Surprise your better half with a trip to a romantic hotel in Chicago and watch the sparks fly.
- Search over 551 romantic hotels in Chicago
- Read verified reviews from fellow lovebirds to choose the perfect hotel
- Save time and money you can spend on a couples massage
Your love will blossom when you take your sweetie to the Windy City.
Imagine snuggling with your heart’s desire on the Navy Pier Ferris Wheel. Walk hand-in-hand through Millennium Park, or, if you’re visiting in the winter, hang on to each other as you flail around its skating rink. If you’re sports fans visiting in the summer, put on your baseball caps and watch the Cubs play at Wrigley Field. In the evening, indulge in a candlelit dinner and take in the view of the dazzling Willis Tower. End your romantic Chicago evening with a walk around Buckingham Fountain in Grant Park. You’ll both admire the night display, and steal a kiss near the dancing waters.
Your lovers’ trip isn’t just about the city. When you stay in romantic hotels, Chicago becomes an even better destination for you and your soulmate. Book a hotel with a concierge service to order a limo or town car so you won’t have to hoof it to a big dinner in expensive (and perhaps uncomfortable) shoes. If you’ve still got some energy after a day exploring the city’s hotspots, grab a dance and a responsible drink at the hotel’s in-house nightclub or lounge. Spend the morning clad in soft bathrobes, sipping coffee or tea as you make your plans for the day. And of course, cap off your trip with a couples massage.
Whether you want to stay in a quiet, secluded B&B or are searching for the best Chicago luxury hotels, Expedia has you covered. From spa treatments to baseball games, this city has everything, and you and your partner are bound to find exciting activities to attend together. Come to Chicago for your honeymoon, anniversary, or romantic retreat, and let us handle the rest.