Search & Compare - Chicago Flights & Tickets

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Cheap Flights to Chicago (MDW)

Looking for a cheap last-minute deal or the best round-trip flight to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

Flight deals to Chicago

Southwest Airlines WN
Southwest Airlines
West Palm Beach
2025-07-31
Chicago
2025-08-05
USD 248

One-way WN fare found on 2025-06-05
Southwest Airlines WN
Southwest Airlines
West Palm Beach
2025-07-31
Chicago
2025-08-05
USD 248

One-way WN fare found on 2025-06-05
Delta Airlines DL
Delta Airlines
West Palm Beach
2025-07-31
Chicago
2025-08-05
USD 248

One-way DL fare found on 2025-06-05
Delta Airlines DL
Delta Airlines
West Palm Beach
2025-07-31
Chicago
2025-08-05
USD 248

One-way DL fare found on 2025-06-05
Delta Airlines DL
Delta Airlines
West Palm Beach
2025-07-31
Chicago
2025-08-05
USD 248

One-way DL fare found on 2025-06-05
Southwest Airlines WN
Southwest Airlines
West Palm Beach
2025-07-31
Chicago
2025-08-05
USD 254

One-way WN fare found on 2025-06-05
Southwest Airlines WN
Southwest Airlines
West Palm Beach
2025-07-31
Chicago
2025-08-05
USD 254

One-way WN fare found on 2025-06-05
Southwest Airlines WN
Southwest Airlines
West Palm Beach
2025-07-31
Chicago
2025-08-05
USD 254

One-way WN fare found on 2025-06-05
Southwest Airlines WN
Southwest Airlines
West Palm Beach
2025-07-31
Chicago
2025-08-05
USD 254

One-way WN fare found on 2025-06-05
Southwest Airlines WN
Southwest Airlines
West Palm Beach
2025-07-31
Chicago
2025-08-05
USD 254

One-way WN fare found on 2025-06-05


*Prices are per person and are for e-tickets and include all taxes & fees in USD.
*Fareleaders always attempts to get accurate pricing, however, prices are not guaranteed.
*Fareleaders is not seller, we aggregate tones of data for you from other online travel agencies and external sources.

Facts to know while booking flights to Chicago (MDW)

Which airlines fly to Chicago?
American Airlines, Southwest Airlines, Spirit Airlines, Frontier Airlines, United Airlines, Delta Airlines Airlines flying the most to Chicago (MDW)
What is the cheapest flight to MDW Airport?
In the past couple of days, the cheapest tickets to MDW were found on Delta Airlines : USD 248
What are the most popular origin to Chicago (MDW)?
Travelers frequently travel from Dallas, West Palm Beach to Chicago (MDW)

Destination Airport Information

IATA CodeMDW
NameChicago Midway International
CityChicago
CountryUS
Latitude41.7859992980957
Longitude-87.75240325927734

Airlines Flying from

Southwest Airlines-WN
Alaska Airlines -AS
Spirit Airlines-NK
Frontier Airline, F9
American Airlines, AA
United Airlines, UA
Delta Airline, DL

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