Best Chicago Tours & Trips

the third most populous city in the united states is situated along the scenic lake michigan in northeastern illinois with nicknames including "the windy city" and "the second city." chicago, the world-class destination of unsurpassed beauty, was incorporated in 1837 and hosted the world's colombian exposition in 1893 in jackson park bringing more than 27 million people to the city. the city is known for many things such as deep dish pizza, chicago-style hot dogs, theater, outdoor art and its sports teams. attracting visitors from around the nation and the world, popular tourist chicago attractions include the willis tower (formerly sears tower), lincoln park, magnificent mile, grant park, millennium park, wrigley field, art institute of chicago, field museum of natural history, shedd aquarium and adler planetarium & astronomy museum. explore the world for joining new york tours, washington dc tours, hawaii tours, and much, much more.
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8-Day Chicago and New York Tour: Niagara Falls, Corning, Maid of the Mist | Free Airport Pick-up
Operated by Europamundo
Free Airport Pick up
4.8 (37 reviews) Tour Code: 709965
Start / End City
Chicago, New York
Duration
8.0 Days
City & Attractions
Chicago, Cleveland, Niagara Falls +11 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Save 10%
From $1,950.48
$1,755.43
8-Day Chicago Cultural In-depth Tour and Niagara Falls Scenery Tour | Hotel Breakfast Included
Operated by Europamundo
Free Airport Pick up
5.0 (28 reviews) Tour Code: 709962
Start / End City
Chicago
Duration
8.0 Days
City & Attractions
Chicago, Cleveland, Niagara Falls +6 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Save 10%
From $1,950.48
$1,755.43
14-Day Essential East Coast, Niagara and Chicago Tour from New York: Boston, Montreal, Quebec, Ottawa, Toronto, Detroit, Chicago | Hotel Breakfast Included
Operated by Europamundo
Free Airport Pick up
4.6 (18 reviews) Tour Code: 710031
Start / End City
New York, Chicago
Duration
14.0 Days
City & Attractions
New York, Boston, Woodstock +30 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Save 10%
From $3,413.88
$3,072.49
7-Day Toronto, Niagara and Chicago Tour | Hotel Breakfast Included | Free Airport Pick-up
Operated by Europamundo
Free Airport Pick up
5.0 Tour Code: 710094
Start / End City
Toronto, Chicago
Duration
7.0 Days
City & Attractions
Toronto, Niagara Falls, Detroit +9 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
From
$1,564.00
4-Day North America 5 Cities Tour from Chicago·Toledo, Cleveland, Detroit, Buffalo, Niagara Falls | Breakfasts Included
Instant Confirmation
Breakfast Included
5.0 (1 reviews) Tour Code: 737319
Start / End City
Chicago
Duration
4.0 Days
City & Attractions
Chicago, Cleveland, Niagara Falls +17 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
Save 2%
From $819.04
$802.66
5-Day North America Tour from Chicago·Buffalo City Hall, Niagara Falls, Skylon Tower, Detroit, Toledo | Breakfasts Included
Instant Confirmation
Breakfast Included
5.0 Tour Code: 737310
Start / End City
Chicago
Duration
5.0 Days
City & Attractions
Chicago, Cleveland, Niagara Falls +22 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
From
$959.03
6-Day Chicago Tour·Henry Ford Museum, Cave of the Winds, Niagara Falls, Maid of The Mist, Millennium Park | Breakfasts Included
Instant Confirmation
Breakfast Included
5.0 Tour Code: 737304
Start / End City
Chicago
Duration
6.0 Days
City & Attractions
Chicago, Cleveland, Niagara Falls +22 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
From
$1,088.98
4-Day Bus Tour from Chicago·Mammoth Cave National Park, Great Smoky Mountains, Gatlinburg and Chattanooga
Instant Confirmation
4.8 (4 reviews) Tour Code: 720843
Start / End City
Chicago
Duration
4.0 Days
City & Attractions
Indianapolis, Pigeon Forge, Chattanooga +11 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
From
$819.04
19-Day Essential East Coast and Western Classics Tour from New York: Boston, Montreal, Quebec, Ottawa, Toronto, Chicago, Los Angeles and Las Vegas | Ticket Admission Included | Breakfast Included
Operated by Europamundo
Free Airport Pick up
5.0 Tour Code: 737079
Start / End City
New York, Las Vegas
Duration
19.0 Days
City & Attractions
New York, Boston, Woodstock +33 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Save 10%
From $5,643.00
$5,078.70
10-Day Chicago, New York and Washington Tour: Cleveland, Niagara Falls, Corning, Philadelphia | Hotel Breakfast Included
Operated by Europamundo
Free Airport Pick up
5.0 Tour Code: 709968
Start / End City
Chicago, Washington D.C.
Duration
10.0 Days
City & Attractions
Chicago, Cleveland, Niagara Falls +16 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Save 10%
From $2,438.64
$2,194.78
19-Day USA and Canada Panorama Tour from Los Angeles: New York, Boston, Montreal, Quebec, Ottawa, Toronto, Detroit, Chicago | Yosemite Natural Park | Mont Tremblant | Niagara Falls
Operated by Europamundo
Free Airport Pick up
5.0 Tour Code: 710112
Start / End City
Los Angeles, Chicago
Duration
19.0 Days
City & Attractions
Los Angeles, Santa Monica, Solvang +42 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Save 10%
From $5,486.40
$4,937.76
23-Day Essential East Coast and Unmissable West Tour from New york | Ticket Admission Included | Breakfast Included
Operated by Europamundo
Free Airport Pick up
5.0 Tour Code: 737082
Start / End City
New York, San Francisco
Duration
23.0 Days
City & Attractions
New York, Boston, Woodstock +40 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Save 10%
From $6,508.08
$5,857.27
14-Day Cross-Country Tour  from Los Angeles: Las Vegas, Flagstaff, Chicago, Niagara Falls, New York | Hotel Breakfast Included
Operated by Europamundo
Free Airport Pick up
5.0 Tour Code: 710046
Start / End City
Los Angeles, New York
Duration
14.0 Days
City & Attractions
Los Angeles, Las Vegas, Flagstaff +20 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Save 10%
From $4,181.76
$3,763.58
16-Day Iconic American Cities and Natural Wonders Tour: Hollywood, Grand Canyon, Niagara Falls, and Washington D.C | Hotel Breakfast Included
Operated by Europamundo
Free Airport Pick up
Breakfast Included
Admission Included
5.0 Tour Code: 710049
Start / End City
Los Angeles, Washington D.C.
Duration
16.0 Days
City & Attractions
Los Angeles, Las Vegas, Flagstaff +25 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Save 10%
From $4,707.72
$4,236.95
16-Day East Coast & Canada Grand Circle Tour from Washington D.C.: New York, Boston, Montreal, Quebec, Ottawa, Toronto, Chicago & Niagara Falls
Operated by Europamundo
Free Airport Pick up
5.0 Tour Code: 710022
Start / End City
Washington D.C., Chicago
Duration
16.0 Days
City & Attractions
Washington D.C., New York, Boston +34 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Save 10%
From $3,900.96
$3,510.86
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US Cities With The Best Chinese New Year Parade 2026
US Cities With The Best Chinese New Year Parade 2026
We are about to welcome one of the world's most lively festivals, bringing crisp firecrackers and giant dragons dancing through the streets. For such

Chicago Tours: Fantastic Activities, Unique History and Amazing Views!

Some Great Ways To Experience Chicago

Hop-On Hop-Off Buses

Chicago Tours by Bike and Segway

Architecture Tours

Chicago – Your Gateway to the East Coast and Midwest

Some Great Ways To Experience Chicago

Exploring the city on a Chicago tour bus is, of course, one of the best ways to go! You can get caught up in being a part of the city’s inviting atmosphere, while enjoying the luxurious comforts of a modern, well-equipped tour bus.

The booming Millennium Park signifying the rebirth of Chicago’s downtown and the 13-block long Magnificent Mile are popular tourist stops on these tours.

Hop-On Hop-Off Buses

Of the many Chicago city tours hop on hop off buses offer the convenience of comfortable and dependable transportation around the city while letting you plan your own route. All the while, you are in are charge of where you hop off for a better look around and when to hop back on to make your way to the next must-see location.

Any visitor to Chicago must stop by John Hancock Center and its aptly named 360 Chicago Observatory. There is also the Chicago Children’s Museum, Chicago Shakespeare Theater, and the breathtaking views you get form the top of the 15 story high Ferris wheel at Navy Pier.

Chicago Tours by Bike and Segway

If you really want to get blown away by your tour of the Windy City, then there is no better way than to opt for one of the exhilarating Chicago tours by segway. Of course, a Chicago biking tour is another way to see the city in a different and exciting way.

These popular segway and bike tours include day and sunset options, with Lakefront Chicago and the spectacular Chicago skyline views being what most visitors rave about. Along with other attractions, you get the chance to ride through Grant Park, stop by Buckingham Fountain and visit Museum Campus.

Architecture Tours

Chicago’s skyline includes the Willis Tower (still commonly referred to as the Sears Tower and one of the tallest buildings in the world). This and other soaring skyscrapers mingle with Chicago’s well-preserved historic buildings.

• Hop aboard a luxurious streamliner that takes you out onto Lake Michigan. You will get the most panoramic and astounding views of South Side, Chicago’s rich and varied architectural style.

• For the more adventurous visitor, consider taking a ride on the Seadog speedboat to join a thrilling Chicago architecture boat tour. You’ll have exhilarating time on this architectural tour through the Chicago River Locks all the way up to the impressive Sears Tower.

• Join a Chicago Theater tour – This lavishly elegant theater opened on October 26, 1921 and has not lost any of its awe-inspiring appeal, thanks in part with its miniature replica of Paris' Arc de Triomphe adding to its lavish elegance.

Chicago – Your Gateway to the East Coast and Midwest

Being in Chicago makes it that much easier to plan day trips to other locations in the Midwest.

• Make your way through the Tennessee’s Great Smoky Mountains to visit the Lost Sea – an expansive underground lake.

• Explore the culture and heritage of Holland, Michigan and pay a visit to a real Amish farm.

• The Gateway Arch (the world’s tallest man-made monument) and the St. Louis Cathedral are definite must-sees on a multi-day Midwest tour from Chicago.

The East Coast of the USA is also readily accessible from Chicago. A great idea is to join a tour from Chicago to Niagara Falls. Your Chicago tour package will lead you to:

• Independence National Historical Park in Philadelphia

• Smithsonian National Air and Space Museum and the White House in Washington DC

• Historical and beautiful Harvard University in Cambridge, Massachusetts

• Niagara Falls for a ride on the enchanting Maid of the Mist

Best Time to Visit Chicago

Winter 2026/2027
Winter in Chicago is unmistakably chillier - temperatures often hover around freezing (0 °C/32 °F) or below, especially at night, with lake-effect winds making shorefront activities brisk. Snowfall is frequent and the city’s skyline fringed with frost offers a different kind of splendour. The long evenings provide a backdrop for indoor delights. Skating at the ice rink in Millennium Park, sipping hot chocolate while gazing at the lit-up skyline, or exploring flagship museums such as the Art Institute of Chicago become top choices. The lakefront still beckons for bracing walks, and rooftops with fire-pits offer stylish refuge from the cold. Because this is lower tourist season, hotel deals are often available - but pack accordingly: layering is essential, and some outdoor venues may close due to weather.
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Spring 2026
As winter releases its grip, Chicago unfolds into spring with a lively sense of renewal. Daytime highs rise from around 5 °C (41 °F) in March toward 15 °C (59 °F) or higher by late April and May, though nights remain brisk and the lake-effect breeze off Lake Michigan can add a chill. Rainfall and fluctuations are common, and you may still see patches of snow earlier in the season. With moderate weather and fewer crowds, spring is an inviting time to wander through the blooming paths of Grant Park, snap reflections beside the iconic Cloud Gate sculpture, or take a brisk stroll along the Lakefront Trail. Cultural events such as the St. Patrick’s Day parade and early-season baseball games kick off in this period. Locals and visitors alike find spring pleasantly temperate for cycling the 606 Trail or sipping coffee outdoors in Wicker Park.
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Summer 2026
Summer in Chicago means warm air, long daylight hours and vibrant outdoor culture. Average highs climb into the mid 20s °C (77-82 °F) and some days stretch into the high 20s (upper 80s °F), with occasional relief near the lakeshore. Humidity rises and thunderstorms can pop up, but overall it’s the city’s most energetic season. Tourists flock to the city’s sandy pockets such as North Avenue Beach and the Lake Michigan shoreline, while boat cruises and architecture tours on the Chicago River animate downtown. Street food festivals, rooftop bars, music in Millennium Park, and neighborhood block parties make the summer night scene sparkle. For the best experience, plan early-morning outings, choose outdoor dining with lake views at sunset, and reserve popular attractions well in advance.
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Autumn 2026
Autumn in Chicago ushers in crisp air, changing leaves and a transition from summer rush to mellow charm. Early September still offers daytime highs in the low 20s °C (70s °F) and a comfortable outdoor scene; by October and November highs drop toward the 10-13 °C range (50-55 °F) and you’ll feel the breeze more strongly when walking near the lake. The climate becomes more predictable, humidity subsides and outdoor attractions feel relaxed. This is an excellent time to join an architecture boat cruise with fewer crowds, explore autumn foliage in Lincoln Park or along Lakefront paths, or attend cultural events such as film festivals and Halloween celebrations. Neighborhoods like Logan Square and Hyde Park reveal seasonal charm, and indoor-outdoor balance shifts as cooler evenings beckon cozy dinners and craft cocktail lounges.
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Reviews for Chicago Tours

B
4-Day North America 5 Cities Tour from Chicago·Toledo, Cleveland, Detroit, Buffalo, Niagara Falls | Breakfasts Included

我们参加了从芝加哥出发的“北美五城四日游”行程,感觉非常值得!路线涵盖底特律、布法罗、尼亚加拉瀑布等经典点,每一天都充实有序。特别要表扬的是我们的导游兼司机 Peter Gao:他服务贴心、讲解细致、始终照顾到队里每个人的感受。费用项目说明得很清楚,没有隐藏收费,休息安排合理、不会一路赶路,让全家都能轻松享受。 总之,这次旅程给我们留下了美好难忘的回忆,强烈推荐给还在犹豫的朋友! We joined the “5 Cities in 4 Days” tour starting from Chicago, and it exceeded our expectations! The itinerary is well designed — covering Detroit, Buffalo, Niagara Falls, and more — with no time wasted. A special thanks to our tour guide & driver Peter Gao: his warm service and thorough explanations made the trip smooth and enjoyable for our whole family. The pricing was transparent, with no hidden fees, and the rest breaks were well-timed — not overly rushed. In short, this tour left us with wonderful memories. We highly recommend it to anyone considering this route!

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Milwaukee Day Tour from Chicago: Harley Davidson Museum, Milwaukee Public Market

Nice trip!!!

This tour had everything I hoped for: rich history, incredible architecture, and a taste of Milwaukee’s brewing tradition. Highly recommended for anyone looking to explore the city in just one day!

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P
Chicago City Day Tour: Millennium Park, Grant Park and 360 Chicago

Viaggio fantastico

Io e un amica siamo partite con tour 4fun per questo viaggio meraviglioso. Niente di negativo , bene l'itinerario , il Viaggio, bravi e simpatici la guida e l'autista che si sono dati da fare per noi che eravamo le uniche italiane che strimpellavano l'inglese. Bellissimi tutti gli hotel cin ottime colazioni incluse. Se farò un altro viaggio certamente ancora con tour 4fun . Lo consiglio anche agli italiani che si arrangiamo un po' con l'inglese.

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C
4-Day Bus Tour from Chicago·Mammoth Cave National Park, Great Smoky Mountains, Gatlinburg and Chattanooga

Exhilarating experience

Nature was at its best on this trip: the mammoth cave, ruby falls, rock city were fabulous destinations. We were kept comfortable and informed about trip details all the way.

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