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Flight Deals from Chicago to Florida from $82

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Top Deals on flights from Chicago to Miami

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

Spirit Airlines Logo
Spirit Airlines

May 14

ORD
4h 15m
Direct

May 14

MIA
Spirit Airlines Logo
Spirit Airlines

May 14

MIA
2h 26m
Direct

May 14

ORD

as low as

$82

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

Spirit Airlines Logo
Spirit Airlines

May 24

ORD
7h 12m
IAH

May 24

MIA
Spirit Airlines Logo
Spirit Airlines

May 28

MIA
2h 26m
Direct

May 28

ORD

as low as

$191

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

Delta Air Lines Logo
Delta Air Lines

May 20

MDW
6h 26m
ATL

May 20

MIA
Delta Air Lines Logo
Delta Air Lines

May 20

MIA
5h 59m
ATL

May 20

MDW

as low as

$212

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

Delta Air Lines Logo
Delta Air Lines

May 21

ORD
7h 2m
DTW

May 21

MIA
Delta Air Lines Logo
Delta Air Lines

May 21

MIA
4h 28m
ATL

May 21

ORD

as low as

$212

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

American Airlines Logo
American Airlines

May 28

ORD
4h 13m
Direct

May 28

MIA
American Airlines Logo
American Airlines

May 28

MIA
6h 18m
BNA

May 28

ORD

as low as

$233

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

American Airlines Logo
American Airlines

May 28

ORD
7h 32m
LGA

May 28

MIA
American Airlines Logo
American Airlines

May 28

MIA
6h 18m
BNA

May 28

ORD

as low as

$242

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

Frontier Airlines Logo
Frontier Airlines

May 8

ORD
9h
ATL

May 8

MIA
Frontier Airlines Logo
Frontier Airlines

May 15

MIA
7h 16m
ATL

May 15

ORD

as low as

$247

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

Frontier Airlines Logo
Frontier Airlines

May 12

MDW
9h 19m
DEN

May 13

MIA
Frontier Airlines Logo
Frontier Airlines

May 19

MIA
4h 31m
ATL

May 19

MDW

as low as

$249

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

Frontier Airlines Logo
Frontier Airlines

May 16

MDW
8h 37m
BWI

May 16

MIA
Frontier Airlines Logo
Frontier Airlines

May 19

MIA
4h 31m
ATL

May 19

MDW

as low as

$249

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

Frontier Airlines Logo
Frontier Airlines

May 4

ORD
6h 42m
ATL

May 5

MIA
Frontier Airlines Logo
Frontier Airlines

May 9

MIA
7h 27m
PHL

May 9

ORD

as low as

$259

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

United Airlines Logo
United Airlines

May 25

ORD
4h 17m
Direct

May 25

MIA
United Airlines Logo
United Airlines

May 28

MIA
2h 35m
Direct

May 28

ORD

as low as

$267

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

JetBlue Logo
JetBlue

May 20

ORD
8h 10m
JFK

May 21

MIA
JetBlue Logo
JetBlue

May 28

MIA
8h 4m
JFK

May 28

ORD

as low as

$278

Top Deals on flights from Chicago to Fort Lauderdale

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

Spirit Airlines Logo
Spirit Airlines

May 24

ORD
4h 3m
Direct

May 24

FLL
Spirit Airlines Logo
Spirit Airlines

May 28

FLL
2h 20m
Direct

May 28

ORD

as low as

$98

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

Spirit Airlines Logo
Spirit Airlines

May 24

ORD
6h 22m
MCO

May 24

FLL
Spirit Airlines Logo
Spirit Airlines

May 28

FLL
2h 29m
Direct

May 28

ORD

as low as

$131

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

Spirit Airlines Logo
Spirit Airlines

May 12

ORD
21h 10m
ATL

May 13

FLL
Spirit Airlines Logo
Spirit Airlines

May 13

FLL
2h 29m
Direct

May 13

ORD

as low as

$154

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

Spirit Airlines Logo
Spirit Airlines

May 13

ORD
10h 34m
IAH

May 13

FLL
Spirit Airlines Logo
Spirit Airlines

May 27

FLL
2h 20m
Direct

May 27

ORD

as low as

$155

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

Spirit Airlines Logo
Spirit Airlines

May 12

ORD
21h 10m
ATL

May 13

FLL
Spirit Airlines Logo
Spirit Airlines

May 13

FLL
17h 53m
EWR

May 14

ORD

as low as

$166

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

Spirit Airlines Logo
Spirit Airlines

Jun 1

ORD
7h 59m
MSY

Jun 1

FLL
Spirit Airlines Logo
Spirit Airlines

Jun 8

FLL
2h 20m
Direct

Jun 8

ORD

as low as

$205

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

Delta Air Lines Logo
Delta Air Lines

May 24

ORD
8h 15m
DTW

May 24

FLL
Delta Air Lines Logo
Delta Air Lines

May 28

FLL
4h 15m
ATL

May 28

ORD

as low as

$212

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

Delta Air Lines Logo
Delta Air Lines

Jun 2

MDW
8h 21m
DTW

Jun 2

FLL
Delta Air Lines Logo
Delta Air Lines

Jun 5

FLL
6h 28m
DTW

Jun 5

MDW

as low as

$216

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

Frontier Airlines Logo
Frontier Airlines

Jun 5

MDW
7h 59m
ATL

Jun 5

FLL
Frontier Airlines Logo
Frontier Airlines

Jun 11

FLL
7h 8m
ATL

Jun 11

MDW

as low as

$217

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

Southwest Airlines Logo
Southwest Airlines

May 24

MDW
4h
Direct

May 24

FLL
Southwest Airlines Logo
Southwest Airlines

May 28

FLL
2h 15m
Direct

May 28

MDW

as low as

$236

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

JetBlue Logo
JetBlue

May 25

ORD
10h 47m
BOS

May 25

FLL
JetBlue Logo
JetBlue

May 31

FLL
8h 9m
JFK

May 31

ORD

as low as

$242

Chicago, US (CHI) - Fort Lauderdale, US (FLL)

Southwest Airlines Logo
Southwest Airlines

May 24

MDW
4h
Direct

May 24

FLL
Southwest Airlines Logo
Southwest Airlines

May 28

FLL
9h 15m
BNA

May 28

MDW

as low as

$246

Top Deals on flights from Chicago to Tampa

Chicago, US (CHI) - Tampa, US (TPA)

Frontier Airlines Logo
Frontier Airlines

May 17

ORD
3h 46m
Direct

May 17

TPA
Frontier Airlines Logo
Frontier Airlines

May 24

TPA
2h 5m
Direct

May 24

ORD

as low as

$121

Chicago, US (CHI) - Tampa, US (TPA)

Frontier Airlines Logo
Frontier Airlines

May 15

MDW
3h 43m
Direct

May 15

TPA
Frontier Airlines Logo
Frontier Airlines

May 22

TPA
1h 52m
Direct

May 22

MDW

as low as

$143

Chicago, US (CHI) - Tampa, US (TPA)

Spirit Airlines Logo
Spirit Airlines

May 15

ORD
3h 38m
Direct

May 15

TPA
Spirit Airlines Logo
Spirit Airlines

May 21

TPA
2h
Direct

May 21

ORD

as low as

$179

Chicago, US (CHI) - Tampa, US (TPA)

Spirit Airlines Logo
Spirit Airlines

May 12

ORD
6h 8m
ATL

May 12

TPA
Spirit Airlines Logo
Spirit Airlines

May 15

TPA
2h
Direct

May 15

ORD

as low as

$180

Chicago, US (CHI) - Tampa, US (TPA)

Frontier Airlines Logo
Frontier Airlines

May 15

MDW
9h 31m
DEN

May 16

TPA
Frontier Airlines Logo
Frontier Airlines

May 22

TPA
1h 52m
Direct

May 22

MDW

as low as

$202

Chicago, US (CHI) - Tampa, US (TPA)

Delta Air Lines Logo
Delta Air Lines

May 17

MDW
8h 14m
ATL

May 17

TPA
Delta Air Lines Logo
Delta Air Lines

May 30

TPA
5h 4m
ATL

May 30

MDW

as low as

$216

Chicago, US (CHI) - Tampa, US (TPA)

Spirit Airlines Logo
Spirit Airlines

May 10

ORD
8h 16m
IAH

May 10

TPA
Spirit Airlines Logo
Spirit Airlines

May 17

TPA
2h
Direct

May 17

ORD

as low as

$223

Chicago, US (CHI) - Tampa, US (TPA)

Spirit Airlines Logo
Spirit Airlines

May 10

ORD
7h 36m
FLL

May 10

TPA
Spirit Airlines Logo
Spirit Airlines

May 13

TPA
5h 35m
IAH

May 13

ORD

as low as

$230

Chicago, US (CHI) - Tampa, US (TPA)

Delta Air Lines Logo
Delta Air Lines

May 13

ORD
5h 25m
ATL

May 13

TPA
Delta Air Lines Logo
Delta Air Lines

May 24

TPA
6h 51m
DTW

May 24

ORD

as low as

$237

Chicago, US (CHI) - Tampa, US (TPA)

Frontier Airlines Logo
Frontier Airlines

May 16

MDW
9h 22m
BWI

May 16

TPA
Frontier Airlines Logo
Frontier Airlines

May 18

TPA
1h 52m
Direct

May 18

MDW

as low as

$263

Chicago, US (CHI) - Tampa, US (TPA)

United Airlines Logo
United Airlines

May 17

ORD
3h 51m
Direct

May 17

TPA
United Airlines Logo
United Airlines

May 30

TPA
2h 17m
Direct

May 30

ORD

as low as

$267

Chicago, US (CHI) - Tampa, US (TPA)

Frontier Airlines Logo
Frontier Airlines

May 8

MDW
3h 43m
Direct

May 8

TPA
Frontier Airlines Logo
Frontier Airlines

May 12

TPA
5h 9m
PHL

May 12

MDW

as low as

$273

Top Deals on flights from Chicago to West Palm Beach

Chicago, US (CHI) - West Palm Beach, US (PBI)

Delta Air Lines Logo
Delta Air Lines

Jun 10

ORD
6h 2m
ATL

Jun 10

PBI
Delta Air Lines Logo
Delta Air Lines

Jun 17

PBI
7h 11m
LGA

Jun 17

ORD

as low as

$218

Chicago, US (CHI) - West Palm Beach, US (PBI)

American Airlines Logo
American Airlines

Jun 10

ORD
3h 59m
Direct

Jun 10

PBI
American Airlines Logo
American Airlines

Jun 17

PBI
2h 17m
Direct

Jun 17

ORD

as low as

$278

Chicago, US (CHI) - West Palm Beach, US (PBI)

American Airlines Logo
American Airlines

Jun 4

ORD
3h 59m
Direct

Jun 4

PBI
American Airlines Logo
American Airlines

Jun 11

PBI
5h 56m
DCA

Jun 11

ORD

as low as

$298

Chicago, US (CHI) - West Palm Beach, US (PBI)

American Airlines Logo
American Airlines

Jun 10

ORD
3h 55m
Direct

Jun 10

PBI
American Airlines Logo
American Airlines

Jun 17

PBI
5h 29m
DFW

Jun 17

ORD

as low as

$298

Chicago, US (CHI) - West Palm Beach, US (PBI)

Delta Air Lines Logo
Delta Air Lines

Jun 3

ORD
6h
ATL

Jun 3

PBI
Delta Air Lines Logo
Delta Air Lines

Jun 6

PBI
25h 46m
JFK

Jun 7

ORD

as low as

$300

Chicago, US (CHI) - West Palm Beach, US (PBI)

JetBlue Logo
JetBlue

Jun 3

ORD
16h 8m
BOS

Jun 4

PBI
JetBlue Logo
JetBlue

Jun 6

PBI
6h 11m
BOS

Jun 6

ORD

as low as

$312

Chicago, US (CHI) - West Palm Beach, US (PBI)

American Airlines Logo
American Airlines

May 26

ORD
5h 53m
CLT

May 26

PBI
American Airlines Logo
American Airlines

Jun 2

PBI
2h 22m
Direct

Jun 2

ORD

as low as

$313

Chicago, US (CHI) - West Palm Beach, US (PBI)

United Airlines Logo
United Airlines

May 14

ORD
4h 12m
Direct

May 14

PBI
United Airlines Logo
United Airlines

May 21

PBI
2h 29m
Direct

May 21

ORD

as low as

$313

Chicago, US (CHI) - West Palm Beach, US (PBI)

United Airlines Logo
United Airlines

May 14

ORD
8h 38m
EWR

May 14

PBI
United Airlines Logo
United Airlines

May 21

PBI
2h 29m
Direct

May 21

ORD

as low as

$323

Chicago, US (CHI) - West Palm Beach, US (PBI)

Southwest Airlines Logo
Southwest Airlines

Jun 3

ORD
8h 10m
BWI

Jun 3

PBI
Southwest Airlines Logo
Southwest Airlines

Jun 6

PBI
23h 15m
BNA

Jun 7

ORD

as low as

$336

Chicago, US (CHI) - West Palm Beach, US (PBI)

United Airlines Logo
United Airlines

May 14

ORD
9h 21m
EWR

May 14

PBI
United Airlines Logo
United Airlines

May 21

PBI
4h 34m
IAD

May 21

ORD

as low as

$343

Chicago, US (CHI) - West Palm Beach, US (PBI)

American Airlines Logo
American Airlines

May 23

ORD
6h 49m
PHL

May 23

PBI
American Airlines Logo
American Airlines

May 30

PBI
4h 42m
CLT

May 31

ORD

as low as

$368

Top Deals on flights from Chicago to Jacksonville

Chicago, US (CHI) - Jacksonville, US (JAX)

JetBlue Logo
JetBlue

Jun 11

ORD
7h 36m
JFK

Jun 11

JAX
JetBlue Logo
JetBlue

Jun 18

JAX
5h 58m
BOS

Jun 18

ORD

as low as

$286

Chicago, US (CHI) - Jacksonville, US (JAX)

Frontier Airlines Logo
Frontier Airlines

Jun 6

MDW
10h 38m
DFW

Jun 6

JAX
Frontier Airlines Logo
Frontier Airlines

Jun 13

JAX
7h 25m
PHL

Jun 13

MDW

as low as

$290

Chicago, US (CHI) - Jacksonville, US (JAX)

Delta Air Lines Logo
Delta Air Lines

May 31

ORD
6h 47m
ATL

May 31

JAX
Delta Air Lines Logo
Delta Air Lines

Jun 7

JAX
4h 15m
DTW

Jun 7

ORD

as low as

$296

Chicago, US (CHI) - Jacksonville, US (JAX)

Delta Air Lines Logo
Delta Air Lines

Jun 11

MDW
7h 32m
MSP

Jun 11

JAX
Delta Air Lines Logo
Delta Air Lines

Jun 18

JAX
4h 31m
ATL

Jun 18

MDW

as low as

$296

Chicago, US (CHI) - Jacksonville, US (JAX)

Delta Air Lines Logo
Delta Air Lines

Jun 17

MDW
5h 7m
ATL

Jun 17

JAX
Delta Air Lines Logo
Delta Air Lines

Jun 24

JAX
3h 31m
ATL

Jun 24

MDW

as low as

$296

Chicago, US (CHI) - Jacksonville, US (JAX)

Virgin Atlantic Logo
Virgin Atlantic

May 28

ORD
4h 46m
ATL

May 28

JAX
Virgin Atlantic Logo
Virgin Atlantic

Jun 7

JAX
3h 51m
ATL

Jun 7

ORD

as low as

$296

Chicago, US (CHI) - Jacksonville, US (JAX)

Delta Air Lines Logo
Delta Air Lines

Jun 5

ORD
6h 11m
ATL

Jun 5

JAX
Delta Air Lines Logo
Delta Air Lines

Jun 12

JAX
16h 21m
LGA

Jun 12

ORD

as low as

$332

Chicago, US (CHI) - Jacksonville, US (JAX)

American Airlines Logo
American Airlines

Jun 25

ORD
3h 36m
Direct

Jun 25

JAX
American Airlines Logo
American Airlines

Jul 2

JAX
1h 42m
Direct

Jul 2

ORD

as low as

$346

Chicago, US (CHI) - Jacksonville, US (JAX)

United Airlines Logo
United Airlines

Jun 25

ORD
3h 34m
Direct

Jun 25

JAX
United Airlines Logo
United Airlines

Jul 2

JAX
1h 45m
Direct

Jul 2

ORD

as low as

$346

Chicago, US (CHI) - Jacksonville, US (JAX)

American Airlines Logo
American Airlines

May 31

ORD
7h 14m
CLT

May 31

JAX
American Airlines Logo
American Airlines

Jun 7

JAX
1h 46m
Direct

Jun 7

ORD

as low as

$356

Chicago, US (CHI) - Jacksonville, US (JAX)

United Airlines Logo
United Airlines

Jun 25

ORD
3h 39m
Direct

Jun 25

JAX
United Airlines Logo
United Airlines

Jul 2

JAX
4h 35m
IAD

Jul 2

ORD

as low as

$356

Chicago, US (CHI) - Jacksonville, US (JAX)

American Airlines Logo
American Airlines

Jun 17

ORD
6h 50m
DCA

Jun 17

JAX
American Airlines Logo
American Airlines

Jun 24

JAX
4h 26m
DCA

Jun 24

ORD

as low as

$366

Top Deals on flights from Chicago to Sarasota

Chicago, US (CHI) - Sarasota, US (SRQ)

Delta Air Lines Logo
Delta Air Lines

May 28

MDW
6h 41m
ATL

May 28

SRQ
Delta Air Lines Logo
Delta Air Lines

Jun 3

SRQ
6h 18m
ATL

Jun 3

MDW

as low as

$288

Chicago, US (CHI) - Sarasota, US (SRQ)

Delta Air Lines Logo
Delta Air Lines

Jun 11

ORD
7h 4m
ATL

Jun 11

SRQ
Delta Air Lines Logo
Delta Air Lines

Jun 18

SRQ
4h 9m
ATL

Jun 18

ORD

as low as

$288

Chicago, US (CHI) - Sarasota, US (SRQ)

Delta Air Lines Logo
Delta Air Lines

May 31

ORD
8h 24m
ATL

May 31

SRQ
Delta Air Lines Logo
Delta Air Lines

Jun 7

SRQ
5h 55m
LGA

Jun 7

ORD

as low as

$315

Chicago, US (CHI) - Sarasota, US (SRQ)

American Airlines Logo
American Airlines

May 31

ORD
6h 8m
CLT

May 31

SRQ
American Airlines Logo
American Airlines

Jun 7

SRQ
4h
CLT

Jun 7

ORD

as low as

$322

Chicago, US (CHI) - Sarasota, US (SRQ)

JetBlue Logo
JetBlue

May 31

ORD
11h 35m
JFK

May 31

SRQ
JetBlue Logo
JetBlue

Jun 7

SRQ
20h 47m
BOS

Jun 8

ORD

as low as

$327

Chicago, US (CHI) - Sarasota, US (SRQ)

Southwest Airlines Logo
Southwest Airlines

May 31

ORD
9h
BNA

May 31

SRQ
Southwest Airlines Logo
Southwest Airlines

Jun 7

SRQ
15h 50m
CMH
BNA

Jun 8

ORD

as low as

$327

Chicago, US (CHI) - Sarasota, US (SRQ)

Southwest Airlines Logo
Southwest Airlines

May 31

ORD
14h 35m
DAL
STL

May 31

SRQ
Southwest Airlines Logo
Southwest Airlines

Jun 7

SRQ
14h 55m
CMH
BWI

Jun 8

ORD

as low as

$332

Chicago, US (CHI) - Sarasota, US (SRQ)

American Airlines Logo
American Airlines

May 31

ORD
7h 25m
DCA
CLT

May 31

SRQ
American Airlines Logo
American Airlines

Jun 7

SRQ
5h 29m
DFW

Jun 8

ORD

as low as

$332

Chicago, US (CHI) - Sarasota, US (SRQ)

Southwest Airlines Logo
Southwest Airlines

May 31

ORD
9h
BNA

May 31

SRQ
Southwest Airlines Logo
Southwest Airlines

Jun 7

SRQ
4h 45m
BWI

Jun 7

ORD

as low as

$348

Chicago, US (CHI) - Sarasota, US (SRQ)

United Airlines Logo
United Airlines

May 20

ORD
3h 56m
Direct

May 20

SRQ
United Airlines Logo
United Airlines

May 21

SRQ
2h 10m
Direct

May 21

ORD

as low as

$348

Chicago, US (CHI) - Sarasota, US (SRQ)

United Airlines Logo
United Airlines

May 28

ORD
3h 56m
Direct

May 28

SRQ
United Airlines Logo
United Airlines

Jun 3

SRQ
2h 8m
Direct

Jun 3

ORD

as low as

$348

Chicago, US (CHI) - Sarasota, US (SRQ)

United Airlines Logo
United Airlines

May 28

ORD
3h 56m
Direct

May 28

SRQ
United Airlines Logo
United Airlines

Jun 3

SRQ
6h 5m
EWR

Jun 3

ORD

as low as

$358

Top Deals on flights from Chicago to Pensacola

Chicago, US (CHI) - Pensacola, US (PNS)

Spirit Airlines Logo
Spirit Airlines

Jun 2

ORD
5h 45m
MCO

Jun 2

PNS
Spirit Airlines Logo
Spirit Airlines

Jun 6

PNS
5h 15m
MCO

Jun 6

ORD

as low as

$183

Chicago, US (CHI) - Pensacola, US (PNS)

Delta Air Lines Logo
Delta Air Lines

Jun 4

MDW
5h 27m
ATL

Jun 4

PNS
Delta Air Lines Logo
Delta Air Lines

Jun 8

PNS
5h 55m
ATL

Jun 8

MDW

as low as

$196

Chicago, US (CHI) - Pensacola, US (PNS)

Spirit Airlines Logo
Spirit Airlines

May 23

ORD
7h 10m
FLL

May 23

PNS
Spirit Airlines Logo
Spirit Airlines

May 26

PNS
5h 15m
MCO

May 26

ORD

as low as

$198

Chicago, US (CHI) - Pensacola, US (PNS)

American Airlines Logo
American Airlines

May 17

ORD
2h 24m
Direct

May 17

PNS
American Airlines Logo
American Airlines

May 18

PNS
2h 42m
Direct

May 18

ORD

as low as

$272

Chicago, US (CHI) - Pensacola, US (PNS)

United Airlines Logo
United Airlines

May 30

ORD
2h 27m
Direct

May 30

PNS
United Airlines Logo
United Airlines

Jun 2

PNS
2h 39m
Direct

Jun 2

ORD

as low as

$287

Chicago, US (CHI) - Pensacola, US (PNS)

American Airlines Logo
American Airlines

Jun 4

ORD
6h 41m
DFW

Jun 4

PNS
American Airlines Logo
American Airlines

Jun 8

PNS
2h 32m
Direct

Jun 8

ORD

as low as

$297

Chicago, US (CHI) - Pensacola, US (PNS)

American Airlines Logo
American Airlines

Jun 6

ORD
7h 23m
DCA

Jun 6

PNS
American Airlines Logo
American Airlines

Jun 8

PNS
2h 32m
Direct

Jun 8

ORD

as low as

$297

Chicago, US (CHI) - Pensacola, US (PNS)

American Airlines Logo
American Airlines

May 22

ORD
6h 30m
MIA

May 22

PNS
American Airlines Logo
American Airlines

May 25

PNS
2h 42m
Direct

May 25

ORD

as low as

$323

Chicago, US (CHI) - Pensacola, US (PNS)

American Airlines Logo
American Airlines

May 21

ORD
6h 6m
CLT

May 21

PNS
American Airlines Logo
American Airlines

May 25

PNS
2h 42m
Direct

May 25

ORD

as low as

$323

Chicago, US (CHI) - Pensacola, US (PNS)

American Airlines Logo
American Airlines

May 27

ORD
5h 33m
CLT

May 27

PNS
American Airlines Logo
American Airlines

May 30

PNS
6h 49m
PHL

May 30

ORD

as low as

$348

Chicago, US (CHI) - Pensacola, US (PNS)

American Airlines Logo
American Airlines

May 14

ORD
12h 16m
LGA
MIA

May 14

PNS
American Airlines Logo
American Airlines

May 18

PNS
6h 15m
DFW

May 18

ORD

as low as

$392

Chicago, US (CHI) - Pensacola, US (PNS)

United Airlines Logo
United Airlines

May 11

ORD
7h 57m
IAH

May 11

PNS
United Airlines Logo
United Airlines

May 17

PNS
2h 41m
Direct

May 17

ORD

as low as

$398

Top Deals on flights from Chicago to Destin

Chicago, US (CHI) - Destin, US (VPS)

Delta Air Lines Logo
Delta Air Lines

Jun 10

ORD
6h 50m
ATL

Jun 10

VPS
Delta Air Lines Logo
Delta Air Lines

Jun 17

VPS
6h 58m
ATL

Jun 17

ORD

as low as

$176

Chicago, US (CHI) - Destin, US (VPS)

Delta Air Lines Logo
Delta Air Lines

Jun 4

ORD
7h
ATL

Jun 4

VPS
Delta Air Lines Logo
Delta Air Lines

Jun 11

VPS
4h 9m
ATL

Jun 11

ORD

as low as

$176

Chicago, US (CHI) - Destin, US (VPS)

Delta Air Lines Logo
Delta Air Lines

Jun 11

MDW
6h 51m
ATL

Jun 11

VPS
Delta Air Lines Logo
Delta Air Lines

Jun 18

VPS
7h
ATL

Jun 18

MDW

as low as

$176

Chicago, US (CHI) - Destin, US (VPS)

Delta Air Lines Logo
Delta Air Lines

May 27

ORD
5h 25m
ATL

May 27

VPS
Delta Air Lines Logo
Delta Air Lines

Jun 3

VPS
8h 30m
MSP

Jun 3

ORD

as low as

$186

Chicago, US (CHI) - Destin, US (VPS)

Delta Air Lines Logo
Delta Air Lines

Jun 9

ORD
6h 4m
MSP

Jun 9

VPS
Delta Air Lines Logo
Delta Air Lines

Jun 16

VPS
4h 25m
ATL

Jun 16

ORD

as low as

$216

Chicago, US (CHI) - Destin, US (VPS)

American Airlines Logo
American Airlines

Jun 10

ORD
2h 16m
Direct

Jun 10

VPS
American Airlines Logo
American Airlines

Jun 17

VPS
2h 36m
Direct

Jun 17

ORD

as low as

$227

Chicago, US (CHI) - Destin, US (VPS)

American Airlines Logo
American Airlines

Jun 3

ORD
2h 18m
Direct

Jun 3

VPS
American Airlines Logo
American Airlines

Jun 10

VPS
2h 36m
Direct

Jun 10

ORD

as low as

$227

Chicago, US (CHI) - Destin, US (VPS)

American Airlines Logo
American Airlines

Jun 10

ORD
2h 16m
Direct

Jun 10

VPS
American Airlines Logo
American Airlines

Jun 17

VPS
8h 9m
DFW

Jun 17

ORD

as low as

$247

Chicago, US (CHI) - Destin, US (VPS)

American Airlines Logo
American Airlines

Jun 3

ORD
2h 18m
Direct

Jun 3

VPS
American Airlines Logo
American Airlines

Jun 10

VPS
5h 22m
CLT

Jun 10

ORD

as low as

$247

Chicago, US (CHI) - Destin, US (VPS)

American Airlines Logo
American Airlines

Jun 4

ORD
6h 29m
CLT

Jun 4

VPS
American Airlines Logo
American Airlines

Jun 11

VPS
2h 36m
Direct

Jun 11

ORD

as low as

$247

Chicago, US (CHI) - Destin, US (VPS)

American Airlines Logo
American Airlines

Jun 4

ORD
6h 4m
DCA

Jun 4

VPS
American Airlines Logo
American Airlines

Jun 11

VPS
7h 5m
DFW

Jun 11

ORD

as low as

$266

Chicago, US (CHI) - Destin, US (VPS)

American Airlines Logo
American Airlines

Jun 3

ORD
6h 34m
CLT

Jun 3

VPS
American Airlines Logo
American Airlines

Jun 10

VPS
5h 26m
DFW

Jun 11

ORD

as low as

$266

Top Deals on flights from Chicago to Panama City

Chicago, US (CHI) - Panama City, US (ECP)

Delta Air Lines Logo
Delta Air Lines

Jun 13

MDW
6h 42m
ATL

Jun 13

ECP
Delta Air Lines Logo
Delta Air Lines

Jun 20

ECP
6h 58m
ATL

Jun 20

MDW

as low as

$196

Chicago, US (CHI) - Panama City, US (ECP)

Delta Air Lines Logo
Delta Air Lines

Jun 6

ORD
7h 7m
ATL

Jun 6

ECP
Delta Air Lines Logo
Delta Air Lines

Jun 13

ECP
4h 16m
ATL

Jun 13

ORD

as low as

$196

Chicago, US (CHI) - Panama City, US (ECP)

Delta Air Lines Logo
Delta Air Lines

May 28

ORD
5h 35m
ATL

May 28

ECP
Delta Air Lines Logo
Delta Air Lines

Jun 4

ECP
4h 3m
ATL

Jun 4

ORD

as low as

$196

Chicago, US (CHI) - Panama City, US (ECP)

Delta Air Lines Logo
Delta Air Lines

Jun 4

MDW
5h 16m
ATL

Jun 4

ECP
Delta Air Lines Logo
Delta Air Lines

Jun 11

ECP
6h 58m
ATL

Jun 11

MDW

as low as

$196

Chicago, US (CHI) - Panama City, US (ECP)

Delta Air Lines Logo
Delta Air Lines

Jun 3

ORD
4h 34m
ATL

Jun 3

ECP
Delta Air Lines Logo
Delta Air Lines

Jun 10

ECP
4h 9m
ATL

Jun 10

ORD

as low as

$196

Chicago, US (CHI) - Panama City, US (ECP)

United Airlines Logo
United Airlines

Jun 4

ORD
2h 26m
Direct

Jun 4

ECP
United Airlines Logo
United Airlines

Jun 11

ECP
2h 36m
Direct

Jun 11

ORD

as low as

$278

Chicago, US (CHI) - Panama City, US (ECP)

United Airlines Logo
United Airlines

May 28

ORD
2h 26m
Direct

May 28

ECP
United Airlines Logo
United Airlines

Jun 4

ECP
2h 36m
Direct

Jun 4

ORD

as low as

$278

Chicago, US (CHI) - Panama City, US (ECP)

United Airlines Logo
United Airlines

May 26

ORD
2h 26m
Direct

May 26

ECP
United Airlines Logo
United Airlines

Jun 2

ECP
2h 36m
Direct

Jun 2

ORD

as low as

$278

Chicago, US (CHI) - Panama City, US (ECP)

American Airlines Logo
American Airlines

Jun 4

ORD
5h 25m
CLT

Jun 4

ECP
American Airlines Logo
American Airlines

Jun 11

ECP
6h 26m
DFW

Jun 11

ORD

as low as

$328

Chicago, US (CHI) - Panama City, US (ECP)

American Airlines Logo
American Airlines

May 28

ORD
5h 25m
CLT

May 28

ECP
American Airlines Logo
American Airlines

Jun 4

ECP
7h 10m
CLT

Jun 4

ORD

as low as

$328

Chicago, US (CHI) - Panama City, US (ECP)

American Airlines Logo
American Airlines

Jun 8

ORD
6h 55m
CLT

Jun 8

ECP
American Airlines Logo
American Airlines

Jun 14

ECP
5h 19m
DCA

Jun 14

ORD

as low as

$328

Chicago, US (CHI) - Panama City, US (ECP)

American Airlines Logo
American Airlines

Jun 3

ORD
6h 42m
DFW

Jun 3

ECP
American Airlines Logo
American Airlines

Jun 10

ECP
6h 53m
DFW

Jun 10

ORD

as low as

$328
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