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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 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
110 £
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
108 £
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
111 £
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
113 £
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
86 £
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
106 £
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
125 £
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
73 £
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
121 £
Frontier Airlines
F9 1101
16:40
Philadelphia, Philadelphia International (PHL)
Tue, 22 sep
6h 6min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep
113 £
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
110 £
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
95 £
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
95 £
Frontier Airlines
F9 1147
21:32
Philadelphia, Philadelphia International (PHL)
Mon, 28 sep
7h 12min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Tue, 29 sep +1
116 £
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
87 £
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
77 £
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
89 £
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
96 £
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
73 £
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
96 £
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
88 £
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
92 £

Low price calendar

September 2026
Price chart (September 2026)
min: 77 £ · max: 125 £
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110 £
15
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108 £
16
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111 £
17
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113 £
18
Good deal
86 £
19
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106 £
20
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125 £
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121 £
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113 £
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110 £
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95 £
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95 £
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116 £
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Good deal
87 £
30
Good deal
77 £

Cheap flights Philadelphia to Chicago Midway International Airport

Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
£73
Southwest Airlines
Southwest Airlines
Tue
Price from
£92

Popular destinations from Philadelphia

All →
PHL
Philadelphia — Atlanta
United States → United States
ATL
from
£14
PHL
Philadelphia — Miami
United States → United States
MIA
from
£17
PHL
Philadelphia — Fort Lauderdale
United States → United States
FLL
from
£17
PHL
Philadelphia — Tampa
United States → United States
TPA
from
£19
PHL
Philadelphia — Myrtle Beach
United States → United States
MYR
from
£22
PHL
Philadelphia — Orlando
United States → United States
ORL
from
£22
PHL
Philadelphia — Tampa
United States → United States
PIE
from
£24
PHL
Philadelphia — Orlando
United States → United States
MCO
from
£32
PHL
Philadelphia — Denver
United States → United States
DEN
from
£34

Popular destinations to Chicago Midway International Airport

All →
NYC
New York — Chicago
United States → United States
MDW
from
£17
ATL
Atlanta — Chicago
United States → United States
MDW
from
£27
FLL
Fort Lauderdale — Chicago
United States → United States
MDW
from
£40
HOU
Houston — Chicago
United States → United States
MDW
from
£44
DFW
Dallas — Chicago
United States → United States
MDW
from
£52
TPA
Tampa — Chicago
United States → United States
MDW
from
£54
MIA
Miami — Chicago
United States → United States
MDW
from
£56
DEN
Denver — Chicago
United States → United States
MDW
from
£56

Cheap flights Philadelphia to Chicago Midway International Airport

Interesting facts about the route

Flight time

6h 59min

Distance

1 071 km

Average price

£101

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

£7

Buy

change

2 GB

data

15

days

£9

Buy

change

5 GB

data

30

days

£10

Buy

change

3 GB

data

30

days

£12

Buy

change

5 GB

data

30

days

£17

Buy

Frequently Asked Questions

The average ticket price Philadelphia Chicago Midway International Airport is £101. The cheapest ticket costs £108, 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 11 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.