Cheap Flights from Chicago to Baltimore — $100

The route Chicago — Baltimore is served by several airlines: Southwest Airlines, United Airlines, and Frontier Airlines. This gives passengers more freedom in choosing flights. You can consider not only the price but also schedules, baggage policies, and onboard service. Our service compares all offers so you can find tickets from $100 and choose the most convenient option. Thanks to airline competition, you may also find promotional fares or special offers, helping you save even more. Plan your trip in advance and choose the best flights without overpaying.

Chicago is served by three main airports with different roles. O’Hare International (ORD) is the large international and connecting hub that typically handles most long-haul and legacy-carrier traffic, with United and American among the dominant carriers; it can feel busy but offers extensive route options. Midway (MDW) is a smaller, more budget- and domestic-focused airport where low-cost carriers like Southwest often concentrate their operations; fares here can sometimes be lower for short-haul travel. Travel time to downtown is roughly 30–60 minutes from O’Hare by car or express train (CTA Blue Line) with fares around $5–$40 depending on mode and traffic; Midway is closer, about 15–35 minutes by car or 25 minutes by the Orange Line, with similar fare ranges. Pros: O’Hare’s wide connectivity and full-service amenities versus Midway’s convenience and quicker access for domestic flyers. Cons: O’Hare can be congested and spread out, while Midway has fewer international connections and more limited carrier choice.

Baltimore/Washington Thurgood Marshall Airport (BWI) serves as the region’s more budget- and leisure-oriented gateway, complementing nearby D.C. hubs. It typically hosts a mix of low-cost carriers and legacy airlines, so fares can often be more competitive than at Reagan or Dulles. The airport lies about 10–12 miles south of downtown Baltimore (roughly 20–30 minutes by car in light traffic). Transit options include the BWI Marshall Rail Station and shuttle connections to the terminals (around 10–15 minutes to the terminal area), light rail and multiple bus lines; taxi or rideshare rides usually take 20–35 minutes depending on traffic with fares varying by route. Pros: usually less crowded and easier parking; cons: farther from some city neighborhoods and can be busy during peak travel times.

The minimum one-way ticket price from Chicago to Baltimore is $66 (September 2026), while the maximum is $293 (August 2026). On average, a ticket costs $144–$365.