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1. www.southwest.com › destinations › midwestFlights to Chicago (Midway) | Southwest Airlines®

   www.southwest.com › destinations › midwest

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   Visit the Windy City with nonstop flights to Chicago (Midway) on Southwest Airlines®. Whether business or vacation, don't overpay for your next trip.

2. www.southwest.com › destinations › midwestFlights to Chicago (O'Hare) | Southwest Airlines®

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   Visit Chicago (O'Hare) with low fare flights to Chicago O'Hare International Airport. Book on Southwest Airlines® for the best deals with no change or cancel fee.

3. www.southwest.com › special-offers › flight-dealsFlight Deals and Offers | Southwest Airlines

   www.southwest.com › special-offers › flight-deals

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   Find cheap flights and flight deals at Southwest Airlines. Learn about sale fares and sign up for emails to receive the latest news and promotions. FEATURED. FLIGHT. Independence YAY Sale. One-way as low as* $59 OR 3,800 Rapid Rewards ® points †. *Restrictions, exclusions, and blackout dates apply. Seats and days limited. Select markets.

4. www.skyscanner.com › flights › airline-flights-to-airportSouthwest Airlines flights to Chicago O'Hare International

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   Compare Southwest Airlines flights to Chicago O'Hare International now. Find flight deals, the easiest route or the cheapest time to fly, all with no added fees.

5. www.kayak.com › flight-routes › United-States-US0$38 Cheap Flights to Chicago Midway (MDW) in 2024 | KAYAK

   www.kayak.com › flight-routes › United-States-US0

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   Search Chicago Midway Airport flights on KAYAK. Find cheap tickets to Chicago Midway Airport from anywhere in United States. KAYAK searches hundreds of travel sites to help you find cheap airfare and book the flight that suits you best.

6. www.skyscanner.com › cheap-flights-with-southwest-airlines-wn-flights-to-chicagoBook Southwest Airlines Flights to Chicago | Skyscanner

   www.skyscanner.com › cheap-flights-with-southwest-airlines-wn-flights-to-chicago

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   Compare Southwest Airlines flights to Chicago now. Find flight deals, the easiest route or the cheapest time to fly, all with no added fees.

7. www.skyscanner.com › flights › airline-flights-to-airportBook Southwest Airlines Flights to Chicago Midway | Skyscanner

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   Compare Southwest Airlines flights to Chicago Midway now. Find flight deals, the easiest route or the cheapest time to fly, all with no added fees.