Cheap Flights from Memphis to Chicago — $116

The Memphis — Chicago route is served by multiple airlines, including Southwest Airlines and United Airlines. This is convenient for those who want the best balance of price, schedule, and travel conditions. Tickets start from $116, and depending on season and promotions, even better deals may appear. With our service, you can easily compare available options and book tickets that match your plans. The variety of carriers allows flexible choices and comfortable travel without overpaying.

Memphis International Airport (MEM) is the city’s primary air gateway and functions as a major cargo hub while also handling passenger flights for several legacy and low-cost carriers. Typical airlines include Delta, American and Southwest alongside cargo operators like FedEx, so fares can range from budget-friendly to mid-tier depending on carrier and season. The airport sits about 10 miles (16 km) southeast of downtown Memphis; drive times are typically 20–30 minutes by taxi or rideshare, with fares often falling into a modest range, while public buses can take 45–60 minutes for a lower cost. Pros: relatively compact terminal and strong cargo connectivity; cons: fewer nonstop international options and occasional traffic congestion to/from the city.

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Memphis to Chicago

Chicago is served by two major airports with distinct roles. O’Hare International (ORD) is the city’s primary international hub and a major transfer point for global and domestic carriers, typically hosting full-service airlines and many long-haul flights; it sits about 17 miles northwest of downtown. Ground links include the CTA Blue Line train (roughly 45–55 minutes to the Loop), taxis and rideshares (about 30–60 minutes depending on traffic), and airport shuttles—fares vary by mode and time of day. Midway (MDW), around 10 miles southwest, is often positioned as a budget-friendly, domestic-focused airport with many low-cost carriers; travel to downtown can take 20–40 minutes by CTA Orange Line or 25–45 minutes by car. Pros: O’Hare offers extensive international connections and amenities while Midway is typically quicker for domestic trips and easier to navigate; cons include O’Hare’s size and potential for delays and Midway’s more limited long-haul options.