The Magnificent Mile is a luxurious shopping district full of high-end fashion brands, upscale restaurants, and impressive architecture. Take a stroll along the Chicago Riverwalk and enjoy the scenic views or go for a romantic dinner at one of the many fine-dining restaurants nearby.
Navy Pier is a top tourist attraction and entertainment center located on Lake Michigan, surrounded by the Chicago skyline. You can take a romantic Ferris Wheel ride or watch a movie at the IMAX theater. There are also many dining, shopping, and entertainment options to choose from.
Experience breathtaking views from the top of the tallest building in the Western Hemisphere. The SkyDeck observation deck at the Willis Tower is a must-visit attraction in Chicago. You can step out onto the Ledge, a glass balcony that extends four feet outside the building, and feel like you're floating in the air with your significant other.
Spend your last day in Chicago at Millennium Park, a public park that features many attractions, including the famous Cloud Gate sculpture (also known as "The Bean"). You can also visit the Jay Pritzker Pavilion outdoor concert venue, the Lurie Garden, and the Crown Fountain. It's a perfect place to take a romantic walk before heading home.
To get around Chicago, you can choose to walk, bike, drive, or take public transport. The most efficient options are the "L" train and the buses operated by the Chicago Transit Authority. A 1-day pass costs $10 and a 3-day pass costs $20. Taxis and ride-hailing services are also available, but they can be expensive during peak hours.
If you have more time, you can add a visit to the Art Institute of Chicago or the Shedd Aquarium. If you have less time, you can skip the Willis Tower SkyDeck and just admire the tower from below. Don't forget to try the famous Chicago-style deep-dish pizza and the local craft beer.
The main airport serving Chicago is the O'Hare International Airport (ORD) located about 17 miles northwest of downtown Chicago. The Midway International Airport (MDW) is an alternative airport located about 10 miles southwest of downtown. Both airports have public transportation options available to reach downtown Chicago.