Travel agents and deals

Disney Packages and News

cruise travel agent near me

Travel Packages & Deals

Travel Agents Near Me

ASTA Accredited Agency
American Airlines Travel Agents
Disney Authorized Travel Agents
Universal Certified Travel Agents
Sandals Certified Travel Agents
Disney EarMarked Agency
ALGV Travel Agents
WeddingWire Agency
Aulani Travel Agents
IATAN Accredited Agency
TheKnot Agency
College of Disney Knowledge Travel Agents
Travel Leaders

Chicago Packages/Deals & Travel Agents Near Me

Travel Packages All Inclusive from our Advisors

We recognize that vacations are not just an investment, but often the highlights of our lives, and we take that responsibility seriously. We want to ensure you have the best vacation experience. Interested in a job in travel? Click here to learn: How to Become a Travel Agent

Jump to a location: A B C D E F G H I J K L M N O P Q R S T U V W X Y Z

<<< Back to Illinois Travel Agents


Chicago is the largest city in the Midwest, known for its soaring skyscrapers, sandy lake beaches, public parks and museums. Located on the shores of Lake Michigan, Chicago is a world-class city offering plenty of iconic attractions, diverse neighbor...

Categories: US Cities

Chicago offers everything anyoen could look for in a vacation destination including: historic landmarks, museums, sightseeing, shopping, and accommodations for every budget. Chicago is considerably different from many other vacation spots in the U.S. It is filled with history, culture and modern sophistication at the same time. Chicago has attractions and activities for a family on vacation, someone visiting for business, or a couple searching for romance. Scenic tours, amusement and fun centers including DisneyQuest, ESPN Zone, and Six Flags Great America, are here to thrill. Museums, shopping, fine dinging, and educational attractions including: The Hancock Observatory, The Shedd Aquarium, and the Chicago Academy of Science are here to entertain.
Free Chicago Vacation Package Quote

Chicago Travel Agents

chicago-travel-agents travel agent

Tanya Widner

Tanya's Magical Planning Services, Specializing in Disney and Universal

Destination Specialties
United States
 View Profile

chicago-travel-agents travel agent

Lauren Bujanski

✨ Magic with Laur ✨

Destination Specialties
 View Profile

Latest Chicago Deals & Packages

We serve customers all over the USA! Contact us for a custom curated vacation package for your preferred dates, budget, airline & more.

11-night Cruising the Great Lakes: Chicago to Toronto Cruise/Land Package

Price: $13,790 - # of Days: 11 days

 Package Details

11-night Cruising the Great Lakes: Toronto to Chicago Cruise/Land Package

Price: $13,790 - # of Days: 11 days

 Package Details

16-night Niagara & Great Lakes Treasures Cruise

Price: $16,190 - # of Days: 16 days

 Package Details

9-night Great Lakes Treasures Cruise

Price: $8,995 - # of Days: 9 days

 Package Details


Chicago-style: The adjective seems to attach itself to everything in Chicago—from the vibrant downtown, stunning architecture and political machines to deep-dish pizza, hot dogs, the arts and blues music. Chicago residents do things with their own distinctive flair, creating innovations that resound far beyond the city's borders.

The result is a world-class city with an internationally acclaimed symphony, champion sports teams such as the Bears and Cubs, a host of renowned museums such as the Field Museum, great hotels and miles/kilometers of gorgeous beaches and lakefront paths that many use for bicycling, rollerblading and jogging. Most first-time visitors are surprised by the city's cleanliness and the profusion of plants and flowers.

It's no simple matter to make a precise definition of Chicago. The third-largest city in the U.S. is many things at once—a blue-collar town that's full of high culture and gracious living, and a town of historical importance that's in no way stuck in the past. It's a classic Midwestern city with international importance and a multitude of vibrant ethnic neighborhoods, including the largest Polish population anywhere in the world outside of Poland, and the only officially recognized Puerto Rican neighborhood in the U.S. (Humboldt Park).

Ultimately, Chicago's refusal to conform to any single style, even one that bears its name, is what truly defines this city.

Must See or Do

Sights—There are plenty of great places to watch a sunset (or sunrise) and see the magnificent skyline of the Windy City, including the Willis (Sears) Tower Skydeck or 360 Chicago; the Historic Water Tower; Millennium Park; a Chicago Bears, Blackhawks, Bulls, White Sox or Cubs game; Navy Pier; a Chicago Architecture Foundation river tour.

Museums—The Art Institute of Chicago; Museum of Contemporary Art; the Field Museum; the John G. Shedd Aquarium; Chicago History Museum; International Museum of Surgical Science; DuSable Museum of African American History.

Memorable Meals—A true Chicago-style hot dog at Superdawg Drive-In or Gold Coast Dogs; a slice of Chicago-style deep-dish pizza at Giordano's, Gino's East, Pizzeria Uno or Lou Malnati's Pizzeria; posh Michigan Avenue eateries such as Shanghai Terrace that offer seating with a well-heeled view; trendy dining at the edgy bistros along West Randolph Street.

Late Night—Improvisational sets at the Second City theater or the comedy-cult favorite iO Theater; catching the headliner at Zanies stand-up comedy club; catching a live band at the House of Blues or Metro; tapping into Chicago blues or a live jazz show at one of the city's legendary live-music clubs.

Walks—A leisurely stroll along Michigan Avenue (the "Magnificent Mile") from the river to the Drake Hotel; a walk through Grant Park to Buckingham Fountain; strolling through the spectacular grounds and across the Frank Gehry-designed bridge of Millennium Park.

Especially for Kids—The high-tech Adler Planetarium; the Museum of Science and Industry, with "please touch" signs scattered throughout; the Chicago Children's Museum, featuring a two-story rope tunnel; Lincoln Park Zoo; the Peggy Notebaert Nature Museum; American Girl Place.


To know Chicago, you first must visualize its most imposing characteristic—Lake Michigan—which runs along the city's eastern edge for 29 mi/47 km, providing free beaches, gorgeous views, running and bike trails, and year-round outdoor enjoyment. The lake so dominates the city that it alone is thought of as "east": Although you'll hear references to the South Side, West Side and North Side, the residents of the East Side would be coho salmon, whitefish and smelt.

The city is laid out in a grid system, with relatively few diagonal streets. But with no alphabetical order to those streets, it's important to learn the numbering system if you want to find your way around. The intersection of Madison and State streets is the zero point for all addresses. (Madison divides the city into north and south, and State Street divides it east-west.) Many street signs include a locator relative to this intersection. For instance, Addison Street (home to the Cubs' Wrigley Field) is 3600 North, meaning it's about 36 blocks north of Madison. An address that reads 3650 N. Clark St. will be just north of Addison Street, on Clark.

State and Madison meet within the core of downtown, an area known as "the Loop" (named for the elevated commuter railroad encircling the area). The Loop is bordered by the Chicago River on the north, Wabash Avenue on the east, Van Buren Avenue on the south and Wells Street on the west. Just north of the Loop is the Magnificent Mile (Michigan Avenue between the Chicago River and Oak Street), home to stylish boutiques and some of the city's most exclusive hotels and restaurants.


In 1779, fur trader Jean Baptiste Point du Sable founded Chicago in a place Native Americans referred to as "stinky onion." Its location at the base of Lake Michigan made it a key transportation point. In 1803, the U.S. government built Fort Dearborn as a base for westward expansion. The 100-mi/160-km Illinois and Michigan Canal, which linked Chicago to the Mississippi River, was completed in 1848, and Chicago's first rail lines were laid just a few years later. The city subsequently became the nation's hub for both freight and passenger trains, as well as a major shipping port.

Even the Great Chicago Fire of 1871 could not stop the city's relentless economic expansion. Chicago converted the devastation into an opportunity to plan a better city. In 1893, the World's Columbian Exposition showed just how far the city had come in 20 years of rebuilding. The fair's 26 million visitors sparked the design and building of the elevated "L" trains that still shuttle millions of riders through Chicago's Loop, or financial district.

Fueled by a growing immigrant and African American population, the city became an industrial and agricultural processing center in the late 1800s and early 1900s. However, as industrial and agricultural industries went into decline in the latter half of the 20th century, Chicago transformed itself into a global financial and communications hub.

Chicago's "vote early and vote often" era of machine politics reached its peak under the reign of Mayor Richard J. Daley, who ruled the city from 1955 to his death in 1976. Although his iron-fisted grip rankled some (including demonstrators at the 1968 Democratic National Convention), he also cemented Chicago's reputation as "the city that works." It was under his direction that the Sears Tower, O'Hare Airport and McCormick Center were all built.

The city continues to attract billions of dollars in private investments. The windfall has led to better schools, cleaner parks, safer streets and a condominium-building boom. Residents who retreated to the suburbs years ago have rediscovered the appeal of living in this stimulating city's heart.


The 156-mi/251-km Chicago River originally flowed toward Lake Michigan, where it dumped sewage into the city's main source of drinking water. More than 80,000 people died from the contaminated water before 1900, when clever engineers of the Sanitary District of Chicago saved the day by reversing the flow of the river.

Forget Hollywood; Chicago has plenty of its own claims to film fame. Besides providing the backdrop for several hit TV shows (Chicago Fire, ER, Shameless and The Steve Harvey Show), the Windy City has set the stage for key scenes in such movies as The Blues Brothers (Daley Center and Plaza), Ferris Bueller's Day Off (Glenbrook North High School, Wrigley Field, the Art Institute and Lake Shore Drive), The Dark Knight (Lower Wacker Drive), Barbershop (East 79th and Exchange) and The Fugitive (Daley Center, Cook County Hospital and the Hilton on South Michigan Avenue).

Although many people blame Chicago's weather for the "Windy City" nickname, Boston, Milwaukee, Dallas and San Francisco all have higher annual average wind speeds. The origin of the name is best attributed to the "hot air" released from early Chicago politicians who were promoting and bragging about the city, especially prior to the 1893 World's Columbian Exposition.

Grant Park is often called "Chicago's backyard," hosting top summer festivals, but it wouldn't have come into existence if the Great Chicago Fire hadn't destroyed nearly all of Chicago's buildings in 1871. Grant Park was created out of a landfill amassed from the fire.

Chicago lays claim to several superlatives, including the nation's largest convention facility (McCormick Place), the world's largest Tiffany dome (in the Chicago Cultural Center) and the largest public library (Harold Washington Library Center). Its 110-story Willis (formerly Sears) Tower is the second-tallest building in the U.S. and among the tallest in the world.

U.S. President Barack Obama once called Chicago his home, and the Hawaii native began his political career in the city, where he was elected to the state senate in 1997. But it's his wife, Michelle, who is the lifelong resident, born and raised on the South Side. The Obamas maintain a home in the Hyde Park neighborhood.

Chicago and Cincinnati were rival cities in the late 1800s. The rivalry was so intense, in fact, that in a bid to compete against the Cincinnati Red Stockings, which was one of the most popular pro baseball teams of the era, Chicago created a baseball organization known as the White Stockings. That same Major League Baseball team continues to operate today as the Chicago White Sox.

    Vincent Vacations - Authorized Chicago Vacation Planner
    Questions? Call us at
    1 (888) 976-0061

    No-Obligation Chicago Vacation Quote Request Form

    Free Chicago Vacation Package Quote

    For Groups of 10 or more rooms, or 8 or more Cabins, please use of Group Form
    Click Here for our Group Department

    Popular Locations & Brands - Experiences All Over The World!

    Click on a location below to learn more. We recognize that vacations are not just an investment, but often the highlights of our lives, and we take that responsibility seriously. We want to ensure you have the best experience.

    Become A Travel Agent

    Have you got what it takes to become a travel agent?

    • Do you have a huge love of everything travel?
    • Do you have a huge passion for helping people answer questions, like friends and families, who are booking their trips?
    • Maybe you love to talk about travel, even if it's not your own trip, or maybe you obsess over every single detail for your upcoming trip!
    • Have you been booking your own vacations for a long time?

    All of these are signs that you are a great fit to become an independent travel agent, and turn your love of travel from passion into profit!

    Learn More

    Latest Blogs - Our Agents, All Over The World!

    Our motto at Vincent Vacations is, we go so you know! We want to ensure you have the BEST experience, whether it's a river cruise, or a corporate group incentive trip, we want to ensure your vacation is a success.

    Our services

    Many of our travel agents have been in travel since 2002! With Vincent Vacations, all travel components are taken care of - this includes accommodations, air, transfers, tours, activities, insurance, contracts, EVERYTHING.

    Romance Travel

    Destination weddings, Anniversaries, vow renewals, honeymoons, engagements, elopements, retie the knot, babymoons, proposal trips and more

    Group Travel

    Corporate group retreats and incentive trips, seniors-only river cruises, friends & family getaways, special group anniversary celebrations and more


    All-inclusive resorts, Hawaii, cruises, Europe, African Safaris, exotic Fiji and the islands, there are so many travel options for families


    Adventures by Disney, Disney Cruise Lines, Disney World, Disneyland, Disney Resorts, Aulani, Universal, MyDisneyExperience, Disney Genie, characters dining, and more


    We know Europe! Paris, London, Rome, Florence, Barcelona, Swiss Alps, Prague, Amsterdam, Venice, Athens, Vienna, Madrid, let's go!


    Ocean cruising, river cruising, yacht charters, expeditions, Royal Caribbean, Norwegian, Viking, Lindblad, there are so many options when it comes to cruising

    And SO Much More!

    We create custom travel itineraries and trips, and we know travel - Whether it's Universal, river cruises, safaris, yacht charters, Australia, Thailand and more!

    Get A Free Quote

    Our Great Team is Ready to Make Your Vacation a Success

    We serve customers all across the USA
    Debt free and in business since 2013. Vincent Vacations has agents in Dallas, Kansas City, Houston, Shreveport, Little Rock, Roswell, Oklahoma City and more locations.

    Get your FREE Why Use A Travel Agent Guide Our FREE Guide
    Get your FREE Why Use A Travel Agent Guide
    Download Now

    Travel agents can help save time and stress by doing the research and handling all your bookings for you. An experience travel agent is best at finding great deals and packages, as well as providing you with helpful information and tips. They can also help you plan special activities and experiences that you may not have thought of on your own. All in all, using a travel agent can be a great way to make sure you get the most out of your trip.

    View our latest DEALS on our Facebook

    About Us

    In travel since 2002, and in business since 2013, our travel team serves clients all over the US! Planning a vacation away from home takes a great team. We have taken the time to build a team of dedicated, smart, hard-working personnel who are each committed to excellence and service. We work side-by-side, creating and ensuring INCREDIBLE vacation experiences for you and your group. Our store front in-office team, and our travel consultant independent contractors, work all around the US.

    travel agent near me
    travel agent near me

    Start Your Next Trip With Vincent Vacations Today!

    In business since 2013, we are your #1 source for travel!

    Free Vacation Package Quote