Cheap flights Chicago to Orlando Sanford International Airport

From

To

Depart

Return

Passengers

1 passenger, economy

Cheap flights Chicago to Orlando Sanford International Airport

Compare prices, duration and stops

Filters

Stops

Direct only 1 stop

Price

87 S$ 1634 S$ 1634 S$

Airlines

Air Canada Allegiant Air Contour Airlines Frontier Airlines Jetblue Airways Passaredo Linhas Aereas Porter Airlines

G4 341

20:53

Chicago, Chicago Rockford International Airport (RFD)

Sun, 13 sep

16h 41min

2 stops

13:34

Orlando, Orlando Sanford International Airport (SFB)

Mon, 14 sep +1

623 S$

G4 2933

15:22

Chicago, Chicago Rockford International Airport (RFD)

Mon, 14 sep

2h 34min

Direct

17:56

Orlando, Orlando Sanford International Airport (SFB)

Mon, 14 sep

229 S$

F9 2292

11:25

Chicago, Chicago Midway International Airport (MDW)

Tue, 15 sep

26h 39min

3 stops

14:04

Orlando, Orlando Sanford International Airport (SFB)

Wed, 16 sep +1

580 S$

F9 1483

11:30

Chicago, O'Hare International Airport (ORD)

Tue, 15 sep

55h 1min

3 stops

18:31

Orlando, Orlando Sanford International Airport (SFB)

Thu, 17 sep +1

391 S$

F9 1442

00:28

Chicago, O'Hare International Airport (ORD)

Wed, 16 sep

46h 57min

3 stops

23:25

Orlando, Orlando Sanford International Airport (SFB)

Thu, 17 sep +1

425 S$

B6 112

14:38

Chicago, O'Hare International Airport (ORD)

Wed, 16 sep

28h 29min

3 stops

19:07

Orlando, Orlando Sanford International Airport (SFB)

Thu, 17 sep +1

439 S$

F9 1442

00:28

Chicago, O'Hare International Airport (ORD)

Thu, 17 sep

22h 46min

3 stops

23:14

Orlando, Orlando Sanford International Airport (SFB)

Thu, 17 sep

483 S$

F9 2205

12:11

Chicago, O'Hare International Airport (ORD)

Thu, 17 sep

11h 3min

2 stops

23:14

Orlando, Orlando Sanford International Airport (SFB)

Thu, 17 sep

231 S$

G4 341

20:53

Chicago, Chicago Rockford International Airport (RFD)

Thu, 17 sep

21h 34min

1 stop

18:27

Orlando, Orlando Sanford International Airport (SFB)

Fri, 18 sep +1

292 S$

F9 2292

11:25

Chicago, Chicago Midway International Airport (MDW)

Sat, 19 sep

36h

3 stops

23:25

Orlando, Orlando Sanford International Airport (SFB)

Sun, 20 sep +1

424 S$

PD 2388

16:45

Chicago, Chicago Midway International Airport (MDW)

Sat, 19 sep

20h 54min

2 stops

13:39

Orlando, Orlando Sanford International Airport (SFB)

Sun, 20 sep +1

1 634 S$

F9 2205

12:11

Chicago, O'Hare International Airport (ORD)

Sun, 20 sep

12h 7min

2 stops

00:18

Orlando, Orlando Sanford International Airport (SFB)

Mon, 21 sep +1

675 S$

G4 341

20:53

Chicago, Chicago Rockford International Airport (RFD)

Sun, 20 sep

23h 4min

1 stop

19:57

Orlando, Orlando Sanford International Airport (SFB)

Mon, 21 sep +1

336 S$

G4 2933

15:22

Chicago, Chicago Rockford International Airport (RFD)

Mon, 21 sep

2h 34min

Direct

17:56

Orlando, Orlando Sanford International Airport (SFB)

Mon, 21 sep

236 S$

F9 2292

11:25

Chicago, Chicago Midway International Airport (MDW)

Sat, 3 oct

24h 35min

3 stops

12:00

Orlando, Orlando Sanford International Airport (SFB)

Sun, 4 oct +1

422 S$

G4 2131

15:08

Chicago, Chicago Rockford International Airport (RFD)

Sun, 4 oct

36h 2min

2 stops

03:10

Orlando, Orlando Sanford International Airport (SFB)

Tue, 6 oct +1

202 S$

G4 1311

14:34

Chicago, Chicago Rockford International Airport (RFD)

Wed, 7 oct

2h 30min

Direct

17:04

Orlando, Orlando Sanford International Airport (SFB)

Wed, 7 oct

167 S$

F9 2205

13:04

Chicago, O'Hare International Airport (ORD)

Thu, 8 oct

14h 32min

3 stops

03:36

Orlando, Orlando Sanford International Airport (SFB)

Fri, 9 oct +1

307 S$

G4 2106

14:40

Chicago, Chicago Rockford International Airport (RFD)

Thu, 8 oct

12h 59min

2 stops

03:39

Orlando, Orlando Sanford International Airport (SFB)

Fri, 9 oct +1

458 S$

G4 2920

13:52

Chicago, Chicago Rockford International Airport (RFD)

Fri, 9 oct

2h 30min

Direct

16:22

Orlando, Orlando Sanford International Airport (SFB)

Fri, 9 oct

250 S$

G4 1438

17:26

Chicago, Chicago Midway International Airport (MDW)

Fri, 9 oct

10h 13min

1 stop

03:39

Orlando, Orlando Sanford International Airport (SFB)

Sat, 10 oct +1

286 S$

G4 2853

15:39

Chicago, Chicago Rockford International Airport (RFD)

Mon, 12 oct

2h 30min

Direct

18:09

Orlando, Orlando Sanford International Airport (SFB)

Mon, 12 oct

221 S$

G4 3024

18:26

Chicago, Chicago Midway International Airport (MDW)

Mon, 12 oct

20h 7min

1 stop

14:33

Orlando, Orlando Sanford International Airport (SFB)

Tue, 13 oct +1

274 S$

G4 2853

15:39

Chicago, Chicago Rockford International Airport (RFD)

Mon, 19 oct

2h 30min

Direct

18:09

Orlando, Orlando Sanford International Airport (SFB)

Mon, 19 oct

133 S$

G4 1311

14:34

Chicago, Chicago Rockford International Airport (RFD)

Wed, 21 oct

2h 30min

Direct

17:04

Orlando, Orlando Sanford International Airport (SFB)

Wed, 21 oct

91 S$

F9 2292

11:22

Chicago, Chicago Midway International Airport (MDW)

Thu, 22 oct

16h 17min

3 stops

03:39

Orlando, Orlando Sanford International Airport (SFB)

Fri, 23 oct +1

404 S$

F9 2292

11:15

Chicago, Chicago Midway International Airport (MDW)

Sat, 24 oct

50h 17min

2 stops

13:32

Orlando, Orlando Sanford International Airport (SFB)

Mon, 26 oct +1

235 S$

F9 1483

11:30

Chicago, O'Hare International Airport (ORD)

Tue, 27 oct

29h 11min

2 stops

16:41

Orlando, Orlando Sanford International Airport (SFB)

Wed, 28 oct +1

298 S$

F9 1596

12:15

Chicago, O'Hare International Airport (ORD)

Tue, 27 oct

34h 42min

2 stops

22:57

Orlando, Orlando Sanford International Airport (SFB)

Wed, 28 oct +1

241 S$

F9 1341

15:40

Chicago, O'Hare International Airport (ORD)

Tue, 27 oct

50h 9min

3 stops

17:49

Orlando, Orlando Sanford International Airport (SFB)

Thu, 29 oct +1

265 S$

F9 2205

13:00

Chicago, O'Hare International Airport (ORD)

Sat, 31 oct

48h 30min

2 stops

13:30

Orlando, Orlando Sanford International Airport (SFB)

Mon, 2 nov +1

265 S$

F9 2144

18:03

Chicago, Chicago Midway International Airport (MDW)

Sat, 7 nov

46h 28min

3 stops

16:31

Orlando, Orlando Sanford International Airport (SFB)

Mon, 9 nov +1

270 S$

G4 1937

19:08

Chicago, Chicago Rockford International Airport (RFD)

Sun, 8 nov

25h 48min

1 stop

20:56

Orlando, Orlando Sanford International Airport (SFB)

Mon, 9 nov +1

225 S$

F9 2144

00:42

Chicago, Chicago Midway International Airport (MDW)

Sun, 15 nov

20h 58min

3 stops

21:40

Orlando, Orlando Sanford International Airport (SFB)

Sun, 15 nov

439 S$

G4 2961 Best price

16:38

Chicago, Chicago Rockford International Airport (RFD)

Mon, 16 nov

2h 36min

Direct

19:14

Orlando, Orlando Sanford International Airport (SFB)

Mon, 16 nov

87 S$

B6 864

20:50

Chicago, O'Hare International Airport (ORD)

Wed, 2 dec

46h 49min

2 stops

19:39

Orlando, Orlando Sanford International Airport (SFB)

Fri, 4 dec +1

260 S$

G4 1449

15:41

Chicago, Chicago Midway International Airport (MDW)

Thu, 24 dec

9h 38min

2 stops

01:19

Orlando, Orlando Sanford International Airport (SFB)

Fri, 25 dec +1

501 S$

F9 1252

02:41

Chicago, O'Hare International Airport (ORD)

Fri, 25 dec

16h 37min

2 stops

19:18

Orlando, Orlando Sanford International Airport (SFB)

Fri, 25 dec

452 S$

G4 1307

17:00

Chicago, Chicago Rockford International Airport (RFD)

Fri, 25 dec

2h 34min

Direct

19:34

Orlando, Orlando Sanford International Airport (SFB)

Fri, 25 dec

273 S$

G4 1340

00:42

Chicago, Chicago Rockford International Airport (RFD)

Thu, 31 dec

2h 34min

Direct

03:16

Orlando, Orlando Sanford International Airport (SFB)

Thu, 31 dec

166 S$

G4 2832

22:41

Chicago, Chicago Rockford International Airport (RFD)

Sun, 31 jan

2h 34min

Direct

01:15

Orlando, Orlando Sanford International Airport (SFB)

Mon, 1 feb +1

110 S$

G4 2857

23:56

Chicago, Chicago Rockford International Airport (RFD)

Mon, 1 feb

2h 34min

Direct

02:30

Orlando, Orlando Sanford International Airport (SFB)

Tue, 2 feb +1

167 S$

B6 1012

00:20

Chicago, O'Hare International Airport (ORD)

Wed, 10 mar

41h 25min

2 stops

17:45

Orlando, Orlando Sanford International Airport (SFB)

Thu, 11 mar +1

491 S$

LF 3046

18:30

Chicago, O'Hare International Airport (ORD)

Sat, 13 mar

50h 54min

2 stops

21:24

Orlando, Orlando Sanford International Airport (SFB)

Mon, 15 mar +1

564 S$

G4 1334

14:47

Chicago, Chicago Rockford International Airport (RFD)

Mon, 15 mar

2h 33min

Direct

17:20

Orlando, Orlando Sanford International Airport (SFB)

Mon, 15 mar

185 S$

B6 864

19:35

Chicago, O'Hare International Airport (ORD)

Tue, 16 mar

44h 20min

2 stops

15:55

Orlando, Orlando Sanford International Airport (SFB)

Thu, 18 mar +1

628 S$

AC 8548

12:25

Chicago, O'Hare International Airport (ORD)

Sat, 20 mar

30h 10min

3 stops

18:35

Orlando, Orlando Sanford International Airport (SFB)

Sun, 21 mar +1

841 S$

P3 2704

16:45

Chicago, O'Hare International Airport (ORD)

Sat, 20 mar

25h 50min

2 stops

18:35

Orlando, Orlando Sanford International Airport (SFB)

Sun, 21 mar +1

938 S$

LF 3046

17:30

Chicago, O'Hare International Airport (ORD)

Thu, 25 mar

27h 54min

2 stops

21:24

Orlando, Orlando Sanford International Airport (SFB)

Fri, 26 mar +1

412 S$

LF 3046

17:30

Chicago, O'Hare International Airport (ORD)

Fri, 26 mar

30h 22min

2 stops

23:52

Orlando, Orlando Sanford International Airport (SFB)

Sat, 27 mar +1

424 S$

Low price calendar

September 2026

Price chart (September 2026)

min: 229 S$ · max: 675 S$

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623 S$

14

Good deal

229 S$

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580 S$

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425 S$

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292 S$

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424 S$

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675 S$

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236 S$

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Cheap flights Chicago to Orlando Sanford International Airport

Allegiant Air

Mon, Tue, Wed, Thu, Fri, Sun

Price from

S$87

Frontier Airlines

Tue, Wed, Thu, Fri, Sat, Sun

Price from

S$241

Jetblue Airways

Tue, Wed

Price from

S$439

Porter Airlines

Sat

Price from

S$1 634

Popular destinations from Chicago

All →

CHI

Chicago — Orlando

United States → United States

ORL

from

S$27

CHI

Chicago — Orlando

United States → United States

MCO

from

S$27

CHI

Chicago — Atlanta

United States → United States

ATL

from

S$28

CHI

Chicago — Houston

United States → United States

IAH

from

S$28

CHI

Chicago — Houston

United States → United States

HOU

from

S$28

CHI

Chicago — New York

United States → United States

NYC

from

S$30

CHI

Chicago — Denver

United States → United States

DEN

from

S$30

CHI

Chicago — Fort Lauderdale

United States → United States

FLL

from

S$31

CHI

Chicago — Miami

United States → United States

MIA

from

S$31

Popular destinations to Orlando Sanford International Airport

All →

LAS

Las Vegas — Orlando

United States → United States

SFB

from

S$62

BNA

Nashville — Orlando

United States → United States

SFB

from

S$65

PIT

Pittsburgh — Orlando

United States → United States

SFB

from

S$69

IND

Indianapolis — Orlando

United States → United States

SFB

from

S$75

BOS

Boston — Orlando

United States → United States

SFB

from

S$79

PHL

Philadelphia — Orlando

United States → United States

SFB

from

S$84

CVG

Cincinnati — Orlando

United States → United States

SFB

from

S$85

ATL

Atlanta — Orlando

United States → United States

SFB

from

S$87

Cheap flights Chicago to Orlando Sanford International Airport

Interesting facts about the route

Flight time

20h 54min

Distance

1 585 km

Average price

S$292

Most frequent flight

G4 341

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

change

3 GB

data

30

days

S$11

change

2 GB

data

15

days

S$16

change

5 GB

data

30

days

S$18

change

3 GB

data

30

days

S$20

change

5 GB

data

30

days

S$29

Frequently Asked Questions

The average ticket price Chicago Orlando Sanford International Airport is S$292. The cheapest ticket costs S$229, operated by Allegiant Air, flight 2933, departing Chicago on 14 September at 15:22, arriving Orlando Sanford International Airport on 14 September at 17:56.

The average flight time is 28 hours 29 minutes. The fastest flight takes 2 hours 34 minutes, flight 2933 operated by Allegiant Air, departing Chicago on 14 September at 15:22, arriving Orlando Sanford International Airport on 14 September at 17:56.

Flights on the Chicago - Orlando Sanford International Airport route are operated by the following airlines: Jetblue Airways, Frontier Airlines, Allegiant Air, Porter Airlines.

The distance from Chicago to Orlando Sanford International Airport is 1585 km.