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Flights New York – Chicago Midway International Airport, Southwest Airlines

1 passenger, economy

Flight schedule New York – Chicago Midway International Airport, Southwest Airlines

Compare prices, duration and stops

Southwest Airlines
WN 3039
10:00
New York, LaGuardia Airport (LGA)
Sat, 12 sep
11h 10min
1 stop
21:10
Chicago, Chicago Midway International Airport (MDW)
Sat, 12 sep
18 186 ₹
Southwest Airlines
WN 2948
12:20
New York, LaGuardia Airport (LGA)
Sat, 12 sep
6h 45min
1 stop
19:05
Chicago, Chicago Midway International Airport (MDW)
Sat, 12 sep
9 204 ₹
Southwest Airlines
WN 4741
21:50
New York, LaGuardia Airport (LGA)
Sat, 12 sep
2h 30min
Direct
00:20
Chicago, Chicago Midway International Airport (MDW)
Sun, 13 sep +1
11 113 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Sun, 13 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Sun, 13 sep
10 932 ₹
Southwest Airlines
WN 4240
01:05
New York, LaGuardia Airport (LGA)
Tue, 15 sep
13h 45min
1 stop
14:50
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep
18 771 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Tue, 15 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep
7 513 ₹
Southwest Airlines
WN 487
14:55
New York, LaGuardia Airport (LGA)
Tue, 15 sep
2h 20min
Direct
17:15
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep
7 583 ₹
Southwest Airlines
WN 2414
17:25
New York, LaGuardia Airport (LGA)
Tue, 15 sep
2h 20min
Direct
19:45
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep
7 591 ₹
Southwest Airlines
WN 2714
01:35
New York, LaGuardia Airport (LGA)
Wed, 16 sep
2h 20min
Direct
03:55
Chicago, Chicago Midway International Airport (MDW)
Wed, 16 sep
16 154 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Wed, 16 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Wed, 16 sep
12 135 ₹
Southwest Airlines
WN 2414
17:25
New York, LaGuardia Airport (LGA)
Wed, 16 sep
2h 20min
Direct
19:45
Chicago, Chicago Midway International Airport (MDW)
Wed, 16 sep
7 583 ₹
Southwest Airlines
WN 2714
01:35
New York, LaGuardia Airport (LGA)
Thu, 17 sep
2h 20min
Direct
03:55
Chicago, Chicago Midway International Airport (MDW)
Thu, 17 sep
7 936 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Thu, 17 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Thu, 17 sep
15 234 ₹
Southwest Airlines
WN 2412
11:25
New York, LaGuardia Airport (LGA)
Thu, 17 sep
2h 20min
Direct
13:45
Chicago, Chicago Midway International Airport (MDW)
Thu, 17 sep
10 992 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Fri, 18 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Fri, 18 sep
10 682 ₹
Southwest Airlines
WN 4003
19:00
New York, LaGuardia Airport (LGA)
Fri, 18 sep
5h 45min
1 stop
00:45
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep +1
12 793 ₹
Southwest Airlines
WN 4889
00:55
New York, LaGuardia Airport (LGA)
Sat, 19 sep
2h 25min
Direct
03:20
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
10 279 ₹
Southwest Airlines
WN 4240
01:05
New York, LaGuardia Airport (LGA)
Sat, 19 sep
13h 15min
1 stop
14:20
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
15 801 ₹
Southwest Airlines
WN 2412
11:35
New York, LaGuardia Airport (LGA)
Sat, 19 sep
2h 20min
Direct
13:55
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
7 583 ₹
Southwest Airlines
WN 2413
13:40
New York, LaGuardia Airport (LGA)
Sat, 19 sep
2h 25min
Direct
16:05
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
10 441 ₹
Southwest Airlines
WN 2414
18:00
New York, LaGuardia Airport (LGA)
Sat, 19 sep
2h 20min
Direct
20:20
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
13 918 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Sun, 20 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Sun, 20 sep
17 808 ₹
Southwest Airlines
WN 2412
11:20
New York, LaGuardia Airport (LGA)
Sun, 20 sep
2h 20min
Direct
13:40
Chicago, Chicago Midway International Airport (MDW)
Sun, 20 sep
10 441 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Mon, 21 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Mon, 21 sep
14 967 ₹
Southwest Airlines
WN 4889
00:55
New York, LaGuardia Airport (LGA)
Tue, 22 sep
2h 25min
Direct
03:20
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep
16 713 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Tue, 22 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep
7 703 ₹
Southwest Airlines
WN 4741
21:40
New York, LaGuardia Airport (LGA)
Tue, 22 sep
2h 30min
Direct
00:10
Chicago, Chicago Midway International Airport (MDW)
Wed, 23 sep +1
7 585 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Wed, 23 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Wed, 23 sep
7 638 ₹
Southwest Airlines
WN 3058
20:10
New York, LaGuardia Airport (LGA)
Wed, 23 sep
2h 30min
Direct
22:40
Chicago, Chicago Midway International Airport (MDW)
Wed, 23 sep
10 523 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Thu, 24 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Thu, 24 sep
12 356 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Fri, 25 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Fri, 25 sep
13 815 ₹
Southwest Airlines
WN 4889
00:55
New York, LaGuardia Airport (LGA)
Sat, 26 sep
2h 25min
Direct
03:20
Chicago, Chicago Midway International Airport (MDW)
Sat, 26 sep
10 845 ₹
Southwest Airlines
WN 4741
21:50
New York, LaGuardia Airport (LGA)
Sat, 26 sep
2h 30min
Direct
00:20
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 sep +1
12 017 ₹
Southwest Airlines
WN 2411
10:00
New York, LaGuardia Airport (LGA)
Sun, 27 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 sep
14 004 ₹
Southwest Airlines
WN 4889
00:55
New York, LaGuardia Airport (LGA)
Tue, 29 sep
2h 25min
Direct
03:20
Chicago, Chicago Midway International Airport (MDW)
Tue, 29 sep
12 563 ₹
Southwest Airlines
WN 2411 Best price
10:00
New York, LaGuardia Airport (LGA)
Tue, 29 sep
2h 15min
Direct
12:15
Chicago, Chicago Midway International Airport (MDW)
Tue, 29 sep
7 217 ₹
Southwest Airlines
WN 2414
17:25
New York, LaGuardia Airport (LGA)
Tue, 29 sep
2h 20min
Direct
19:45
Chicago, Chicago Midway International Airport (MDW)
Tue, 29 sep
7 607 ₹
Southwest Airlines
WN 2714
01:35
New York, LaGuardia Airport (LGA)
Wed, 30 sep
2h 20min
Direct
03:55
Chicago, Chicago Midway International Airport (MDW)
Wed, 30 sep
7 695 ₹
Southwest Airlines
WN 2542
14:55
New York, LaGuardia Airport (LGA)
Thu, 1 oct
2h 20min
Direct
17:15
Chicago, Chicago Midway International Airport (MDW)
Thu, 1 oct
7 791 ₹
Southwest Airlines
WN 2509
13:25
New York, LaGuardia Airport (LGA)
Sat, 3 oct
2h 30min
Direct
15:55
Chicago, Chicago Midway International Airport (MDW)
Sat, 3 oct
10 816 ₹
Southwest Airlines
WN 2913
10:00
New York, LaGuardia Airport (LGA)
Sun, 4 oct
2h 30min
Direct
12:30
Chicago, Chicago Midway International Airport (MDW)
Sun, 4 oct
14 132 ₹
Southwest Airlines
WN 494
01:00
New York, LaGuardia Airport (LGA)
Tue, 6 oct
2h 20min
Direct
03:20
Chicago, Chicago Midway International Airport (MDW)
Tue, 6 oct
11 508 ₹
Southwest Airlines
WN 2544
19:25
New York, LaGuardia Airport (LGA)
Tue, 6 oct
2h 20min
Direct
21:45
Chicago, Chicago Midway International Airport (MDW)
Tue, 6 oct
13 416 ₹
Southwest Airlines
WN 4430
10:00
New York, LaGuardia Airport (LGA)
Wed, 7 oct
2h 30min
Direct
12:30
Chicago, Chicago Midway International Airport (MDW)
Wed, 7 oct
7 682 ₹
Southwest Airlines
WN 2542
14:40
New York, LaGuardia Airport (LGA)
Wed, 7 oct
2h 20min
Direct
17:00
Chicago, Chicago Midway International Airport (MDW)
Wed, 7 oct
11 387 ₹
Southwest Airlines
WN 2544
19:25
New York, LaGuardia Airport (LGA)
Wed, 7 oct
2h 20min
Direct
21:45
Chicago, Chicago Midway International Airport (MDW)
Wed, 7 oct
11 526 ₹
Southwest Airlines
WN 2546
01:05
New York, LaGuardia Airport (LGA)
Thu, 8 oct
2h 20min
Direct
03:25
Chicago, Chicago Midway International Airport (MDW)
Thu, 8 oct
7 558 ₹
Southwest Airlines
WN 2550
16:05
New York, LaGuardia Airport (LGA)
Thu, 8 oct
8h 10min
1 stop
00:15
Chicago, Chicago Midway International Airport (MDW)
Fri, 9 oct +1
12 077 ₹
Southwest Airlines
WN 1163
20:20
New York, LaGuardia Airport (LGA)
Thu, 8 oct
6h 40min
1 stop
03:00
Chicago, Chicago Midway International Airport (MDW)
Fri, 9 oct +1
13 069 ₹
Southwest Airlines
WN 1163
20:20
New York, LaGuardia Airport (LGA)
Fri, 9 oct
6h 40min
1 stop
03:00
Chicago, Chicago Midway International Airport (MDW)
Sat, 10 oct +1
13 040 ₹

Low price calendar

September 2026
Price chart (September 2026)
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Popular Southwest Airlines flights New York – Chicago Midway International Airport

All →
Flight Departure days Price from
WN2411 MonTueWedThuFriSun ₹7 217
WN2546 WedThu ₹7 558
WN2414 TueWedSat ₹7 583
WN2412 ThuSatSun ₹7 583
WN487 Tue ₹7 583
WN4741 TueSat ₹7 585
WN4430 TueWedThu ₹7 682
WN2714 WedThu ₹7 695
WN2542 WedThuFri ₹7 791
WN120 MonTueWedThuFri ₹7 841

Popular destinations from New York

All →
NYC
New York — Orlando
United States → United States
ORL
from
₹1 694
NYC
New York — Atlanta
United States → United States
ATL
from
₹1 947
NYC
New York — Cleveland
United States → United States
CLE
from
₹2 079
NYC
New York — Chicago
United States → United States
CHI
from
₹2 143
NYC
New York — Dallas
United States → United States
DFW
from
₹2 473
NYC
New York — Miami
United States → United States
MIA
from
₹2 549
NYC
New York — Fort Lauderdale
United States → United States
FLL
from
₹2 559
NYC
New York — Detroit
United States → United States
DTT
from
₹2 724

Popular destinations to Chicago Midway International Airport

All →
ATL
Atlanta — Chicago
United States → United States
MDW
from
₹3 523
FLL
Fort Lauderdale — Chicago
United States → United States
MDW
from
₹5 220
HOU
Houston — Chicago
United States → United States
MDW
from
₹5 733
DFW
Dallas — Chicago
United States → United States
MDW
from
₹6 731
PHL
Philadelphia — Chicago
United States → United States
MDW
from
₹6 775
TPA
Tampa — Chicago
United States → United States
MDW
from
₹7 062
MIA
Miami — Chicago
United States → United States
MDW
from
₹7 212
DEN
Denver — Chicago
United States → United States
MDW
from
₹7 323

Flight statistics New York – Chicago Midway International Airport, Southwest Airlines

We gathered interesting facts about the flight for you

Cheapest flight

WN 2411

₹7 217

Fastest flight

WN 2411

2h 15min

Average time

3h 15min

Distance

4 352 km

Passenger reviews

No reviews for this route yet

Other airlines New York – Chicago Midway International Airport

Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
₹8 334

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

₹862

Buy

change

2 GB

data

15

days

₹1197

Buy

change

5 GB

data

30

days

₹1340

Buy

change

3 GB

data

30

days

₹1532

Buy

change

5 GB

data

30

days

₹2154

Buy

Frequently Asked Questions

The cheapest Southwest Airlines ticket New York – Chicago Midway International Airport costs ₹7 513, flight WN2411, departing at 10:00.
The fastest Southwest Airlines flight New York – Chicago Midway International Airport takes 2h 15min, flight WN2411, departing at 10:00.
The earliest Southwest Airlines flight New York – Chicago Midway International Airport (WN3039) departs at 10:00.