Driving:ĭrivers usually approach Chicago off the I-90 or I-94. Greyhound, Megabus, and others offer low-cost bus services to Chicago from around the Midwest and beyond.

Amtrak services from all around the country use Union Station (Canal Street and Jackson Boulevard). Train:Ĭhicago is one of the most convenient U.S. The CTA Orange Line train runs between the Loop and Midway from before dawn to after midnight. The CTA Blue Line train runs between the Loop and O'Hare every 5-15 minutes, 24 hours a day. Ten miles southwest of downtown, Midway International Airport is primarily served by low-cost carriers and a few Delta flights. O'Hare International Airport, 17 miles northwest of downtown Chicago, is a hub for United Airlines. What is the best way to get there? Flying: The Windy City offers couples everything they need to celebrate their affections in a picturesque, diverse, and energetic environment: Historic landmarks, trendy restaurants, iconic skyscrapers, and a vibrant city buzz represent the landscape that is Chicago. Chicago's location along the waters of Lake Michigan gives it an automatic head start for romance.