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Flight Deals from Chicago Midway Airport to Miami from $108

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Bundle + Save

Top flight deals from leading airlines:

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Stops

Nonstop
from $163
Up to 1 stop
$188
Up to 2 stops
$306

Airlines

Delta Air Lines
$212
Frontier Airlines
$163
Southwest Airlines
$286

Cabin Class

Economy
$163

Departure Airports

Chicago Midway Airport
$163

Arrival Airports

Miami International Airport
$163

Layover Airports

Austin Bergstrom International Airport
$311
Baltimore/Washington International Thurgood Marshall Airport
$399
Cleveland Hopkins International Airport
$306
Dallas Fort Worth International Airport
$338
Dallas Love Field
$311
Denver International Airport
$349
Detroit Metropolitan Airport
$216
Hartsfield Jackson Atlanta International Airport
$188
Nashville International Airport
$296
New York John F Kennedy Airport
$316
Philadelphia International Airport
$268
William P Hobby Airport
$311

Best Price. GUARANTEED.

Exclusively for Priceline Members
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On average save $240 per traveler
Frontier Airlines Logo
Frontier Airlines

04/15/25

6:00am
MDW
4h 8m
Direct

04/15/25

10:08am
MIA
Frontier Airlines Logo
Frontier Airlines

04/19/25

12:25pm
MIA
2h 35m
Direct

04/19/25

3:00pm
MDW
$163
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/12/25

7:25am
MDW
4h 5m
Direct

04/12/25

11:30am
MIA
Frontier Airlines Logo
Frontier Airlines

04/15/25

11:03am
MIA
2h 28m
Direct

04/15/25

1:31pm
MDW
$177
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/15/25

6:00am
MDW
4h 8m
Direct

04/15/25

10:08am
MIA
Frontier Airlines Logo
Frontier Airlines

04/19/25

9:10am
MIA
4h 48m
ATL

04/19/25

1:58pm
MDW
$188
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/17/25

8:00am
MDW
4h 8m
Direct

04/17/25

12:08pm
MIA
Frontier Airlines Logo
Frontier Airlines

04/17/25

3:02pm
MIA
7h 4m
ATL

04/17/25

10:06pm
MDW
$193
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

04/23/25

6:04am
MDW
6h 41m
ATL

04/23/25

12:45pm
MIA
Delta Air Lines Logo
Delta Air Lines

04/23/25

1:50pm
MIA
5h 8m
ATL

04/23/25

6:58pm
MDW
$212
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/12/25

4:15pm
MDW
8h 22m
ATL

05/13/25

12:37am
MIA
Delta Air Lines Logo
Delta Air Lines

05/14/25

5:59pm
MIA
5h 59m
ATL

05/14/25

11:58pm
MDW
$216
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/06/25

6:04am
MDW
6h 41m
ATL

05/06/25

12:45pm
MIA
Delta Air Lines Logo
Delta Air Lines

05/15/25

12:57pm
MIA
5h 48m
DTW

05/15/25

6:45pm
MDW
$216
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

04/26/25

9:52am
MDW
7h 5m
ATL

04/26/25

4:57pm
MIA
Delta Air Lines Logo
Delta Air Lines

04/29/25

6:00am
MIA
6h 5m
ATL

04/29/25

12:05pm
MDW
$217
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

04/25/25

3:02pm
MDW
6h 16m
DTW

04/25/25

9:18pm
MIA
Delta Air Lines Logo
Delta Air Lines

04/30/25

7:00am
MIA
5h 3m
ATL

04/30/25

12:03pm
MDW
$238
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/17/25

8:00am
MDW
4h 8m
Direct

04/17/25

12:08pm
MIA
Frontier Airlines Logo
Frontier Airlines

04/20/25

7:17pm
MIA
2h 32m
Direct

04/20/25

9:49pm
MDW
$238
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

04/27/25

6:04am
MDW
7h 46m
ATL

04/27/25

1:50pm
MIA
Delta Air Lines Logo
Delta Air Lines

04/30/25

7:00am
MIA
5h 3m
ATL

04/30/25

12:03pm
MDW
$238
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

04/21/25

9:20am
MDW
7h 10m
DTW

04/21/25

4:30pm
MIA
Delta Air Lines Logo
Delta Air Lines

04/30/25

8:10am
MIA
3h 53m
ATL

04/30/25

12:03pm
MDW
$246
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

04/20/25

3:02pm
MDW
6h 16m
DTW

04/20/25

9:18pm
MIA
Delta Air Lines Logo
Delta Air Lines

04/29/25

6:00am
MIA
4h 3m
ATL

04/29/25

10:03am
MDW
$246
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/16/25

2:26pm
MDW
8h 23m
ATL

04/16/25

10:49pm
MIA
Frontier Airlines Logo
Frontier Airlines

04/19/25

12:25pm
MIA
2h 35m
Direct

04/19/25

3:00pm
MDW
$249
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/15/25

2:36pm
MDW
8h 39m
PHL

04/15/25

11:15pm
MIA
Frontier Airlines Logo
Frontier Airlines

04/19/25

9:10am
MIA
4h 48m
ATL

04/19/25

1:58pm
MDW
$268
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

04/14/25

6:45pm
MDW
6h 3m
ATL

04/15/25

12:48am
MIA
Delta Air Lines Logo
Delta Air Lines

05/06/25

8:05am
MIA
4h 34m
DTW

05/06/25

12:39pm
MDW
$276
Free cancellation within 83 hours of booking
Southwest Airlines Logo
Southwest Airlines

04/14/25

6:35pm
MDW
3h 55m
Direct

04/14/25

10:30pm
MIA
Southwest Airlines Logo
Southwest Airlines

04/18/25

7:00am
MIA
2h 10m
Direct

04/18/25

9:10am
MDW
$286
Free cancellation within 83 hours of booking
Southwest Airlines Logo
Southwest Airlines

04/14/25

2:25pm
MDW
7h 35m
BNA

04/14/25

10:00pm
MIA
Southwest Airlines Logo
Southwest Airlines

04/18/25

7:00am
MIA
2h 10m
Direct

04/18/25

9:10am
MDW
$296
Free cancellation within 83 hours of booking
Southwest Airlines Logo
Southwest Airlines

04/14/25

9:05pm
MDW
15h 15m
CLE
BNA

04/15/25

12:20pm
MIA
Southwest Airlines Logo
Southwest Airlines

04/18/25

7:00am
MIA
2h 10m
Direct

04/18/25

9:10am
MDW
$306
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/20/25

2:16pm
MDW
4h 6m
Direct

04/20/25

6:22pm
MIA
Frontier Airlines Logo
Frontier Airlines

04/25/25

10:26am
MIA
7h
PHL

04/25/25

5:26pm
MDW
$309
Free cancellation within 83 hours of booking
Southwest Airlines Logo
Southwest Airlines

04/14/25

9:05pm
MDW
17h 35m
AUS
HOU

04/15/25

2:40pm
MIA
Southwest Airlines Logo
Southwest Airlines

04/18/25

12:30pm
MIA
11h 55m
DAL

04/19/25

12:25am
MDW
$311
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/10/25

5:25pm
MDW
16h 41m
DTW
JFK

05/11/25

10:06am
MIA
Delta Air Lines Logo
Delta Air Lines

05/14/25

5:59pm
MIA
5h 59m
ATL

05/14/25

11:58pm
MDW
$316
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

04/22/25

5:59pm
MDW
16h 10m
DTW
JFK

04/23/25

10:09am
MIA
Delta Air Lines Logo
Delta Air Lines

04/29/25

8:10am
MIA
6h 20m
ATL

04/29/25

2:30pm
MDW
$334
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/14/25

4:45pm
MDW
8h 22m
DFW

04/15/25

1:07am
MIA
Frontier Airlines Logo
Frontier Airlines

04/18/25

5:44pm
MIA
6h 6m
ATL

04/18/25

11:50pm
MDW
$338
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/24/25

2:40pm
MDW
7h 37m
DFW

04/24/25

10:17pm
MIA
Frontier Airlines Logo
Frontier Airlines

05/01/25

8:33am
MIA
5h 1m
ATL

05/01/25

1:34pm
MDW
$349
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/05/25

8:03pm
MDW
9h 19m
DEN

05/06/25

5:22am
MIA
Frontier Airlines Logo
Frontier Airlines

05/12/25

9:03am
MIA
4h 31m
ATL

05/12/25

1:34pm
MDW
$349
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/25/25

8:01pm
MDW
9h 20m
DEN

04/26/25

5:21am
MIA
Frontier Airlines Logo
Frontier Airlines

05/02/25

9:03am
MIA
4h 31m
ATL

05/02/25

1:34pm
MDW
$351
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/18/25

1:03pm
MDW
9h 32m
BWI

04/18/25

10:35pm
MIA
Frontier Airlines Logo
Frontier Airlines

04/25/25

10:26am
MIA
7h
PHL

04/25/25

5:26pm
MDW
$399
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

04/27/25

9:20am
MDW
15h 28m
DTW
ATL

04/28/25

12:48am
MIA
Delta Air Lines Logo
Delta Air Lines

05/02/25

5:44pm
MIA
16h 11m
JFK

05/03/25

9:55am
MDW
$410
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

04/21/25

4:45pm
MDW
8h 22m
DFW

04/22/25

1:07am
MIA
Frontier Airlines Logo
Frontier Airlines

04/28/25

10:26am
MIA
7h
PHL

04/28/25

5:26pm
MDW
$449
Free cancellation within 83 hours of booking

Top Deals on flights from Chicago Midway Airport to Miami

Chicago, US (CHI) - Miami, US (MIA)

Delta Air Lines Logo
Delta Air Lines

Jun 24

10:39am
MDW
7h 34m
ATL

Jun 24

6:13pm
MIA

as low as

$108

Chicago, US (CHI) - Miami, US (MIA)

Delta Air Lines Logo
Delta Air Lines

Jun 28

4:24pm
MDW
8h 29m
ATL

Jun 29

12:53am
MIA

as low as

$108

Chicago, US (CHI) - Miami, US (MIA)

Southwest Airlines Logo
Southwest Airlines

Sep 30

2:05pm
MDW
6h 35m
BNA

Sep 30

8:40pm
MIA

as low as

$145

Chicago, US (CHI) - Miami, US (MIA)

Southwest Airlines Logo
Southwest Airlines

Sep 30

1:05pm
MDW
8h 10m
PIT
BWI

Sep 30

9:15pm
MIA

as low as

$150

Chicago, US (CHI) - Miami, US (MIA)

Frontier Airlines Logo
Frontier Airlines

Jul 29

12:15pm
MDW
9h 49m
ATL

Jul 29

10:04pm
MIA

as low as

$160

Chicago, US (CHI) - Miami, US (MIA)

Frontier Airlines Logo
Frontier Airlines

Jul 15

12:15pm
MDW
9h 49m
ATL

Jul 15

10:04pm
MIA

as low as

$160

Chicago, US (CHI) - Miami, US (MIA)

Southwest Airlines Logo
Southwest Airlines

Aug 14

8:05am
MDW
9h 15m
AUS

Aug 14

5:20pm
MIA

as low as

$176

Chicago, US (CHI) - Miami, US (MIA)

Southwest Airlines Logo
Southwest Airlines

Aug 14

12:10pm
MDW
8h 35m
MSP
BNA

Aug 14

8:45pm
MIA

as low as

$181

Chicago, US (CHI) - Miami, US (MIA)

Delta Air Lines Logo
Delta Air Lines

Jun 23

6:25pm
MDW
15h 42m
DTW
JFK

Jun 24

10:07am
MIA

as low as

$207

Chicago, US (CHI) - Miami, US (MIA)

Delta Air Lines Logo
Delta Air Lines

Jul 22

5:59pm
MDW
24h 49m
DTW
JFK

Jul 23

6:48pm
MIA

as low as

$207

Chicago, US (CHI) - Miami, US (MIA)

Southwest Airlines Logo
Southwest Airlines

Nov 19

9:00am
MDW
4h 5m
Direct

Nov 19

1:05pm
MIA

as low as

$213

Chicago, US (CHI) - Miami, US (MIA)

Southwest Airlines Logo
Southwest Airlines

Nov 19

1:10pm
MDW
8h 40m
MCO

Nov 19

9:50pm
MIA

as low as

$223
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