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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, Chicago Midway International Airport (MDW)
Sat, 12 sep
106 €
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Sat, 12 sep
6h 11min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Sat, 12 sep
136 €
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Sun, 13 sep
6h 59min
1 stop
16:59
Chicago, Chicago Midway International Airport (MDW)
Sun, 13 sep
137 €
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Mon, 14 sep
6h 59min
1 stop
16:59
Chicago, Chicago Midway International Airport (MDW)
Mon, 14 sep
129 €
Frontier Airlines
F9 1147
21:32
Philadelphia, Philadelphia International (PHL)
Mon, 14 sep
7h 12min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep +1
128 €
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Tue, 15 sep
6h 6min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep
125 €
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Wed, 16 sep
6h 11min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 16 sep
129 €
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Thu, 17 sep
6h 6min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Thu, 17 sep
132 €
Frontier Airlines
F9 1147
21:32
Philadelphia, Philadelphia International (PHL)
Fri, 18 sep
7h 12min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep +1
100 €
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Sat, 19 sep
6h 59min
1 stop
16:59
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
123 €
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Sun, 20 sep
6h 59min
1 stop
16:59
Chicago, Chicago Midway International Airport (MDW)
Sun, 20 sep
145 €
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Mon, 21 sep
6h 11min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Mon, 21 sep
85 €
Frontier Airlines
F9 1147
21:40
Philadelphia, Philadelphia International (PHL)
Mon, 21 sep
7h 4min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep +1
141 €
Frontier Airlines
F9 1101 🔥 Hot deal
16:40
Philadelphia, Philadelphia International (PHL)
Wed, 23 sep
6h 11min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 23 sep
97 €
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Thu, 24 sep
6h 59min
1 stop
16:59
Chicago, Chicago Midway International Airport (MDW)
Thu, 24 sep
111 €
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Sat, 26 sep
6h 11min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Sat, 26 sep
111 €
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Tue, 29 sep
6h 6min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 29 sep
101 €
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Wed, 30 sep
6h 11min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 30 sep
90 €
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Thu, 1 oct
6h 59min
1 stop
16:59
Chicago, Chicago Midway International Airport (MDW)
Thu, 1 oct
104 €
Frontier Airlines
F9 1147
21:32
Philadelphia, Philadelphia International (PHL)
Thu, 1 oct
7h 12min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Fri, 2 oct +1
112 €
Frontier Airlines
F9 1101 Best price
16:40
Philadelphia, Philadelphia International (PHL)
Sat, 3 oct
6h 11min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Sat, 3 oct
85 €
Frontier Airlines
F9 2297
12:30
Philadelphia, Philadelphia International (PHL)
Thu, 8 oct
10h 15min
1 stop
22:45
Chicago, Chicago Midway International Airport (MDW)
Thu, 8 oct
112 €
Frontier Airlines
F9 3985
10:00
Philadelphia, Philadelphia International (PHL)
Tue, 13 oct
9h 35min
1 stop
19:35
Chicago, Chicago Midway International Airport (MDW)
Tue, 13 oct
103 €
Southwest Airlines
WN 3372
12:25
Philadelphia, Philadelphia International (PHL)
Tue, 1 dec
2h 25min
Direct
14:50
Chicago, Chicago Midway International Airport (MDW)
Tue, 1 dec
107 €

Low price calendar

September 2026
Price chart (September 2026)
min: 90 € · max: 145 €
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Fri
Sat
Sun
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119 €
13
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137 €
14
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128 €
15
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125 €
16
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129 €
17
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132 €
18
Good deal
100 €
19
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123 €
20
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145 €
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141 €
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23
Good deal
97 €
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111 €
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111 €
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101 €
30
Good deal
90 €

Cheap flights Philadelphia to Chicago Midway International Airport

Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
€85
Southwest Airlines
Southwest Airlines
Tue
Price from
€107

Popular destinations from Philadelphia

All →
PHL
Philadelphia — Atlanta
United States → United States
ATL
from
€16
PHL
Philadelphia — Miami
United States → United States
MIA
from
€19
PHL
Philadelphia — Fort Lauderdale
United States → United States
FLL
from
€20
PHL
Philadelphia — Tampa
United States → United States
TPA
from
€23
PHL
Philadelphia — Myrtle Beach
United States → United States
MYR
from
€25
PHL
Philadelphia — Orlando
United States → United States
ORL
from
€26
PHL
Philadelphia — Tampa
United States → United States
PIE
from
€28
PHL
Philadelphia — Orlando
United States → United States
MCO
from
€38
PHL
Philadelphia — Denver
United States → United States
DEN
from
€39

Popular destinations to Chicago Midway International Airport

All →
NYC
New York — Chicago
United States → United States
MDW
from
€19
ATL
Atlanta — Chicago
United States → United States
MDW
from
€32
FLL
Fort Lauderdale — Chicago
United States → United States
MDW
from
€47
HOU
Houston — Chicago
United States → United States
MDW
from
€52
DFW
Dallas — Chicago
United States → United States
MDW
from
€61
TPA
Tampa — Chicago
United States → United States
MDW
from
€64
MIA
Miami — Chicago
United States → United States
MDW
from
€65
DEN
Denver — Chicago
United States → United States
MDW
from
€66

Cheap flights Philadelphia to Chicago Midway International Airport

Interesting facts about the route

Flight time

6h 59min

Distance

1 071 km

Average price

€112

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

€8

Buy

change

2 GB

data

15

days

€11

Buy

change

5 GB

data

30

days

€12

Buy

change

3 GB

data

30

days

€14

Buy

change

5 GB

data

30

days

€19

Buy

Frequently Asked Questions

The average ticket price Philadelphia Chicago Midway International Airport is €112. The cheapest ticket costs €125, 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.