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Southwest Airlines offers select 1-way fares with prices starting at $54.40. (Click on "Southwest" under "Details"; all taxes are included.) That ties our April mention and it's the lowest current base rate we could find for select routes by $193. This price is valid on flights departing from Omaha, NE, (OMA) to Chicago, IL, (MDW) on May 21; prices vary depending on the travel cities and dates chosen. Book this travel deal by May 9 for travel May 14 through October 30 on Tuesdays and Wednesdays.