Search Flights to Chicago (MDW)

Good to Know: Flights to MDW

Useful information for finding cheap flights to Chicago Midway International and booking your next trip

Cheapest Round Trip Flight

$143

F9Frontier Airlines• nonstop • 3h 37m

May 14 – May 25

The cheapest round trip flight from Dallas Fort Worth International to Chicago Midway International is currently $143

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Cheapest One way Flight

$220

WNSouthwest Airlines• nonstop• 3h 35m

May 20

The cheapest one way flight from Dallas Love Field to Chicago Midway International is currently $220

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Cheapest Direct Flight

$423

WNSouthwest Airlines• nonstop• 3h 30m

May 15

The cheapest nonstop flight from Dallas Love Field to Chicago Midway International is currently $423

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Fastest Flight

3h 30m

The fastest nonstop flight from Dallas Love Field to Chicago Midway International takes 3h 30m

Best Flight Deals to Chicago

Identify the most efficient round-trip flights to Chicago. We present options balancing cost and convenience for your return journey.

May 14 - May 25, Economy
F9
Dallas → Chicago
3h 37m
11:55 AM - 2:12 PM • nonstop
F9
Dallas → Chicago
15h 18m
6:55 AM - 4:13 PM • 1 stop
$143
Frontier Airlines
May 14 - May 25, Economy
WN
Dallas → Chicago
15h 55m
10:35 PM - 8:30 AM • 1 stop
WN
Dallas → Chicago
15h 10m
7:45 AM - 4:55 PM • 1 stop
$212
Southwest Airlines
May 15 - May 15, Economy
WN
Dallas → Chicago
6h 55m
7:45 AM - 12:00 PM • 1 stop
WN
Dallas → Chicago
3h 50m
4:15 PM - 6:45 PM • nonstop
$227
Southwest Airlines
May 14 - May 25, Economy
WN
Dallas → Chicago
10h 25m
8:05 AM - 2:30 PM • 1 stop
WN
Dallas → Chicago
9h 10m
5:40 PM - 11:30 PM • 1 stop
$253
Southwest Airlines
May 14 - May 25, Economy
WN
Dallas → Chicago
9h 5m
6:15 AM - 12:00 PM • 1 stop
WN
Dallas → Chicago
9h 10m
5:40 PM - 11:30 PM • 1 stop
$253
Southwest Airlines
May 14 - May 25, Economy
WN
Dallas → Chicago
3h 30m
9:45 PM - 11:55 PM • nonstop
WN
Dallas → Chicago
3h 45m
10:10 AM - 12:35 PM • nonstop
$455
Southwest Airlines

Compare & Book Cheapest 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.

Destination Airport Information

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

Popular Airlines

Southwest Airlines (WN)
Delta Airline (DL)
Avianca Airlines (AV)
Aeromexico Airlines (AM)
American Airlines (AA)
United Airlines (UA)
Alaska Airlines (AS)
Sun Country Airlines (SY)
Air France (AF)

More Flight Options to Chicago, MDW

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