
Near East Side Vacation Packages
Book a Stay + Flight or Car to save on your trip
Near East Side Vacation Packages
Near East Side Vacation Packages
If you're keen to bundle your flight and hotel options to save heaps, you're in the perfect place! Just kick back, unwind and let the experienced team at Orbitz help you design your perfect Near East Side escape. Pick out your preferred hotels, airfares, rental cars and experiences to save as much as $374! Packaging your bookings is one of the easiest ways to save. Not only that, but you'll be able to customize your trip by picking from 500 partner airlines and no less than 500,000 worldwide accommodations. You have the flexibility! With limitless possible options to pick from, our packages will help you design that vacation you've long dreamed about.
Where is Near East Side?
Getting lost in an unfamiliar country sounds romantic. But if you'd rather arrive in Near East Side on the first try, listen up. It's a neighborhood in the fantastic city of Chicago. You'll find it sitting 0.6 miles to the northeast of the downtown area. Ready to meet some of the locals? 2,700,000 people live in Chicago.Places to Visit in Near East Side
Adventure really is just around the corner in this neighborhood. The spectacular sights of the Art Institute of Chicago and Willis Tower are within walking distance and begging to be discovered. A short walk away are Navy Pier and the Chicago Cultural Center. They're great ways to spend your time. Fresh air and pleasant surroundings are plentiful at Millennium Park. Need more nearby options? Gaze up at the skyline and admire John Hancock Center, one of the most vertigo-inducing buildings. See if it's possible to climb to the top and watch the world go by from way up high. But wait, that's not all there is. If you'd like to get a feel for where you are, venture up to Skydeck Ledge. Not only will you see picturesque vistas, it also makes for an ideal photo opportunity.
Car Rentals in Near East Side
Your vacation begins with car rentals in Near East Side. Whether you’d love to detour from the usual tourist trail or just like the idea of having your own set of wheels, Orbitz has the keys to your ride. Getting here via Midway International Airport? After you disembark, you can rent a car within minutes. You'll discover Budget just a short walk away from the arrivals gate. Avis is another good choice. Hertz is right in the middle of the city. Simply make your way to 151 E Wacker Dr. There is also Enterprise at 20 E Randolph St 3Rd Fl.
Places to Visit in Near East Side
Adventure really is just around the corner in this neighborhood. The spectacular sights of the Art Institute of Chicago and Willis Tower are within walking distance and begging to be discovered. A short walk away are Navy Pier and the Chicago Cultural Center. They're great ways to spend your time. Fresh air and pleasant surroundings are plentiful at Millennium Park. Need more nearby options? Gaze up at the skyline and admire John Hancock Center, one of the most vertigo-inducing buildings. See if it's possible to climb to the top and watch the world go by from way up high. But wait, that's not all there is. If you'd like to get a feel for where you are, venture up to Skydeck Ledge. Not only will you see picturesque vistas, it also makes for an ideal photo opportunity.
Nearest Airports to Near East Side
After sitting down in a cramped seat for hours, you'll be relieved to hit the ground and stretch your legs at Midway International Airport (MDW). Situated 9 miles southwest of Near East Side, this is the main arrival point for those traveling via air.
Popular Places to Visit Near Near East Side
Take the chance to check out some nearby destinations such as Downtown Chicago or Michigan Avenue. Downtown Chicago is approximately 0.2 miles from Near East Side, while Michigan Avenue is 0.4 miles away.
No Cancellation Fees
Whether you've had a complete turnaround or your plans have gone awry for some other reason, we won't charge a fee if you have to cancel your booking.^ As we can't say the same for your selected airline or hotel, it's wise to check with them as soon as you can.
Top Near East Side vacation package deals

DoubleTree by Hilton Chicago - Alsip
Oct 28 - Nov 2
Dallas (DFW) to Chicago (MDW)
Chicago (MDW) to Dallas (DFW)
Reviewed on Jul 11, 2024


Hotel Riu Plaza Chicago
Oct 10 - Oct 12
Boston (BOS) to Chicago (ORD)
Chicago (ORD) to Boston (BOS)
Reviewed on Jul 24, 2025

Holiday Inn Chicago O'Hare Area by IHG
Oct 9 - Oct 14
Dallas (DFW) to Chicago (ORD)
Chicago (ORD) to Dallas (DFW)
Reviewed on Nov 11, 2023

Hampton Inn by Hilton Chicago-Midway Airport
Oct 28 - Nov 2
Dallas (DFW) to Chicago (ORD)
Chicago (ORD) to Dallas (DFW)
Reviewed on May 20, 2025
Top rated hotels for your Near East Side vacation package

Swissotel - Chicago

Radisson Blu Aqua Hotel Chicago
