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Cheap flights Philadelphia (Philadelphia International) to Chicago Midway International Airport

1 passenger, economy

Cheap flights Philadelphia to Chicago Midway International Airport

Compare prices, duration and stops

Frontier Airlines
F9 3985 🔥 Hot deal
10:00
Philadelphia, Philadelphia International (PHL)
Sat, 12 sep
6h 59min
1 stop
16:59
Chicago, Чикаго-Мидвей (MDW)
Sat, 12 sep
123 $
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Sat, 12 sep
6h 11min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Sat, 12 sep
159 $
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Sun, 13 sep
6h 59min
1 stop
16:59
Chicago, Чикаго-Мидвей (MDW)
Sun, 13 sep
159 $
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Mon, 14 sep
6h 59min
1 stop
16:59
Chicago, Чикаго-Мидвей (MDW)
Mon, 14 sep
150 $
Frontier Airlines
F9 1147
21:32
Philadelphia, Philadelphia International (PHL)
Mon, 14 sep
7h 12min
1 stop
04:44
Chicago, Чикаго-Мидвей (MDW)
Tue, 15 sep +1
149 $
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Tue, 15 sep
6h 6min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Tue, 15 sep
146 $
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Wed, 16 sep
6h 11min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Wed, 16 sep
150 $
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Thu, 17 sep
6h 6min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Thu, 17 sep
153 $
Frontier Airlines
F9 1147
21:32
Philadelphia, Philadelphia International (PHL)
Fri, 18 sep
7h 12min
1 stop
04:44
Chicago, Чикаго-Мидвей (MDW)
Sat, 19 sep +1
116 $
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Sat, 19 sep
6h 59min
1 stop
16:59
Chicago, Чикаго-Мидвей (MDW)
Sat, 19 sep
143 $
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Sun, 20 sep
6h 59min
1 stop
16:59
Chicago, Чикаго-Мидвей (MDW)
Sun, 20 sep
169 $
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Mon, 21 sep
6h 11min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Mon, 21 sep
99 $
Frontier Airlines
F9 1147
21:40
Philadelphia, Philadelphia International (PHL)
Mon, 21 sep
7h 4min
1 stop
04:44
Chicago, Чикаго-Мидвей (MDW)
Tue, 22 sep +1
164 $
Frontier Airlines
F9 1101 🔥 Hot deal
16:40
Philadelphia, Philadelphia International (PHL)
Wed, 23 sep
6h 11min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Wed, 23 sep
113 $
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Thu, 24 sep
6h 59min
1 stop
16:59
Chicago, Чикаго-Мидвей (MDW)
Thu, 24 sep
128 $
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Sat, 26 sep
6h 11min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Sat, 26 sep
128 $
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Tue, 29 sep
6h 6min
1 stop
22:46
Chicago, Чикаго-Мидвей (MDW)
Tue, 29 sep
117 $
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Wed, 30 sep
6h 11min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Wed, 30 sep
105 $
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Thu, 1 oct
6h 59min
1 stop
16:59
Chicago, Чикаго-Мидвей (MDW)
Thu, 1 oct
121 $
Frontier Airlines
F9 1147
21:32
Philadelphia, Philadelphia International (PHL)
Thu, 1 oct
7h 12min
1 stop
04:44
Chicago, Чикаго-Мидвей (MDW)
Fri, 2 oct +1
130 $
Frontier Airlines
F9 1101 Best price
16:40
Philadelphia, Philadelphia International (PHL)
Sat, 3 oct
6h 11min
1 stop
22:51
Chicago, Чикаго-Мидвей (MDW)
Sat, 3 oct
98 $
Frontier Airlines
F9 2297
12:30
Philadelphia, Philadelphia International (PHL)
Thu, 8 oct
10h 15min
1 stop
22:45
Chicago, Чикаго-Мидвей (MDW)
Thu, 8 oct
130 $
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Tue, 13 oct
9h 35min
1 stop
19:35
Chicago, Чикаго-Мидвей (MDW)
Tue, 13 oct
119 $
Southwest Airlines
WN 3372
12:25
Philadelphia, Philadelphia International (PHL)
Tue, 1 dec
2h 25min
Direct
14:50
Chicago, Чикаго-Мидвей (MDW)
Tue, 1 dec
125 $

Low price calendar

September 2026
Price chart (September 2026)
min: 105 $ · max: 169 $
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138 $
13
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159 $
14
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149 $
15
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146 $
16
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150 $
17
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153 $
18
Good deal
116 $
19
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143 $
20
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169 $
21
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164 $
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23
Good deal
113 $
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128 $
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128 $
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117 $
30
Good deal
105 $

Cheap flights Philadelphia to Chicago Midway International Airport

Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
$98
Southwest Airlines
Southwest Airlines
Tue
Price from
$125

Popular destinations from Philadelphia

All →
PHL
Philadelphia — Atlanta
United States → United States
ATL
from
$19
PHL
Philadelphia — Miami
United States → United States
MIA
from
$23
PHL
Philadelphia — Fort Lauderdale
United States → United States
FLL
from
$23
PHL
Philadelphia — Tampa
United States → United States
TPA
from
$26
PHL
Philadelphia — Myrtle Beach
United States → United States
MYR
from
$29
PHL
Philadelphia — Orlando
United States → United States
ORL
from
$30
PHL
Philadelphia — Tampa
United States → United States
PIE
from
$33
PHL
Philadelphia — Orlando
United States → United States
MCO
from
$44
PHL
Philadelphia — Denver
United States → United States
DEN
from
$46

Popular destinations to Chicago Midway International Airport

All →
NYC
New York — Chicago
United States → United States
MDW
from
$22
ATL
Atlanta — Chicago
United States → United States
MDW
from
$37
FLL
Fort Lauderdale — Chicago
United States → United States
MDW
from
$55
HOU
Houston — Chicago
United States → United States
MDW
from
$60
DFW
Dallas — Chicago
United States → United States
MDW
from
$70
TPA
Tampa — Chicago
United States → United States
MDW
from
$74
MIA
Miami — Chicago
United States → United States
MDW
from
$75
DEN
Denver — Chicago
United States → United States
MDW
from
$77

Cheap flights Philadelphia to Chicago Midway International Airport

Interesting facts about the route

Flight time

6h 59min

Distance

1 071 km

Average price

$130

Most frequent flight

F9 1101

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

$9

Buy

change

2 GB

data

15

days

$13

Buy

change

5 GB

data

30

days

$14

Buy

change

3 GB

data

30

days

$16

Buy

change

5 GB

data

30

days

$23

Buy

Frequently Asked Questions

The average ticket price Philadelphia Chicago Midway International Airport is $130. The cheapest ticket costs $146, operated by Frontier Airlines, flight 1101, departing Philadelphia on 15 September at 16:40, arriving Chicago Midway International Airport on 15 September at 22:46.
The average flight time is 6 hours 59 minutes. The fastest flight takes 6 hours 6 minutes, flight 1101 operated by Frontier Airlines, departing Philadelphia on 15 September at 16:40, arriving Chicago Midway International Airport on 15 September at 22:46.
Flights on the Philadelphia - Chicago Midway International Airport route are operated by the following airlines: Frontier Airlines, Southwest Airlines.
The distance from Philadelphia to Chicago Midway International Airport is 1071 km.