Cheapest time to fly to Chicago Midway Airport (MDW)
Spring and autumn are considered to be the best times to visit America's 'Windy City'. Chicago Midway Airport flights can increase in price during these seasons, so if you travel at other times there are fantastic deals to be found on return flights with Netflights. Last-minute flights are available all year round to Chicago, the months of November and February are especially cheap as they also sit outside the festive season.
Flying to Chicago Midway Airport
Midway is the second-largest airport in the state of Illinois and is located to the south-west of downtown, about eight miles from the loop. There are no direct flights from the UK. Airlines operating flights to Chicago Midway Airport include Delta and Virgin Atlantic. Midway regularly performs well in customer satisfaction surveys of midsize airports, with Southwest Airlines being the main carrier located at the airport.
On arrival and getting around MDW
All Chicago Midway Airport flights in 2025 / 2026arrive at a single terminal, making the airport much easier to navigate around than its larger counterparts. There are 43 gates spread across three concourses which are classified as A, B and C. Those taking return flights from the airport should arrive at the main entrance and your flight's information will be displayed in the departures hall. Due to the airport's small size, no ground transportation is required to move around the building.
Getting to the city from the airport
After arriving on direct flights in 2025 / 2026, use the CTA Orange Line for the most comfortable and economical onward journey. Midway Airport is furnished by the fully-accessible public train. The station can be easily reached by a sky bridge connecting it to the terminal building. The train is only closed for three hours a day, with the N26 Archer bus replaces the service. Taxis are readily available from outside the terminal building. Due to the airport's proximity to the city, taxis fares tend to be reasonable but it's always advised to check upon arrival.
Don't forget before you fly
After booking cheap flights to Chicago Midway passengers need to apply for the online ESTA visa before travelling to the United States. Those who opt for last-minute flights need to ensure that have left enough time to acquire the ESTA.
