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Cheap flights Chicago to New York

1 passenger, economy

Cheap flights Chicago to New York

Compare prices, duration and stops

American Airlines
AA 699
11:29
Chicago, O'Hare International Airport (ORD)
Sat, 12 sep
2h 20min
Direct
13:49
New York, Newark Liberty International Airport (EWR)
Sat, 12 sep
138 S$
Jetblue Airways
B6 906
12:00
Chicago, O'Hare International Airport (ORD)
Sat, 12 sep
2h 27min
Direct
14:27
New York, John F. Kennedy International Airport (JFK)
Sat, 12 sep
158 S$
Jetblue Airways
B6 1006
15:59
Chicago, O'Hare International Airport (ORD)
Sat, 12 sep
2h 21min
Direct
18:20
New York, John F. Kennedy International Airport (JFK)
Sat, 12 sep
100 S$
Southwest Airlines
WN 4797
17:10
Chicago, Chicago Midway International Airport (MDW)
Sat, 12 sep
2h 10min
Direct
19:20
New York, LaGuardia Airport (LGA)
Sat, 12 sep
98 S$
American Airlines
AA 3163
17:47
Chicago, O'Hare International Airport (ORD)
Sat, 12 sep
2h 17min
Direct
20:04
New York, LaGuardia Airport (LGA)
Sat, 12 sep
104 S$
Frontier Airlines
F9 3044
20:50
Chicago, O'Hare International Airport (ORD)
Sat, 12 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Sun, 13 sep +1
176 S$
American Airlines
AA 2723
11:59
Chicago, O'Hare International Airport (ORD)
Sun, 13 sep
2h 11min
Direct
14:10
New York, LaGuardia Airport (LGA)
Sun, 13 sep
138 S$
Frontier Airlines
F9 3044
20:50
Chicago, O'Hare International Airport (ORD)
Sun, 13 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Mon, 14 sep +1
153 S$
Southwest Airlines
WN 3948
10:00
Chicago, Chicago Midway International Airport (MDW)
Mon, 14 sep
2h
Direct
12:00
New York, LaGuardia Airport (LGA)
Mon, 14 sep
134 S$
Jetblue Airways
B6 906
12:00
Chicago, O'Hare International Airport (ORD)
Mon, 14 sep
2h 27min
Direct
14:27
New York, John F. Kennedy International Airport (JFK)
Mon, 14 sep
178 S$
Frontier Airlines
F9 1596
15:26
Chicago, O'Hare International Airport (ORD)
Mon, 14 sep
9h 58min
1 stop
01:24
New York, Newark Liberty International Airport (EWR)
Tue, 15 sep +1
141 S$
Frontier Airlines
F9 3044 🔥 Hot deal
20:50
Chicago, O'Hare International Airport (ORD)
Mon, 14 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Tue, 15 sep +1
155 S$
Frontier Airlines
F9 3044 🔥 Hot deal
20:50
Chicago, O'Hare International Airport (ORD)
Tue, 15 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Wed, 16 sep +1
166 S$
American Airlines
AA 2549
01:38
Chicago, O'Hare International Airport (ORD)
Wed, 16 sep
2h 21min
Direct
03:59
New York, Newark Liberty International Airport (EWR)
Wed, 16 sep
137 S$
Frontier Airlines
F9 3044
20:50
Chicago, O'Hare International Airport (ORD)
Wed, 16 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Thu, 17 sep +1
155 S$
Frontier Airlines
F9 3044 🔥 Hot deal
20:50
Chicago, O'Hare International Airport (ORD)
Thu, 17 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Fri, 18 sep +1
99 S$
Jetblue Airways
B6 864
20:00
Chicago, O'Hare International Airport (ORD)
Fri, 18 sep
7h 9min
1 stop
03:09
New York, LaGuardia Airport (LGA)
Sat, 19 sep +1
141 S$
Frontier Airlines
F9 3044
20:50
Chicago, O'Hare International Airport (ORD)
Fri, 18 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Sat, 19 sep +1
165 S$
Frontier Airlines
F9 1596
11:20
Chicago, O'Hare International Airport (ORD)
Sat, 19 sep
8h 40min
1 stop
20:00
New York, LaGuardia Airport (LGA)
Sat, 19 sep
154 S$
Frontier Airlines
F9 2292
11:25
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
8h 35min
1 stop
20:00
New York, LaGuardia Airport (LGA)
Sat, 19 sep
147 S$
American Airlines
AA 699
11:29
Chicago, O'Hare International Airport (ORD)
Sat, 19 sep
2h 20min
Direct
13:49
New York, Newark Liberty International Airport (EWR)
Sat, 19 sep
137 S$
Southwest Airlines
WN 269
14:35
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
2h 5min
Direct
16:40
New York, LaGuardia Airport (LGA)
Sat, 19 sep
186 S$
Southwest Airlines
WN 4797
17:10
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
2h 10min
Direct
19:20
New York, LaGuardia Airport (LGA)
Sat, 19 sep
100 S$
United Airlines
UA 614
20:00
Chicago, O'Hare International Airport (ORD)
Sat, 19 sep
2h 25min
Direct
22:25
New York, LaGuardia Airport (LGA)
Sat, 19 sep
118 S$
Frontier Airlines
F9 3044
20:50
Chicago, O'Hare International Airport (ORD)
Sat, 19 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Sun, 20 sep +1
178 S$
Southwest Airlines
WN 3183
10:25
Chicago, Chicago Midway International Airport (MDW)
Sun, 20 sep
2h
Direct
12:25
New York, LaGuardia Airport (LGA)
Sun, 20 sep
151 S$
Southwest Airlines
WN 3948
10:00
Chicago, Chicago Midway International Airport (MDW)
Mon, 21 sep
2h
Direct
12:00
New York, LaGuardia Airport (LGA)
Mon, 21 sep
165 S$
Frontier Airlines
F9 3044
20:50
Chicago, O'Hare International Airport (ORD)
Mon, 21 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Tue, 22 sep +1
168 S$
American Airlines
AA 2416
15:11
Chicago, O'Hare International Airport (ORD)
Tue, 22 sep
2h 19min
Direct
17:30
New York, Newark Liberty International Airport (EWR)
Tue, 22 sep
139 S$
Jetblue Airways
B6 1006 🔥 Hot deal Best price
15:59
Chicago, O'Hare International Airport (ORD)
Tue, 22 sep
2h 21min
Direct
18:20
New York, John F. Kennedy International Airport (JFK)
Tue, 22 sep
94 S$
Frontier Airlines
F9 3044
20:50
Chicago, O'Hare International Airport (ORD)
Tue, 22 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Wed, 23 sep +1
162 S$
Southwest Airlines
WN 4236
22:45
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep
2h 10min
Direct
00:55
New York, LaGuardia Airport (LGA)
Wed, 23 sep +1
98 S$
Frontier Airlines
F9 1596
11:20
Chicago, O'Hare International Airport (ORD)
Wed, 23 sep
8h 40min
1 stop
20:00
New York, LaGuardia Airport (LGA)
Wed, 23 sep
148 S$
American Airlines
AA 2416
15:11
Chicago, O'Hare International Airport (ORD)
Wed, 23 sep
2h 19min
Direct
17:30
New York, Newark Liberty International Airport (EWR)
Wed, 23 sep
99 S$
Frontier Airlines
F9 3044
20:50
Chicago, O'Hare International Airport (ORD)
Wed, 23 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Thu, 24 sep +1
143 S$
United Airlines
UA 2759
10:00
Chicago, O'Hare International Airport (ORD)
Thu, 24 sep
2h 12min
Direct
12:12
New York, Newark Liberty International Airport (EWR)
Thu, 24 sep
116 S$
Frontier Airlines
F9 2292
11:25
Chicago, Chicago Midway International Airport (MDW)
Thu, 24 sep
8h 35min
1 stop
20:00
New York, LaGuardia Airport (LGA)
Thu, 24 sep
154 S$
Frontier Airlines
F9 1596
15:26
Chicago, O'Hare International Airport (ORD)
Thu, 24 sep
9h 58min
1 stop
01:24
New York, Newark Liberty International Airport (EWR)
Fri, 25 sep +1
181 S$
Jetblue Airways
B6 1006
15:59
Chicago, O'Hare International Airport (ORD)
Thu, 24 sep
2h 21min
Direct
18:20
New York, John F. Kennedy International Airport (JFK)
Thu, 24 sep
99 S$
Frontier Airlines
F9 2792
16:15
Chicago, O'Hare International Airport (ORD)
Thu, 24 sep
12h 46min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Fri, 25 sep +1
123 S$
Frontier Airlines
F9 3044
20:50
Chicago, O'Hare International Airport (ORD)
Thu, 24 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Fri, 25 sep +1
177 S$
Frontier Airlines
F9 3044
20:50
Chicago, O'Hare International Airport (ORD)
Fri, 25 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Sat, 26 sep +1
182 S$
Southwest Airlines
WN 487
00:50
Chicago, Chicago Midway International Airport (MDW)
Sat, 26 sep
2h 5min
Direct
02:55
New York, LaGuardia Airport (LGA)
Sat, 26 sep
139 S$
Southwest Airlines
WN 4198
11:00
Chicago, Chicago Midway International Airport (MDW)
Sat, 26 sep
2h
Direct
13:00
New York, LaGuardia Airport (LGA)
Sat, 26 sep
161 S$
Jetblue Airways
B6 906
12:00
Chicago, O'Hare International Airport (ORD)
Sat, 26 sep
2h 27min
Direct
14:27
New York, John F. Kennedy International Airport (JFK)
Sat, 26 sep
100 S$
Jetblue Airways
B6 864
20:00
Chicago, O'Hare International Airport (ORD)
Sat, 26 sep
7h 9min
1 stop
03:09
New York, LaGuardia Airport (LGA)
Sun, 27 sep +1
158 S$
Frontier Airlines
F9 3044
20:50
Chicago, O'Hare International Airport (ORD)
Sat, 26 sep
8h 11min
1 stop
05:01
New York, Newark Liberty International Airport (EWR)
Sun, 27 sep +1
173 S$
Southwest Airlines
WN 3183
10:25
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 sep
2h
Direct
12:25
New York, LaGuardia Airport (LGA)
Sun, 27 sep
181 S$
American Airlines
AA 2723
11:59
Chicago, O'Hare International Airport (ORD)
Sun, 27 sep
2h 11min
Direct
14:10
New York, LaGuardia Airport (LGA)
Sun, 27 sep
180 S$
Jetblue Airways
B6 906
12:00
Chicago, O'Hare International Airport (ORD)
Mon, 28 sep
2h 27min
Direct
14:27
New York, John F. Kennedy International Airport (JFK)
Mon, 28 sep
99 S$

Low price calendar

September 2026
Price chart (September 2026)
min: 107 S$ · max: 177 S$
01.09.2026 — no data 02.09.2026 — no data 03.09.2026 — no data 04.09.2026 — no data 05.09.2026 — no data 06.09.2026 — no data 07.09.2026 — no data 08.09.2026 — no data 09.09.2026 — no data 10.09.2026 — no data 11.09.2026 — no data 12.09.2026 — 138 S$ 13.09.2026 — 107 S$ 14.09.2026 — 134 S$ 15.09.2026 — 166 S$ 16.09.2026 — 155 S$ 17.09.2026 — 167 S$ 18.09.2026 — 165 S$ 19.09.2026 — 137 S$ 20.09.2026 — 151 S$ 21.09.2026 — 168 S$ 22.09.2026 — 162 S$ 23.09.2026 — 143 S$ 24.09.2026 — 177 S$ 25.09.2026 — 150 S$ 26.09.2026 — 173 S$ 27.09.2026 — 144 S$ 28.09.2026 — 173 S$ 29.09.2026 — 162 S$ 30.09.2026 — 131 S$ 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Mon
Tue
Wed
Thu
Fri
Sat
Sun
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138 S$
13
Good deal
107 S$
14
Good deal
134 S$
15
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166 S$
16
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155 S$
17
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167 S$
18
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165 S$
19
Good deal
137 S$
20
placeholder
151 S$
21
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168 S$
22
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162 S$
23
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143 S$
24
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177 S$
25
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150 S$
26
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173 S$
27
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144 S$
28
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173 S$
29
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162 S$
30
Good deal
131 S$

Cheap flights Chicago to New York

Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
S$108
Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
S$127
American Airlines
American Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
S$137
Jetblue Airways
Jetblue Airways
Mon, Tue, Wed, Thu, Fri, Sat
Price from
S$141
United Airlines
United Airlines
Tue, Wed, Thu, Fri, Sat, Sun
Price from
S$141

Popular destinations from Chicago

All →
CHI
Chicago — Orlando
United States → United States
ORL
from
S$27
CHI
Chicago — Orlando
United States → United States
MCO
from
S$27
CHI
Chicago — Atlanta
United States → United States
ATL
from
S$28
CHI
Chicago — Houston
United States → United States
IAH
from
S$28
CHI
Chicago — Houston
United States → United States
HOU
from
S$28
CHI
Chicago — Denver
United States → United States
DEN
from
S$30
CHI
Chicago — Fort Lauderdale
United States → United States
FLL
from
S$31
CHI
Chicago — Miami
United States → United States
MIA
from
S$31

Popular destinations to New York

All →
ORL
Orlando — New York
United States → United States
NYC
from
S$23
ATL
Atlanta — New York
United States → United States
NYC
from
S$28
FLL
Fort Lauderdale — New York
United States → United States
NYC
from
S$37
MIA
Miami — New York
United States → United States
NYC
from
S$44
DFW
Dallas — New York
United States → United States
NYC
from
S$70
TPA
Tampa — New York
United States → United States
NYC
from
S$71
RDU
Raleigh — New York
United States → United States
NYC
from
S$79
LAX
Los Angeles — New York
United States → United States
NYC
from
S$88

Cheap flights Chicago to New York

Interesting facts about the route

Flight time

2h 25min

Distance

1 153 km

Average price

S$154

Most frequent flight

F9 3044

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

S$11

Buy

change

2 GB

data

15

days

S$16

Buy

change

5 GB

data

30

days

S$18

Buy

change

3 GB

data

30

days

S$20

Buy

change

5 GB

data

30

days

S$29

Buy

Frequently Asked Questions

The average ticket price Chicago New York is S$154. The cheapest ticket costs S$98, operated by Southwest Airlines, flight 4797, departing Chicago on 12 September at 17:10, arriving New York on 12 September at 19:20.
The average flight time is 2 hours 21 minutes. The fastest flight takes 2 hours, flight 3948 operated by Southwest Airlines, departing Chicago on 14 September at 10:00, arriving New York on 14 September at 12:00.
Flights on the Chicago - New York route are operated by the following airlines: American Airlines, Jetblue Airways, Frontier Airlines, United Airlines, Southwest Airlines.
The distance from Chicago to New York is 1153 km.