An airplane exhibit labeled "Concourse A" in an airport terminal.

￥23,530 Cheap Flights from New York (LGA) to Chicago (MDW)

Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Cheap Flights from New York to Chicago (LGA-MDW)

Prices were available within the past 7 days and start at ￥23,530 for one-way flights and ￥48,310 for roundtrip, for the period specified. Prices and availability are subject to change.
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
LGA
New York
MDW
Chicago
￥48,310
Roundtrip
Found 4 days ago
Select Southwest Airlines flight, departing Fri, Oct 30 from New York to Chicago, returning Mon, Nov 2, priced at ￥48,310 Found 4 days ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
LGA
New York
MDW
Chicago
￥49,820
Roundtrip
Found 4 days ago
Select Southwest Airlines flight, departing Fri, Oct 30 from New York to Chicago, returning Mon, Nov 2, priced at ￥49,820 Found 4 days ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
LGA
New York
MDW
Chicago
￥54,550
Roundtrip
Found 4 days ago
Select Southwest Airlines flight, departing Fri, Oct 30 from New York to Chicago, returning Mon, Nov 2, priced at ￥54,550 Found 4 days ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
LGA
New York
MDW
Chicago
￥56,160
Roundtrip
Found 4 days ago
Select Southwest Airlines flight, departing Fri, Oct 30 from New York to Chicago, returning Mon, Nov 2, priced at ￥56,160 Found 4 days ago
Southwest Airlines
Sun, Oct 18 - Mon, Oct 19
LGA
New York
MDW
Chicago
￥62,930
Roundtrip
Found 5 days ago
Select Southwest Airlines flight, departing Sun, Oct 18 from New York to Chicago, returning Mon, Oct 19, priced at ￥62,930 Found 5 days ago
Southwest Airlines
Sun, Oct 18 - Mon, Oct 19
LGA
New York
MDW
Chicago
￥67,660
Roundtrip
Found 5 days ago
Select Southwest Airlines flight, departing Sun, Oct 18 from New York to Chicago, returning Mon, Oct 19, priced at ￥67,660 Found 5 days ago
Southwest Airlines
Sun, Oct 18 - Mon, Oct 19
LGA
New York
MDW
Chicago
￥68,420
Roundtrip
Found 5 days ago
Select Southwest Airlines flight, departing Sun, Oct 18 from New York to Chicago, returning Mon, Oct 19, priced at ￥68,420 Found 5 days ago
Southwest Airlines
Sun, Oct 18 - Mon, Oct 19
LGA
New York
MDW
Chicago
￥72,290
Roundtrip
Found 5 days ago
Select Southwest Airlines flight, departing Sun, Oct 18 from New York to Chicago, returning Mon, Oct 19, priced at ￥72,290 Found 5 days ago
Southwest Airlines
Sun, Oct 18 - Mon, Oct 19
LGA
New York
MDW
Chicago
￥73,150
Roundtrip
Found 5 days ago
Select Southwest Airlines flight, departing Sun, Oct 18 from New York to Chicago, returning Mon, Oct 19, priced at ￥73,150 Found 5 days ago
Southwest Airlines
Sun, Oct 18 - Mon, Oct 19
LGA
New York
MDW
Chicago
￥77,880
Roundtrip
Found 5 days ago
Select Southwest Airlines flight, departing Sun, Oct 18 from New York to Chicago, returning Mon, Oct 19, priced at ￥77,880 Found 5 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from ￥54,330
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from ￥54,330

Find the cheapest month to fly from New York (LGA) to Chicago (MDW)

March is typically the cheapest month to fly

From ￥23,683 - ￥57,566 per traveler.

Travel information

Origin airport
LaGuardia Airport
Destination airport
Chicago Midway Airport
Distance
1,163 km away
Airlines serving
Frontier Airlines, Southwest Airlines, Delta
Popular airline
Frontier Airlines
Roundtrip price
￥48,310
Average flight time
2 hours 23 mins
*Available to One Key members.