Cheap flights New York to Chicago Midway International Airport

From

To

Depart

Return

Passengers

1 passenger, economy

Cheap flights New York to Chicago Midway International Airport

Compare prices, duration and stops

Filters

Stops

Direct only 1 stop

Price

66 € 175 € 175 €

Airlines

Allegiant Air Frontier Airlines 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

69 €

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

95 €

F9 4601

15:35

New York, Newark Liberty International Airport (EWR)

Sat, 19 sep

7h 16min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Sat, 19 sep

122 €

F9 4731

17:00

New York, John F. Kennedy International Airport (JFK)

Sat, 19 sep

5h 51min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Sat, 19 sep

108 €

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

127 €

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

162 €

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

95 €

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

136 €

F9 3287

10:15

New York, LaGuardia Airport (LGA)

Mon, 21 sep

12h 36min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Mon, 21 sep

126 €

F9 4601 🔥 Hot deal

15:35

New York, Newark Liberty International Airport (EWR)

Mon, 21 sep

7h 16min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Mon, 21 sep

114 €

F9 4731

17:00

New York, John F. Kennedy International Airport (JFK)

Mon, 21 sep

5h 51min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Mon, 21 sep

121 €

F9 3453

20:55

New York, LaGuardia Airport (LGA)

Mon, 21 sep

7h 49min

1 stop

04:44

Chicago, Chicago Midway International Airport (MDW)

Tue, 22 sep +1

138 €

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

152 €

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

70 €

F9 4601 🔥 Hot deal

15:35

New York, Newark Liberty International Airport (EWR)

Tue, 22 sep

7h 11min

1 stop

22:46

Chicago, Chicago Midway International Airport (MDW)

Tue, 22 sep

114 €

F9 4731

17:00

New York, John F. Kennedy International Airport (JFK)

Tue, 22 sep

5h 46min

1 stop

22:46

Chicago, Chicago Midway International Airport (MDW)

Tue, 22 sep

104 €

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

69 €

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

70 €

F9 4601

15:35

New York, Newark Liberty International Airport (EWR)

Wed, 23 sep

7h 16min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Wed, 23 sep

123 €

F9 4731

17:00

New York, John F. Kennedy International Airport (JFK)

Wed, 23 sep

5h 51min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Wed, 23 sep

101 €

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

96 €

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

113 €

F9 3287

10:15

New York, LaGuardia Airport (LGA)

Thu, 24 sep

12h 31min

1 stop

22:46

Chicago, Chicago Midway International Airport (MDW)

Thu, 24 sep

110 €

F9 4601

15:35

New York, Newark Liberty International Airport (EWR)

Thu, 24 sep

7h 11min

1 stop

22:46

Chicago, Chicago Midway International Airport (MDW)

Thu, 24 sep

111 €

F9 4731

17:00

New York, John F. Kennedy International Airport (JFK)

Thu, 24 sep

5h 46min

1 stop

22:46

Chicago, Chicago Midway International Airport (MDW)

Thu, 24 sep

103 €

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

126 €

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

99 €

F9 3287

10:15

New York, LaGuardia Airport (LGA)

Sat, 26 sep

12h 36min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Sat, 26 sep

126 €

WN 2412

11:35

New York, LaGuardia Airport (LGA)

Sat, 26 sep

2h 20min

Direct

13:55

Chicago, Chicago Midway International Airport (MDW)

Sat, 26 sep

132 €

F9 4731

17:00

New York, John F. Kennedy International Airport (JFK)

Sat, 26 sep

5h 51min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Sat, 26 sep

107 €

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

133 €

F9 1659

09:55

New York, Newark Liberty International Airport (EWR)

Sun, 27 sep

42h 49min

2 stops

04:44

Chicago, Chicago Midway International Airport (MDW)

Tue, 29 sep +1

137 €

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

128 €

F9 4601

15:35

New York, Newark Liberty International Airport (EWR)

Sun, 27 sep

7h 11min

1 stop

22:46

Chicago, Chicago Midway International Airport (MDW)

Sun, 27 sep

84 €

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

114 €

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

66 €

F9 4601

15:35

New York, Newark Liberty International Airport (EWR)

Tue, 29 sep

7h 11min

1 stop

22:46

Chicago, Chicago Midway International Airport (MDW)

Tue, 29 sep

117 €

F9 4731

17:00

New York, John F. Kennedy International Airport (JFK)

Tue, 29 sep

5h 46min

1 stop

22:46

Chicago, Chicago Midway International Airport (MDW)

Tue, 29 sep

104 €

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

69 €

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

70 €

F9 4601

15:35

New York, Newark Liberty International Airport (EWR)

Wed, 30 sep

7h 16min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Wed, 30 sep

112 €

F9 4731

17:00

New York, John F. Kennedy International Airport (JFK)

Wed, 30 sep

5h 51min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Wed, 30 sep

104 €

WN 2714

01:35

New York, LaGuardia Airport (LGA)

Thu, 1 oct

2h 20min

Direct

03:55

Chicago, Chicago Midway International Airport (MDW)

Thu, 1 oct

118 €

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

71 €

F9 4601

15:35

New York, Newark Liberty International Airport (EWR)

Thu, 1 oct

7h 11min

1 stop

22:46

Chicago, Chicago Midway International Airport (MDW)

Thu, 1 oct

82 €

F9 3453

20:55

New York, LaGuardia Airport (LGA)

Thu, 1 oct

7h 49min

1 stop

04:44

Chicago, Chicago Midway International Airport (MDW)

Fri, 2 oct +1

120 €

F9 4601

15:35

New York, Newark Liberty International Airport (EWR)

Fri, 2 oct

7h 16min

1 stop

22:51

Chicago, Chicago Midway International Airport (MDW)

Fri, 2 oct

118 €

F9 3453

20:55

New York, LaGuardia Airport (LGA)

Fri, 2 oct

7h 49min

1 stop

04:44

Chicago, Chicago Midway International Airport (MDW)

Sat, 3 oct +1

110 €

WN 2912

10:15

New York, LaGuardia Airport (LGA)

Sat, 3 oct

2h 30min

Direct

12:45

Chicago, Chicago Midway International Airport (MDW)

Sat, 3 oct

133 €

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

98 €

Low price calendar

September 2026

Price chart (September 2026)

min: 66 € · max: 123 €

Mon

Tue

Wed

Thu

Fri

Sat

Sun

1

placeholder

no data

2

placeholder

no data

3

placeholder

no data

4

placeholder

no data

5

placeholder

no data

6

placeholder

no data

7

placeholder

no data

8

placeholder

no data

9

placeholder

no data

10

placeholder

no data

11

placeholder

no data

12

placeholder

no data

13

placeholder

no data

14

placeholder

no data

15

placeholder

no data

16

placeholder

no data

17

placeholder

no data

18

placeholder

no data

19

placeholder

95 €

20

placeholder

95 €

21

placeholder

121 €

22

placeholder

123 €

23

placeholder

96 €

24

placeholder

111 €

25

placeholder

no data

26

placeholder

99 €

27

Good deal

84 €

28

placeholder

no data

29

Good deal

66 €

30

placeholder

112 €

Cheap flights New York to Chicago Midway International Airport

Southwest Airlines

Mon, Tue, Wed, Thu, Fri, Sat, Sun

Price from

66 €

Frontier Airlines

Mon, Tue, Wed, Thu, Fri, Sat, Sun

Price from

79 €

Popular destinations from New York

All →

NYC

New York — Orlando

United States → United States

ORL

from

15 €

NYC

New York — Atlanta

United States → United States

ATL

from

18 €

NYC

New York — Cleveland

United States → United States

CLE

from

19 €

NYC

New York — Chicago

United States → United States

CHI

from

20 €

NYC

New York — Dallas

United States → United States

DFW

from

23 €

NYC

New York — Miami

United States → United States

MIA

from

23 €

NYC

New York — Fort Lauderdale

United States → United States

FLL

from

23 €

NYC

New York — Detroit

United States → United States

DTT

from

25 €

Popular destinations to Chicago Midway International Airport

All →

ATL

Atlanta — Chicago

United States → United States

MDW

from

32 €

FLL

Fort Lauderdale — Chicago

United States → United States

MDW

from

48 €

HOU

Houston — Chicago

United States → United States

MDW

from

52 €

DFW

Dallas — Chicago

United States → United States

MDW

from

61 €

PHL

Philadelphia — Chicago

United States → United States

MDW

from

62 €

ORL

Orlando — Chicago

United States → United States

MDW

from

63 €

TPA

Tampa — Chicago

United States → United States

MDW

from

64 €

MIA

Miami — Chicago

United States → United States

MDW

from

66 €

Cheap flights New York to Chicago Midway International Airport

Interesting facts about the route

Flight time

2h 40min

Distance

1 163 km

Average price

114 €

Most frequent flight

WN 2411

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

change

3 GB

data

30

days

€8

change

2 GB

data

15

days

€11

change

5 GB

data

30

days

€12

change

3 GB

data

30

days

€14

change

5 GB

data

30

days

€20

Frequently Asked Questions

The average ticket price New York Chicago Midway International Airport is €114. The cheapest ticket costs €69, operated by Southwest Airlines, flight 2412, departing New York on 19 September at 11:35, arriving Chicago Midway International Airport on 19 September at 13:55.

The average flight time is 2 hours 25 minutes.The fastest flight takes 2 hours 15 minutes, flight 2411operated by Southwest Airlines, departing New York on 20 September at 10:00, arriving Chicago Midway International Airport on 20 September at 12:15.

Flights on the New York - Chicago Midway International Airport route are operated by the following airlines: Frontier Airlines, Southwest Airlines.

The distance from New York to Chicago Midway International Airport is 1163 km.