Lunch or dinner, Old Chicago has something for everyone. And the pizza. We’re talkin’ the real Chicago style kind with made-from-scratch-dough. Thin crust or deep dish, your choice. Or if it’s pasta, a calzone, salad, burger or sandwich you crave, go for it. Every choice is a winner.

Thirsty? Choose from 110 beers from around the world. And for the serious hops-and-barley fans there’s our famous World Beer Tour. Try every last one of our tasty brews and earn prizes, privilege and the admiration of friends.

2nd annual wing challenge

25 cent wings from 5 pm til 10 pm

$2 southern comfort mixers from 10 pm til close

Daily food and drink specials

The Highland House is a blend of California, Caribbean and Mexican influences in both design and menu. It's a casual and fun atmosphere with a colorful and unique decor. Voted Milwaukee's Best Margaritas (six different flavors) and awarded 3 ½ stars out of 4 (Dennis Getto - Milwaukee Journal Sentinel, July 2001) for our great food at a great price. Signature dishes are Fajitas, Wood Roasted Chicken, Big Bowl Pastas, and great Fish Specials. From appetizers to salads, sandwiches, pasta and dinner entrees, there is something for everyone. Kids have their own menu plus a video game room.

The Highland House features one of the best outdoor dining areas in the Midwest.  Stop in and see our beautiful fireplace!  With a southwest exposure, colorful art work and unique lighting, the dining deck is the place to be day or night.

All day every day:

$1.99 Long Island Ice Tea  

$2.99 House Margaritas  

Every Day 10:00 pm ‘til Close: 

$2.50 Domestic Pints of Miller Lite & Bud Lite

Half off select Appetizers 

Monday thru Thursday All Day: 

$2.99 Bloody Mary’s & Strawberry Daiquiris 

Friday thru Sunday 10:00 pm ‘til Close:

$2.99 Bloody Mary’s & Strawberry Daiquiris,

$2.00 Vodka Highballs

Applebee's is the largest casual dining chain in the world, with locations throughout the U.S. and many countries worldwide. We take pride in having a friendly, welcoming, neighborhood environment for both our staff and guests that makes everyone enjoy their Applebee's experience.

Founded nearly three decades ago on the principles of exceptional value and family fun, Applebee's Services, Inc., operates what is today the largest casual-dining chain in the world. This prominent eatery draws people of all ages and lifestyles with its fun, family-friendly atmosphere and signature bar and grill menu.

Applebee's continues to grow and prosper, and further differentiates itself with innovative attractions, like the popular Carside to Go service available at many of its restaurants, and its successful Weight Watchers agreement, enabling it to cater to those preferring less-caloric alternatives. And the company continually works to add greater value and broaden its appeal, as evidenced by the "It's a Whole New Neighborhood" campaign, which launched in the spring of 2008, indicative of a fresh, re-energized approach and the promise of new, enticing menu items.

Applebee's Services Inc., and its affiliates, franchise and operate restaurants under Applebee's Neighborhood Grill & Bar and are a DineEquity, Inc. (NYSE: DIN) brand. Currently, there are over 1990 Applebee's restaurants operating system-wide in 49 states, 15 international countries and one U.S. territory. The Applebee's system employs approximately 28,000 employees company-wide.

All day every day:

$1.99 Long Island Ice Tea  

$2.99 House Margaritas  

Every Day 10:00 pm ‘til Close: 

$2.50 Domestic Pints of Miller Lite & Bud Lite

Half off select Appetizers 

Monday thru Thursday All Day: 

$2.99 Bloody Mary’s & Strawberry Daiquiris 

Friday thru Sunday 10:00 pm ‘til Close:

$2.99 Bloody Mary’s & Strawberry Daiquiris,

$2.00 Vodka Highballs

Applebee's is the largest casual dining chain in the world, with locations throughout the U.S. and many countries worldwide. We take pride in having a friendly, welcoming, neighborhood environment for both our staff and guests that makes everyone enjoy their Applebee's experience.

Founded nearly three decades ago on the principles of exceptional value and family fun, Applebee's Services, Inc., operates what is today the largest casual-dining chain in the world. This prominent eatery draws people of all ages and lifestyles with its fun, family-friendly atmosphere and signature bar and grill menu.

Applebee's continues to grow and prosper, and further differentiates itself with innovative attractions, like the popular Carside to Go service available at many of its restaurants, and its successful Weight Watchers agreement, enabling it to cater to those preferring less-caloric alternatives. And the company continually works to add greater value and broaden its appeal, as evidenced by the "It's a Whole New Neighborhood" campaign, which launched in the spring of 2008, indicative of a fresh, re-energized approach and the promise of new, enticing menu items.

Applebee's Services Inc., and its affiliates, franchise and operate restaurants under Applebee's Neighborhood Grill & Bar and are a DineEquity, Inc. (NYSE: DIN) brand. Currently, there are over 1990 Applebee's restaurants operating system-wide in 49 states, 15 international countries and one U.S. territory. The Applebee's system employs approximately 28,000 employees company-wide.

All day every day:

$1.99 Long Island Ice Tea  

$2.99 House Margaritas  

Every Day 10:00 pm ‘til Close: 

$2.50 Domestic Pints of Miller Lite & Bud Lite

Half off select Appetizers 

Monday thru Thursday All Day: 

$2.99 Bloody Mary’s & Strawberry Daiquiris 

Friday thru Sunday 10:00 pm ‘til Close:

$2.99 Bloody Mary’s & Strawberry Daiquiris,

$2.00 Vodka Highballs

Applebee's is the largest casual dining chain in the world, with locations throughout the U.S. and many countries worldwide. We take pride in having a friendly, welcoming, neighborhood environment for both our staff and guests that makes everyone enjoy their Applebee's experience.

Founded nearly three decades ago on the principles of exceptional value and family fun, Applebee's Services, Inc., operates what is today the largest casual-dining chain in the world. This prominent eatery draws people of all ages and lifestyles with its fun, family-friendly atmosphere and signature bar and grill menu.

Applebee's continues to grow and prosper, and further differentiates itself with innovative attractions, like the popular Carside to Go service available at many of its restaurants, and its successful Weight Watchers agreement, enabling it to cater to those preferring less-caloric alternatives. And the company continually works to add greater value and broaden its appeal, as evidenced by the "It's a Whole New Neighborhood" campaign, which launched in the spring of 2008, indicative of a fresh, re-energized approach and the promise of new, enticing menu items.

Applebee's Services Inc., and its affiliates, franchise and operate restaurants under Applebee's Neighborhood Grill & Bar and are a DineEquity, Inc. (NYSE: DIN) brand. Currently, there are over 1990 Applebee's restaurants operating system-wide in 49 states, 15 international countries and one U.S. territory. The Applebee's system employs approximately 28,000 employees company-wide.

All day every day:

$1.99 Long Island Ice Tea  

$2.99 House Margaritas  

Every Day 10:00 pm ‘til Close: 

$2.50 Domestic Pints of Miller Lite & Bud Lite

Half off select Appetizers 

Monday thru Thursday All Day: 

$2.99 Bloody Mary’s & Strawberry Daiquiris 

Friday thru Sunday 10:00 pm ‘til Close:

$2.99 Bloody Mary’s & Strawberry Daiquiris,

$2.00 Vodka Highballs

Applebee's is the largest casual dining chain in the world, with locations throughout the U.S. and many countries worldwide. We take pride in having a friendly, welcoming, neighborhood environment for both our staff and guests that makes everyone enjoy their Applebee's experience.

Founded nearly three decades ago on the principles of exceptional value and family fun, Applebee's Services, Inc., operates what is today the largest casual-dining chain in the world. This prominent eatery draws people of all ages and lifestyles with its fun, family-friendly atmosphere and signature bar and grill menu.

Applebee's continues to grow and prosper, and further differentiates itself with innovative attractions, like the popular Carside to Go service available at many of its restaurants, and its successful Weight Watchers agreement, enabling it to cater to those preferring less-caloric alternatives. And the company continually works to add greater value and broaden its appeal, as evidenced by the "It's a Whole New Neighborhood" campaign, which launched in the spring of 2008, indicative of a fresh, re-energized approach and the promise of new, enticing menu items.

Applebee's Services Inc., and its affiliates, franchise and operate restaurants under Applebee's Neighborhood Grill & Bar and are a DineEquity, Inc. (NYSE: DIN) brand. Currently, there are over 1990 Applebee's restaurants operating system-wide in 49 states, 15 international countries and one U.S. territory. The Applebee's system employs approximately 28,000 employees company-wide.