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Flight Deals from Chicago to Orlando from $40

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Stops

  • Nonstop
    from $139
  • Up to 1 stop
    $139

Airlines

  • American Airlines
    $247
  • Delta Air Lines
    $258
  • Frontier Airlines
    $185
  • JetBlue
    $225
  • Southwest Airlines
    $233
  • Spirit Airlines
    $139
  • United Airlines
    $237

Cabin Class

  • Economy
    $139

Departure Airports

  • Chicago Midway Airport
    $185
  • Chicago O Hare Airport
    $139

Arrival Airports

  • Orlando International Airport
    $139

Layover Airports

  • Charlotte Douglas International Airport
    $223
  • Dallas Love Field
    $233
  • Denver International Airport
    $334
  • Fort Lauderdale Hollywood International Airport
    $139
  • Hartsfield Jackson Atlanta International Airport
    $185
  • Louis Armstrong New Orleans International Airport
    $182
  • Miami International Airport
    $292
  • New York John F Kennedy Airport
    $225
  • New York LaGuardia Airport
    $308
  • Newark Liberty Airport
    $342
  • Philadelphia International Airport
    $338
  • Phoenix Sky Harbor International Airport
    $275
  • Reagan Washington National Airport
    $283
  • Washington Dulles Airport
    $294
Spirit Airlines Logo
6:05 am – 9:48 am
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 43m
25 Feb
3h 43m
25 Feb
nonstop
Spirit Airlines Logo
6:55 am – 9:23 am
Orlando(MCO)Chicago(ORD)
MCO - ORD · 26h 28m
27 Feb
26h 28m
27 Feb
1 stop
FLL
$139
Spirit Airlines Logo
6:05 am – 9:48 am
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 43m
25 Feb
3h 43m
25 Feb
nonstop
Spirit Airlines Logo
2:59 pm – 5:04 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h 5m
27 Feb
2h 5m
27 Feb
nonstop
$139
Spirit Airlines Logo
6:05 am – 9:48 am
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 43m
10 Feb
3h 43m
10 Feb
nonstop
Spirit Airlines Logo
5:15 pm – 9:23 am
Orlando(MCO)Chicago(ORD)
MCO - ORD · 16h 8m
17 Feb
16h 8m
17 Feb
1 stop
FLL
$152
Spirit Airlines Logo
10:18 am – 2:04 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 46m
27 Feb
3h 46m
27 Feb
nonstop
Spirit Airlines Logo
7:15 pm – 9:23 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h 8m
3 Mar
2h 8m
3 Mar
nonstop
$169
Spirit Airlines Logo
2:47 pm – 10:14 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 7h 27m
27 Feb
7h 27m
27 Feb
1 stop
MSY
Spirit Airlines Logo
7:15 pm – 9:23 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h 8m
3 Mar
2h 8m
3 Mar
nonstop
$182
Frontier Airlines Logo
8:56 pm – 12:47 am
Chicago(MDW)Orlando(MCO)
MDW - MCO · 3h 51m
27 Feb
3h 51m
27 Feb
nonstop
Frontier Airlines Logo
5:48 pm – 10:23 pm
Orlando(MCO)Chicago(MDW)
MCO - MDW · 4h 35m
3 Mar
4h 35m
3 Mar
1 stop
ATL
$185
Frontier Airlines Logo
9:00 am – 12:51 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 51m
25 Feb
3h 51m
25 Feb
nonstop
Frontier Airlines Logo
5:53 pm – 7:50 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 1h 57m
27 Feb
1h 57m
27 Feb
nonstop
$190
Frontier Airlines Logo
9:00 am – 12:51 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 51m
10 Feb
3h 51m
10 Feb
nonstop
Frontier Airlines Logo
5:48 pm – 10:23 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 4h 35m
17 Feb
4h 35m
17 Feb
1 stop
ATL
$190
Spirit Airlines Logo
2:47 pm – 10:14 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 7h 27m
27 Feb
7h 27m
27 Feb
1 stop
MSY
Spirit Airlines Logo
5:15 pm – 11:42 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 6h 27m
3 Mar
6h 27m
3 Mar
1 stop
FLL
$213
Frontier Airlines Logo
4:51 pm – 11:56 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 7h 5m
27 Feb
7h 5m
27 Feb
1 stop
CLT
Frontier Airlines Logo
5:48 pm – 10:23 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 4h 35m
3 Mar
4h 35m
3 Mar
1 stop
ATL
$223
JetBlue Logo
7:00 am – 3:50 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 8h 50m
25 Feb
8h 50m
25 Feb
1 stop
JFK
JetBlue Logo
2:50 pm – 9:33 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 6h 43m
27 Feb
6h 43m
27 Feb
1 stop
JFK
$225
Southwest Airlines Logo
6:05 am – 9:45 am
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 40m
10 Feb
3h 40m
10 Feb
nonstop
Southwest Airlines Logo
6:10 am – 1:00 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 6h 50m
17 Feb
6h 50m
17 Feb
1 stop
DAL
$233
United Airlines Logo
2:20 pm – 6:00 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 40m
15 Feb
3h 40m
15 Feb
nonstop
United Airlines Logo
4:35 pm – 6:45 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h 10m
20 Feb
2h 10m
20 Feb
nonstop
$237
Southwest Airlines Logo
2:15 pm – 10:00 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 7h 45m
10 Feb
7h 45m
10 Feb
1 stop
DAL
Southwest Airlines Logo
6:10 am – 1:00 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 6h 50m
17 Feb
6h 50m
17 Feb
1 stop
DAL
$243
American Airlines Logo
2:55 pm – 6:33 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 38m
25 Feb
3h 38m
25 Feb
nonstop
American Airlines Logo
7:45 pm – 9:46 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h 1m
27 Feb
2h 1m
27 Feb
nonstop
$247
United Airlines Logo
2:20 pm – 6:00 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 40m
25 Feb
3h 40m
25 Feb
nonstop
United Airlines Logo
7:10 am – 9:10 am
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h
27 Feb
2h
27 Feb
nonstop
$247
American Airlines Logo
5:35 pm – 9:25 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 50m
1 Feb
3h 50m
1 Feb
nonstop
American Airlines Logo
7:02 am – 9:05 am
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h 3m
28 Feb
2h 3m
28 Feb
nonstop
$248
Delta Air Lines Logo
6:00 am – 12:02 pm
Chicago(MDW)Orlando(MCO)
MDW - MCO · 6h 2m
11 Feb
6h 2m
11 Feb
1 stop
ATL
Delta Air Lines Logo
7:50 pm – 11:54 pm
Orlando(MCO)Chicago(MDW)
MCO - MDW · 4h 4m
18 Feb
4h 4m
18 Feb
1 stop
ATL
$258
Delta Air Lines Logo
1:05 pm – 8:38 pm
Chicago(MDW)Orlando(MCO)
MDW - MCO · 7h 33m
10 Feb
7h 33m
10 Feb
1 stop
ATL
Delta Air Lines Logo
5:30 am – 10:06 am
Orlando(MCO)Chicago(MDW)
MCO - MDW · 4h 36m
14 Feb
4h 36m
14 Feb
1 stop
ATL
$258
Frontier Airlines Logo
1:45 pm – 6:06 am
Chicago(ORD)Orlando(MCO)
ORD - MCO · 16h 21m
10 Feb
16h 21m
10 Feb
1 stop
PHX
Frontier Airlines Logo
5:48 pm – 10:23 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 4h 35m
17 Feb
4h 35m
17 Feb
1 stop
ATL
$275
Southwest Airlines Logo
8:10 am – 1:25 pm
Chicago(MDW)Orlando(MCO)
MDW - MCO · 5h 15m
25 Feb
5h 15m
25 Feb
1 stop
ATL
Southwest Airlines Logo
8:45 am – 12:50 pm
Orlando(MCO)Chicago(MDW)
MCO - MDW · 4h 5m
27 Feb
4h 5m
27 Feb
1 stop
DCA
$283
JetBlue Logo
8:45 am – 5:53 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 9h 8m
10 Feb
9h 8m
10 Feb
1 stop
JFK
JetBlue Logo
6:00 am – 9:33 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 15h 33m
17 Feb
15h 33m
17 Feb
1 stop
JFK
$284
American Airlines Logo
7:01 am – 1:12 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 6h 11m
25 Feb
6h 11m
25 Feb
1 stop
MIA
American Airlines Logo
7:45 pm – 9:46 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h 1m
27 Feb
2h 1m
27 Feb
nonstop
$292
American Airlines Logo
5:35 pm – 9:25 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 50m
1 Feb
3h 50m
1 Feb
nonstop
American Airlines Logo
8:40 am – 12:24 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 3h 44m
28 Feb
3h 44m
28 Feb
1 stop
CLT
$293
United Airlines Logo
4:10 pm – 8:00 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 3h 50m
10 Feb
3h 50m
10 Feb
nonstop
United Airlines Logo
10:00 am – 2:20 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 4h 20m
17 Feb
4h 20m
17 Feb
1 stop
IAD
$294
American Airlines Logo
6:15 am – 12:57 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 6h 42m
27 Feb
6h 42m
27 Feb
1 stop
LGA
American Airlines Logo
3:52 pm – 5:55 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h 3m
3 Mar
2h 3m
3 Mar
nonstop
$308
American Airlines Logo
8:20 am – 5:20 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 9h
19 Feb
9h
19 Feb
1 stop
LGA
American Airlines Logo
7:02 am – 9:05 am
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h 3m
3 Mar
2h 3m
3 Mar
nonstop
$308
Frontier Airlines Logo
7:39 pm – 5:40 am
Chicago(ORD)Orlando(MCO)
ORD - MCO · 10h 1m
14 Dec
10h 1m
14 Dec
1 stop
DEN
Frontier Airlines Logo
7:58 pm – 9:58 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h
15 Mar
2h
15 Mar
nonstop
$334
American Airlines Logo
11:53 am – 6:22 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 6h 29m
1 Feb
6h 29m
1 Feb
1 stop
PHL
American Airlines Logo
8:40 am – 12:24 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 3h 44m
28 Feb
3h 44m
28 Feb
1 stop
CLT
$338
United Airlines Logo
10:48 am – 6:07 pm
Chicago(ORD)Orlando(MCO)
ORD - MCO · 7h 19m
18 Feb
7h 19m
18 Feb
1 stop
EWR
United Airlines Logo
8:43 pm – 11:00 pm
Orlando(MCO)Chicago(ORD)
MCO - ORD · 2h 17m
24 Feb
2h 17m
24 Feb
nonstop
$342

Top Deals on flights from Chicago to Orlando

Chicago, US (CHI) - Orlando, US (ORL)

Spirit Airlines Logo
Spirit Airlines

Feb 10

ORD
3h 43m
Direct

Feb 10

MCO

as low as

$40

Chicago, US (CHI) - Orlando, US (ORL)

Frontier Airlines Logo
Frontier Airlines

Dec 6

ORD
4h 7m
Direct

Dec 6

MCO

as low as

$44

Chicago, US (CHI) - Orlando, US (ORL)

Spirit Airlines Logo
Spirit Airlines

Dec 14

ORD
8h 43m
MSY

Dec 14

MCO

as low as

$66

Chicago, US (CHI) - Orlando, US (ORL)

Spirit Airlines Logo
Spirit Airlines

Jan 31

ORD
8h 2m
IAH

Jan 31

MCO

as low as

$75

Chicago, US (CHI) - Orlando, US (ORL)

Spirit Airlines Logo
Spirit Airlines

Nov 17

ORD
7h 46m
BWI

Nov 17

MCO

as low as

$75

Chicago, US (CHI) - Orlando, US (ORL)

Frontier Airlines Logo
Frontier Airlines

Nov 16

ORD
9h
DEN

Nov 16

MCO

as low as

$76

Chicago, US (CHI) - Orlando, US (ORL)

Frontier Airlines Logo
Frontier Airlines

Nov 17

MDW
7h 29m
ATL

Nov 17

MCO

as low as

$76

Chicago, US (CHI) - Orlando, US (ORL)

Frontier Airlines Logo
Frontier Airlines

Nov 9

ORD
5h 56m
CLT

Nov 9

MCO

as low as

$76

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

Feb 8

ORD
3h 50m
Direct

Feb 8

MCO

as low as

$89

Chicago, US (CHI) - Orlando, US (ORL)

Delta Air Lines Logo
Delta Air Lines

Nov 19

MDW
7h 24m
DTW

Nov 19

MCO

as low as

$98

Chicago, US (CHI) - Orlando, US (ORL)

Delta Air Lines Logo
Delta Air Lines

Dec 14

MDW
5h 18m
ATL

Dec 14

MCO

as low as

$98

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

Dec 10

RFD
6h 12m
ORD

Dec 10

MCO

as low as

$108

Frequently Asked Questions

What are the most convenient layover airports for my flight?
Consider Louis Armstrong New Orleans International, Hartsfield Jackson Atlanta International, and Denver International as convenient layover airports for your flight from Chicago to Orlando.
What is the cheapest and fastest flight from Chicago to Orlando?
The cheapest flight is with Frontier Airlines for $91, taking 3 hours 46 minutes. The fastest flight is with American Airlines for $298, lasting 3 hours 38 minutes.
What are all possible destination arrival airports?
All possible destination arrival airports are Orlando International Airport, Louis Armstrong New Orleans International Airport, Hartsfield Jackson Atlanta International Airport, Denver International Airport, Dallas Love Field, Portland International Airport, San Diego International Airport, New York John F Kennedy Airport, and Miami International Airport.
What is the time difference between destination and arrival?
The flight from Chicago to Orlando takes approximately 3 hours 46 minutes. However, consider the time zone difference, as Chicago is in Central Time and Orlando is in Eastern Time, resulting in a one-hour difference.
Is there a direct flight from Chicago to Orlando?
Yes, there are direct flights available from Chicago to Orlando. Frontier Airlines offers a non-stop flight for $91, and American Airlines offers another non-stop option for $248. Both flights have no layovers.
Are there convenient layover flights from Chicago to Orlando?
Yes, there are convenient layover flights from Chicago to Orlando. Airlines include Spirit Airlines at $182, Delta Air Lines at $198, Frontier Airlines at $205, American Airlines at $238, and Southwest Airlines at $243.