience

Downtown Chicago

$890

per person

Feb 19 - Feb 24

found 6 hours ago

Roundtrip flight included

San Juan (SJU) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A coffee shop, express check-out, and dry cleaning are also on offer.

Top Union Pier hotels deals

Lakefront! Secluded, HotTub, Fire Pit, Private Dock&boats 90 Min from Chicago

Union Pier MI

Get rates

A water park and a hot tub are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, and babysitting is an added bonus. There's a gym on site, and limo/town car service and a garden are also provided.

Hot Tub

Kitchen

Goldberry Woods

9902 Community Hall Rd Union Pier MI

$219 nightly

$233 total

Dec 30 - Dec 31

Total with taxes and fees

This bed & breakfast features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.

Pool

Hot Tub

Lakefront Luxury, Private Beach & Pool, Tennis

Union Pier MI

Get rates

Enjoy free WiFi, private pools, and a beach locale. Popular attractions Four Winds Casino New Buffalo and Union Pier Beach are located nearby.

Pool

Hot Tub

Luxury home w Assoc pool, private hot tub. Walk to lake, restaurants,brewery

Union Pier MI

Get rates

This vacation home features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.

Pool

Hot Tub

Union Pier Cottage Close To Everything!

Union Pier MI

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This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

Schoolhouse now 5K Sq ft Lux BNB: Gym, Sauna, HotTub, GameRoom, Billiards, pets

Union Pier MI

$936 nightly

$952 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

This vacation home features an outdoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. A hot tub, a sauna, and laundry facilities are also on offer.

Pool

Hot Tub

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See all available properties in Union Pier

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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.

Popular places to visit

St. Julian Winery - Union Pier Tasting Room

You can enjoy a tasting or tour at St. Julian Winery - Union Pier Tasting Room during your travels to Union Pier. Stroll along this family-friendly area's beaches, or simply enjoy its wineries.

Round Barn Union Pier Tasting Room

Enjoy an outing to Round Barn Union Pier Tasting Room during your stay in Union Pier. Stroll along the beautiful beaches or visit the casinos in this romantic area.

Gordon Beach

Why not spend a lazy afternoon at Gordon Beach during your trip to Union Pier? Wander the beaches and lakeside in this family-friendly area.

Frequently asked questions

How much are vacation packages to Union Pier?

With a Travelocity vacation package, you can be living it up in Union Pier from just $372. Activities, flights and hotels — we have everything you need. You'll save a bunch just by combining your bookings together. With everything taken care of before you even go, you can sit back, relax and not worry about a thing.

How long should my Union Pier vacation be?

There's no rule for how long your vacation in Union Pier should be, but many people choose to stay for around 2 nights. Got some leeway with your departure date? Consider extending your trip by a few extra nights. That way, you'll have loads of time to check out some lesser-known areas as well.

Where can I get the best vacation package deals for Union Pier?

For an excellent package deal to Union Pier, you can't go past Travelocity. Take your pick from as many as 400 partner airlines and 1,000,000 worldwide properties to create your ultimate escape — it's as easy as that.

Why should I book my Union Pier vacation package via Travelocity?

With our Price Match Guarantee, we'll match any lower price you're able to find. Add to that our 24/7 support and first-rate service and your dream vacation is well within reach.

Can I save money on my Union Pier car rental if I book it with a hotel or flight?

You most certainly can — bundle your flight, car and hotel into a Union Pier vacation package and you can save tons. With so much to see and do in Union Pier, that rental vehicle will make exploring easy. Once you're in the driver's seat, turn up the tunes and head toward Wrigley Field, an unmissable attraction around 50 mi from Union Pier.

Which airport is best for Union Pier?

Midway Intl. Airport (MDW) is the starting point of your Union Pier getaway. Sitting 55 mi west of Union Pier, it welcomes travelers from all over every day. Your other option is South Bend Intl. Airport (SBN), 20 mi away from central Union Pier.

What is there to do in Union Pier?

Union Pier has more than its fair share of sights to explore, including St. Julian Winery - Union Pier Tasting Room and Round Barn Union Pier Tasting Room. These renowned attractions top most travelers' must-see lists.

Where should I stay when visiting Union Pier?

Many visitors opt to check in to the Garden Grove Bed And Breakfast. It's the perfect base for your Union Pier getaway.