Last Minute Deals

Last Minute Deals found within the last 12 hours

Top Vacation Deals

Browse Recent Deals found by other Expedia Users

No results found.

Interesting Facts About Flights from New York to Chicago (LGA to MDW)

LGA to MDW Flight Schedule

Carrier Flight Depart LGA Arrive MDW Thu 12/3 Fri 12/4 Sat 12/5 Sun 12/6 Mon 12/7 Tue 12/8 Wed 12/9
Southwest Airlines WN 1353 6:05 AM 7:40 AM -
Southwest Airlines WN 3746 9:15 AM 10:50 AM - - - - - -
Southwest Airlines WN 1598 9:25 AM 11:10 AM -
Southwest Airlines WN 1716 9:50 AM 8:35 PM -
Southwest Airlines WN 2304 11:20 AM 12:55 PM - - - - - -
Southwest Airlines WN 1089 11:25 AM 1:00 PM -
Southwest Airlines WN 19 2:35 PM 4:15 PM - - - - - -
Southwest Airlines WN 861 2:55 PM 7:40 PM - - - - - -
Southwest Airlines WN 3018 3:10 PM 4:55 PM -
Southwest Airlines WN 3194 5:45 PM 7:35 PM -
Southwest Airlines WN 3197 6:45 PM 8:30 PM -
Southwest Airlines WN 1896 7:40 PM 9:20 PM - - - - - -
Southwest Airlines WN 1567 8:55 PM 10:25 PM -

A $ indicates that offers pricing for these airline's flights on the dates shown. A dot () indicates the airline has an available flight scheduled, but Expedia does not provide online booking at this time.

Cheap LGA to Chicago flights

Book your LGA to MDW flights with Expedia and find last-minute New York to Chicago airfare. Expedia offers discount airfare on multiple airline carriers that fly direct and indirect routes between LGA and MDW, with new flight deals and promotions almost daily. When you book your next trip from LaGuardia to Midway Intl. with Expedia, you can rest assured you’re getting great ticket prices and excellent service from one of the world’s most trusted travel providers.

Popular Flights from New York, New York

Browse popular flight destinations from New York (LGA), and plan your next exciting trip. Expedia has cheap flights from New York on multiple airline carriers, so book your next trip today!

Popular Flights from Chicago, Illinois

Browse popular flight destinations from Chicago (MDW), and plan your next exciting trip. Expedia has cheap flights from Chicago on multiple airline carriers, so book your next trip today!

LGA to MDW Route Map

Worldwide Destinations

Car Rentals

Looking for Sarasota Rental Cars? We offer excellent daily rates from the top rental car companies.


Expedia offers amazing deals on flights around the world. Find Provo Cheap Flights and feel confident that your online booking experience will be fast and easy.


With tens of thousands of hotels to choose from including Bloomington MN Hotels you will always find the best place to stay on Expedia.