Chicago City Breaks
Chicago is a great city to visit for shopping, great food and beautiful parks. With a love and history of live music the nightlife here is great. Sitting on the shores of Lake Michigan, means a holiday to Chicago can also involve time on the beach!
We can arrange flights, accommodation, transfers, car hire, excursions and city tours. If you've been to New York or Las Vegas maybe consider a combination with someplace different like Oklahoma City or a beach stay in Florida. Chicago is also the start point for Route 66. Enjoy a few nights in the city before you start this epic and unforgettable journey to Los Angeles!
Fly from Cork
Chicago- 4* Warwick Allerton
From € 729ppMore Details
- 4 nights
- Price based on travel May 2020. Alternative dates available.
Chicago- 4* Freehand Hotel
From € 770ppMore Details
- 4 Nights
- 09 May 2020 - 13 May 2020 Alternative dates available on request
Chicago toNew OrleansSelf-drive
Blues & Booze: Chicago to New Orleans
From € 2,111pp including flights & car hireMore Details
- 13 Days/ 12 Nights
- 16 Apr 2020 - 28 Apr 2020 Alternative dates available on request
Great Lakes Inn-Sider
From € 2,507pp including flights & car hireMore Details
- 13 days/ 12 Nights
- 02 May 2020 - 14 May 2020 Alternative dates available on request
Top 10 Chicago Attractions
1. Millenium Park
With 25 acres of awe-inspiring landscape, breathtaking architecture and an iconic collection of public art including The Bean, Millennium Park is Chicago’s premier green space.
2. Navy Pier
Historic Navy Pier is Chicago's lakefront playground with over 50 acres of parks, shops, restaurants, entertainment and attractions.
3. Art Institute of Chicago
The Art Institute of Chicago boasts such an immersive experience, the cultural attraction was recognized as one of TripAdvisor's top three museums in the world in 2013, 2014 & 2015.
4. Shedd Aquarium
You'll be amazed by the amazing animals that live here– all 32,600 of them! Counting every coral polyp, there is actually more than a million that call this leading education and conservation institution home.
5. The Field Museum
This is one of the world's great museums and is a treasure trove of natural history for you to uncover.
6. Museum of Science & Industry
Explore the wonders of science and nature in the largest science museum in the Western Hemisphere.
7. Adler Planetarium
Extending out into Lake Michigan from its Museum Campus home, this is America's first planetarium and it has become a recognized leader in science education.
8. Skydeck Chicago
Dare to Stand Out on the 103rd floor in a glass box extending 4.3 feet out from the Skydeck where you will have 360 degree views spanning up to 50 miles and 4 states.
9. 360 Chicago
Formerly John Hancock Observatory, this site offers breathtaking views of Chicago’s lakefront, magnificent skyline and four neighboring states.
10. Lincoln Park Zoo
See roaring lions, playful meerkats and majestic gorillas just minutes from downtown Chicago. Lincoln Park Zoo is free, open and amazing every day of the year.
Join Our Mailing ListDreaming of a holiday? Sign up to our mailing list to receive our weekly special offers
We are moving home after 20 years!
Yes, we are excited to let you know that Sayit Travel is being incorporated in to its parent company Shandon Travel. Nothing has changed! We're still your one stop shop for all your travel needs.