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Cheap flights Miami to Chicago Midway International Airport

1 passenger, economy

Cheap flights Miami to Chicago Midway International Airport

Compare prices, duration and stops

Frontier Airlines
F9 4405
21:34
Miami (MIA)
Mon, 14 sep
7h 10min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep +1
261 £
Frontier Airlines
F9 2483
09:32
Miami (MIA)
Tue, 15 sep
13h 14min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep
158 £
Southwest Airlines
WN 2866
20:00
Miami (MIA)
Tue, 15 sep
3h 5min
Direct
23:05
Chicago, Chicago Midway International Airport (MDW)
Tue, 15 sep
204 £
Southwest Airlines
WN 2866
20:00
Miami (MIA)
Wed, 16 sep
3h 5min
Direct
23:05
Chicago, Chicago Midway International Airport (MDW)
Wed, 16 sep
211 £
Southwest Airlines
WN 2368
11:15
Miami (MIA)
Thu, 17 sep
3h 5min
Direct
14:20
Chicago, Chicago Midway International Airport (MDW)
Thu, 17 sep
67 £
Frontier Airlines
F9 4405
20:30
Miami (MIA)
Thu, 17 sep
8h 14min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Fri, 18 sep +1
114 £
Southwest Airlines
WN 2368
11:15
Miami (MIA)
Fri, 18 sep
3h 5min
Direct
14:20
Chicago, Chicago Midway International Airport (MDW)
Fri, 18 sep
73 £
Frontier Airlines
F9 4405
21:34
Miami (MIA)
Fri, 18 sep
7h 10min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep +1
96 £
Frontier Airlines
F9 2483
09:22
Miami (MIA)
Sat, 19 sep
13h 29min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
148 £
Frontier Airlines
F9 2173
10:45
Fort Lauderdale (FLL)
Sun, 20 sep
12h 1min
1 stop
22:46
Chicago, Chicago Midway International Airport (MDW)
Sun, 20 sep
121 £
Frontier Airlines
F9 4405
20:30
Miami (MIA)
Sun, 20 sep
8h 14min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Mon, 21 sep +1
146 £
Frontier Airlines
F9 3013
01:54
Fort Lauderdale (FLL)
Mon, 21 sep
20h 57min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Mon, 21 sep
96 £
Frontier Airlines
F9 4405
21:34
Miami (MIA)
Mon, 21 sep
7h 10min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep +1
146 £
Southwest Airlines
WN 2866
20:00
Miami (MIA)
Tue, 22 sep
3h 5min
Direct
23:05
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep
62 £
Frontier Airlines
F9 2271
01:43
Miami (MIA)
Wed, 23 sep
21h 8min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 23 sep
111 £
Frontier Airlines
F9 3013
01:54
Fort Lauderdale (FLL)
Wed, 23 sep
20h 57min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 23 sep
111 £
Frontier Airlines
F9 2483
09:32
Miami (MIA)
Wed, 23 sep
13h 19min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 23 sep
152 £
Southwest Airlines
WN 2866
20:00
Miami (MIA)
Wed, 23 sep
3h 5min
Direct
23:05
Chicago, Chicago Midway International Airport (MDW)
Wed, 23 sep
64 £
Frontier Airlines
F9 4405
20:30
Miami (MIA)
Thu, 24 sep
8h 14min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Fri, 25 sep +1
142 £
Frontier Airlines
F9 4405
21:34
Miami (MIA)
Fri, 25 sep
7h 10min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Sat, 26 sep +1
110 £
Frontier Airlines
F9 2483
09:22
Miami (MIA)
Sat, 26 sep
13h 29min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Sat, 26 sep
106 £
Frontier Airlines
F9 2271
01:43
Miami (MIA)
Sun, 27 sep
15h 16min
2 stops
16:59
Chicago, Chicago Midway International Airport (MDW)
Sun, 27 sep
167 £
Frontier Airlines
F9 4135
20:05
Miami (MIA)
Sun, 27 sep
50h 41min
2 stops
22:46
Chicago, Chicago Midway International Airport (MDW)
Tue, 29 sep +1
181 £
Frontier Airlines
F9 2271
01:43
Miami (MIA)
Wed, 30 sep
21h 8min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 30 sep
116 £
Frontier Airlines
F9 4405
20:30
Miami (MIA)
Thu, 1 oct
8h 14min
1 stop
04:44
Chicago, Chicago Midway International Airport (MDW)
Fri, 2 oct +1
106 £
Frontier Airlines
F9 4405
21:34
Miami (MIA)
Mon, 5 oct
7h 9min
1 stop
04:43
Chicago, Chicago Midway International Airport (MDW)
Tue, 6 oct +1
105 £
Southwest Airlines
WN 2547
16:35
Miami (MIA)
Tue, 6 oct
3h 5min
Direct
19:40
Chicago, Chicago Midway International Airport (MDW)
Tue, 6 oct
66 £
Frontier Airlines
F9 2271
01:43
Miami (MIA)
Wed, 7 oct
21h 8min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 7 oct
120 £
Frontier Airlines
F9 2483
09:32
Miami (MIA)
Wed, 7 oct
13h 19min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 7 oct
113 £
Southwest Airlines
WN 3039
10:40
Miami (MIA)
Thu, 8 oct
3h 5min
Direct
13:45
Chicago, Chicago Midway International Airport (MDW)
Thu, 8 oct
64 £
Southwest Airlines
WN 3039
10:40
Miami (MIA)
Fri, 9 oct
3h 5min
Direct
13:45
Chicago, Chicago Midway International Airport (MDW)
Fri, 9 oct
73 £
Frontier Airlines
F9 2271
02:55
Miami (MIA)
Sat, 10 oct
25h 48min
1 stop
04:43
Chicago, Chicago Midway International Airport (MDW)
Sun, 11 oct +1
121 £
Frontier Airlines
F9 2173
10:39
Fort Lauderdale (FLL)
Sat, 10 oct
18h 4min
1 stop
04:43
Chicago, Chicago Midway International Airport (MDW)
Sun, 11 oct +1
121 £
Frontier Airlines
F9 2173
10:39
Fort Lauderdale (FLL)
Sat, 17 oct
18h 4min
1 stop
04:43
Chicago, Chicago Midway International Airport (MDW)
Sun, 18 oct +1
108 £
Frontier Airlines
F9 2483
11:00
Miami (MIA)
Mon, 19 oct
28h 58min
1 stop
15:58
Chicago, Chicago Midway International Airport (MDW)
Tue, 20 oct +1
122 £
Southwest Airlines
WN 2929
22:10
Miami (MIA)
Mon, 19 oct
7h 10min
1 stop
05:20
Chicago, Chicago Midway International Airport (MDW)
Tue, 20 oct +1
139 £
Frontier Airlines
F9 2271
02:55
Miami (MIA)
Tue, 20 oct
25h 48min
1 stop
04:43
Chicago, Chicago Midway International Airport (MDW)
Wed, 21 oct +1
114 £
Southwest Airlines
WN 3039
10:40
Miami (MIA)
Thu, 22 oct
3h 5min
Direct
13:45
Chicago, Chicago Midway International Airport (MDW)
Thu, 22 oct
61 £
Southwest Airlines
WN 3039
10:40
Miami (MIA)
Fri, 23 oct
3h 5min
Direct
13:45
Chicago, Chicago Midway International Airport (MDW)
Fri, 23 oct
73 £
Frontier Airlines
F9 4405
20:30
Miami (MIA)
Sun, 25 oct
8h 13min
1 stop
04:43
Chicago, Chicago Midway International Airport (MDW)
Mon, 26 oct +1
113 £
Frontier Airlines
F9 2135
10:00
Miami (MIA)
Mon, 26 oct
7h 7min
1 stop
17:07
Chicago, Chicago Midway International Airport (MDW)
Mon, 26 oct
69 £
Southwest Airlines
WN 2547 Best price
16:35
Miami (MIA)
Wed, 28 oct
3h 5min
Direct
19:40
Chicago, Chicago Midway International Airport (MDW)
Wed, 28 oct
60 £
Frontier Airlines
F9 2271
03:55
Miami (MIA)
Tue, 10 nov
19h 52min
1 stop
23:47
Chicago, Chicago Midway International Airport (MDW)
Tue, 10 nov
107 £
Southwest Airlines
WN 942
17:40
Miami (MIA)
Tue, 17 nov
3h 15min
Direct
20:55
Chicago, Chicago Midway International Airport (MDW)
Tue, 17 nov
91 £
Frontier Airlines
F9 4405
02:35
Miami (MIA)
Thu, 26 nov
11h 31min
1 stop
14:06
Chicago, Chicago Midway International Airport (MDW)
Thu, 26 nov
136 £
Frontier Airlines
F9 4405
03:59
Miami (MIA)
Thu, 26 nov
9h 3min
1 stop
13:02
Chicago, Chicago Midway International Airport (MDW)
Thu, 26 nov
106 £
Frontier Airlines
F9 2483
13:00
Miami (MIA)
Thu, 26 nov
6h 33min
1 stop
19:33
Chicago, Chicago Midway International Airport (MDW)
Thu, 26 nov
113 £
Southwest Airlines
WN 1774
15:25
Miami (MIA)
Thu, 26 nov
6h 40min
1 stop
22:05
Chicago, Chicago Midway International Airport (MDW)
Thu, 26 nov
124 £
Frontier Airlines
F9 2173
11:10
Fort Lauderdale (FLL)
Sun, 29 nov
32h 23min
1 stop
19:33
Chicago, Chicago Midway International Airport (MDW)
Mon, 30 nov +1
236 £
Frontier Airlines
F9 4405
03:59
Miami (MIA)
Tue, 1 dec
15h
1 stop
18:59
Chicago, Chicago Midway International Airport (MDW)
Tue, 1 dec
125 £

Low price calendar

September 2026
Price chart (September 2026)
min: 62 £ · max: 257 £
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257 £
15
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204 £
16
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211 £
17
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114 £
18
Good deal
73 £
19
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121 £
20
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121 £
21
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146 £
22
Good deal
62 £
23
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111 £
24
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142 £
25
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110 £
26
Good deal
106 £
27
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167 £
28
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116 £

Cheap flights Miami to Chicago Midway International Airport

Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Thu, Fri, Sat
Price from
£61
Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
£69

Popular destinations from Miami

All →
MIA
Miami — Baltimore
United States → United States
BWI
from
£21
MIA
Miami — Raleigh
United States → United States
RDU
from
£22
MIA
Miami — Atlanta
United States → United States
ATL
from
£22
MIA
Miami — Chicago
United States → United States
CHI
from
£24
MIA
Miami — Philadelphia
United States → United States
PHL
from
£26
MIA
Miami — New York
United States → United States
NYC
from
£26
MIA
Miami — San Juan
United States → Puerto Rico
SJU
from
£26
MIA
Miami — Cleveland
United States → United States
CLE
from
£29
MIA
Miami — Houston
United States → United States
IAH
from
£30

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
PHL
Philadelphia — Chicago
United States → United States
MDW
from
£52
TPA
Tampa — Chicago
United States → United States
MDW
from
£55
DEN
Denver — Chicago
United States → United States
MDW
from
£57

Cheap flights Miami to Chicago Midway International Airport

Interesting facts about the route

Flight time

7h 54min

Distance

1 905 km

Average price

£121

Most frequent flight

F9 2483

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 Miami Chicago Midway International Airport is £121. The cheapest ticket costs £67, operated by Southwest Airlines, flight 2368, departing Miami on 17 September at 11:15, arriving Chicago Midway International Airport on 17 September at 14:20.
The average flight time is 3 hours 5 minutes. The fastest flight takes 3 hours 5 minutes, flight 2866 operated by Southwest Airlines, departing Miami on 15 September at 20:00, arriving Chicago Midway International Airport on 15 September at 23:05.
Flights on the Miami - Chicago Midway International Airport route are operated by the following airlines: Frontier Airlines, Southwest Airlines.
The distance from Miami to Chicago Midway International Airport is 1905 km.