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Flights from Chicago, IL (CHI-All Airports) to Orlando Executive Airport (ORL)
Flights to Orlando
Florida
United States of America
Flights
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Popular airlines from Chicago to Orlando, FL (ORL-Orlando Executive)

Air Canada
WestJet
Flair Airlines
American Airlines
United
Delta
Porter Airlines

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Cheap Flights from Chicago to Orlando (CHI-ORL)

Prices were available within the past 7 days and start at CA $230 for one-way flights and CA $458 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Tue, Nov 24 - Wed, Dec 2

MDW

Chicago

MCO

Orlando

CA $458

Roundtrip

Found 1 day ago

Select Delta flight, departing Tue, Nov 24 from Chicago to Orlando, returning Wed, Dec 2, priced at CA $458 Found 1 day ago

Fri, Dec 11 - Thu, Dec 17

ORD

Chicago

MCO

Orlando

CA $474

Roundtrip

Found 1 day ago

Select Sun Country Airlines flight, departing Fri, Dec 11 from Chicago to Orlando, returning Thu, Dec 17, priced at CA $474 Found 1 day ago

Mon, Nov 30 - Sat, Dec 5

ORD

Chicago

MCO

Orlando

CA $483

Roundtrip

Found 2 days ago

Select JetBlue Airways flight, departing Mon, Nov 30 from Chicago to Orlando, returning Sat, Dec 5, priced at CA $483 Found 2 days ago

Sat, Nov 14 - Thu, Nov 19

ORD

Chicago

MCO

Orlando

CA $483

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Sat, Nov 14 from Chicago to Orlando, returning Thu, Nov 19, priced at CA $483 Found 1 day ago

Mon, Nov 30 - Sat, Dec 5

ORD

Chicago

MCO

Orlando

CA $489

Roundtrip

Found 2 days ago

Select JetBlue Airways flight, departing Mon, Nov 30 from Chicago to Orlando, returning Sat, Dec 5, priced at CA $489 Found 2 days ago

Sat, Nov 14 - Thu, Nov 19

ORD

Chicago

MCO

Orlando

CA $491

Roundtrip

Found 1 day ago

Select Delta flight, departing Sat, Nov 14 from Chicago to Orlando, returning Thu, Nov 19, priced at CA $491 Found 1 day ago

Tue, Dec 15 - Tue, Dec 22

ORD

Chicago

MCO

Orlando

CA $491

Roundtrip

Found 2 days ago

Select American Airlines flight, departing Tue, Dec 15 from Chicago to Orlando, returning Tue, Dec 22, priced at CA $491 Found 2 days ago

Sat, Oct 31 - Tue, Nov 3

ORD

Chicago

MCO

Orlando

CA $492

Roundtrip

Found 1 day ago

Select American Airlines flight, departing Sat, Oct 31 from Chicago to Orlando, returning Tue, Nov 3, priced at CA $492 Found 1 day ago

Mon, Oct 26 - Thu, Oct 29

ORD

Chicago

MCO

Orlando

CA $495

Roundtrip

Found 5 days ago

Select Delta flight, departing Mon, Oct 26 from Chicago to Orlando, returning Thu, Oct 29, priced at CA $495 Found 5 days ago

Tue, Nov 24 - Wed, Dec 2

MDW

Chicago

MCO

Orlando

CA $502

Roundtrip

Found 1 day ago

Select Southwest Airlines flight, departing Tue, Nov 24 from Chicago to Orlando, returning Wed, Dec 2, priced at CA $502 Found 1 day ago

Alternative airports near Orlando

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Orlando Intl. MCO. Cheapest option available. Average driving time to city centre is 19 minutes. Flights from CA $662

MCO

Orlando Intl.

Cheapest

19 min

Flights from CA $662

Find the cheapest month to fly from Chicago (CHI) to Orlando (ORL)

November is typically the cheapest month to fly

From CA $170 - CA $397 per traveller.

Travel information

Origin airport	Chicago, IL
Destination airport	Orlando Executive Airport
Distance	1,611 km away
Roundtrip price	CA $458

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Flights

Flights from Atlanta (ATL) to Orlando (ORL)
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Flights from Detroit (DTW) to Orlando (MCO)
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Flights from Deer Lake (YDF) to Orlando (MCO)
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Flights from Philadelphia (PHL) to Orlando (MCO)
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Flights from Comox (YQQ) to Orlando (ORL)
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Flights from Lethbridge (YQL) to Orlando (ORL)
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Flights from Miami (MIA) to Orlando (MCO)
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Flights from Halifax (YHZ) to Orlando (MCO)
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Flights from Chicago (ORD) to Orlando (MCO)
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Flights from Detroit (DTT) to Orlando (ORL)
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Flights from Boston (BOS) to Orlando (ORL)
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Flights from Cleveland (CLE) to Orlando (ORL)
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Flights from Moncton (YQM) to Orlando (MCO)
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Flights from Fort Lauderdale (FLL) to Orlando (MCO)
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Flights from Detroit (DTW) to Orlando (ORL)
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Flights from Tampa (TPA) to Orlando (MCO)
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Flights from Minot (MOT) to Orlando (MCO)
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Flights from Plattsburgh (PBG) to Orlando (MCO)
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Flights from Regina (YQR) to Orlando (MCO)
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Flights from Charlottetown Alexander B. Campbell Airport (YYG) to Orlando (MCO)
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Flights from Bangor (BGR) to Orlando (MCO)
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Flights from Nashville (BNA) to Orlando (MCO)
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Flights from Buffalo (BUF) to Orlando (MCO)
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Flights from Phoenix (PHX) to Orlando (MCO)
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Flights from Richmond (RIC) to Orlando (ORL)
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Flights from Brampton Island (BMP) to Orlando (ORL)
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Flights from Halifax (YHZ) to Orlando (ORL)
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Flights from Rochester (ROC) to Orlando (MCO)
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Flights from Fargo (FAR) to Orlando (MCO)
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Flights from Oshawa (YOO) to Orlando (ORL)
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Flights from Ogdensburg (OGS) to Orlando (ORL)
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Flights from Québec (YQB) to Orlando (MCO)
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Flights from Portland (PDX) to Orlando (MCO)
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Flights from Fredericton (YFC) to Orlando (MCO)
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Flights from Toronto (YTO) to Orlando (ORL)
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Flights from Syracuse (SYR) to Orlando (ORL)
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Flights from Ogdensburg (OGS) to Orlando (MCO)
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Flights from Fort Myers (RSW) to Orlando (MCO)
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Flights from Edmonton (YEG) to Orlando (MCO)
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Flights from Moncton (YQM) to Orlando (ORL)
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Flights from Buffalo (BUF) to Orlando (ORL)
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Flights from Hamilton (YHM) to Orlando (ORL)
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Flights from Toronto (YYZ) to Orlando (ORL)
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Flights from Jacksonville (JAX) to Orlando (MCO)
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Flights from Seattle (SEA) to Orlando (MCO)
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Flights from Rio de Janeiro (RIO) to Orlando (ORL)
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Flights from Thunder Bay (YQT) to Orlando (MCO)
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Flights from Wabush (YWK) to Orlando (ORL)
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Flights from Grand Forks (GFK) to Orlando (ORL)
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Flights from Burlington (BTV) to Orlando (MCO)
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Flights from Dallas (DFW) to Orlando (MCO)
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Flights from Las Vegas (LAS) to Orlando (MCO)
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Flights from St. John's (YYT) to Orlando (MCO)
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Flights from Houston (HOU) to Orlando (MCO)
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Flights from Ottawa (YOW) to Orlando (MCO)
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Flights from Edmonton (YEG) to Orlando (ORL)
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Flights from Montreal (YUL) to Orlando (ORL)
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Flights from Presque Isle (PQI) to Orlando (MCO)
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Flights from Los Angeles (LAX) to Orlando (MCO)
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Flights from Spokane (GEG) to Orlando (MCO)
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Flights from Saint John (YSJ) to Orlando (ORL)
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Flights from Flint (FNT) to Orlando (MCO)
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Flights from Saint John (YSJ) to Orlando (MCO)
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Flights from Montreal (YUL) to Orlando (MCO)
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Flights from Winnipeg (YWG) to Orlando (MCO)
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Flights from Saskatoon (YXE) to Orlando (ORL)
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Flights from Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Standard Link for Flights from Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Flights from Grand Forks (GFK) to Orlando (MCO)
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Flights from Kelowna (YLW) to Orlando (MCO)
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Flights from Charlotte (CLT) to Orlando (MCO)
Standard Link for Flights from Charlotte (CLT) to Orlando (MCO)
Flights from Plattsburgh (PBG) to Orlando (ORL)
Standard Link for Flights from Plattsburgh (PBG) to Orlando (ORL)
Flights from Kitchener (YKF) to Orlando (MCO)
Standard Link for Flights from Kitchener (YKF) to Orlando (MCO)
Flights from Fredericton (YFC) to Orlando (ORL)
Standard Link for Flights from Fredericton (YFC) to Orlando (ORL)
Flights from Portland (PWM) to Orlando (MCO)
Standard Link for Flights from Portland (PWM) to Orlando (MCO)
Flights from Boston (BOS) to Orlando (MCO)
Standard Link for Flights from Boston (BOS) to Orlando (MCO)
Flights from Great Falls (GTF) to Orlando (MCO)
Standard Link for Flights from Great Falls (GTF) to Orlando (MCO)
Flights from New York (JFK) to Orlando (MCO)
Standard Link for Flights from New York (JFK) to Orlando (MCO)
Flights from Washington (DCA) to Orlando (MCO)
Standard Link for Flights from Washington (DCA) to Orlando (MCO)
Flights from Toronto (YTZ) to Orlando (MCO)
Standard Link for Flights from Toronto (YTZ) to Orlando (MCO)
Flights from Winnipeg (YWG) to Orlando (ORL)
Standard Link for Flights from Winnipeg (YWG) to Orlando (ORL)
Flights from Calgary (YYC) to Orlando (ORL)
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Flights from Nassau (NAS) to Orlando (MCO)
Standard Link for Flights from Nassau (NAS) to Orlando (MCO)
Flights from Hamilton (YHM) to Orlando (MCO)
Standard Link for Flights from Hamilton (YHM) to Orlando (MCO)
Flights from Saskatoon (YXE) to Orlando (MCO)
Standard Link for Flights from Saskatoon (YXE) to Orlando (MCO)
Flights from London (YXU) to Orlando (MCO)
Standard Link for Flights from London (YXU) to Orlando (MCO)
Flights from Sault Ste. Marie (CIU) to Orlando (MCO)
Standard Link for Flights from Sault Ste. Marie (CIU) to Orlando (MCO)
Flights from Toronto (YYZ) to Orlando (MCO)
Standard Link for Flights from Toronto (YYZ) to Orlando (MCO)
Flights from Niagara Falls (IAG) to Orlando (MCO)
Standard Link for Flights from Niagara Falls (IAG) to Orlando (MCO)
Flights from Ottawa (YOW) to Orlando (ORL)
Standard Link for Flights from Ottawa (YOW) to Orlando (ORL)
Flights from Comox (YQQ) to Orlando (MCO)
Standard Link for Flights from Comox (YQQ) to Orlando (MCO)
Flights from Victoria (YYJ) to Orlando (MCO)
Standard Link for Flights from Victoria (YYJ) to Orlando (MCO)
Flights from Calgary (YYC) to Orlando (MCO)
Standard Link for Flights from Calgary (YYC) to Orlando (MCO)
Flights from Vancouver (YVR) to Orlando (ORL)
Standard Link for Flights from Vancouver (YVR) to Orlando (ORL)
Flights from Syracuse (SYR) to Orlando (MCO)
Standard Link for Flights from Syracuse (SYR) to Orlando (MCO)
Flights from Windsor (YQG) to Orlando (MCO)
Standard Link for Flights from Windsor (YQG) to Orlando (MCO)
Flights from Seattle (SEA) to Orlando (ORL)
Standard Link for Flights from Seattle (SEA) to Orlando (ORL)
Flights from Grand Rapids (GRR) to Orlando (MCO)
Standard Link for Flights from Grand Rapids (GRR) to Orlando (MCO)
Flights from Bellingham (BLI) to Orlando (MCO)
Standard Link for Flights from Bellingham (BLI) to Orlando (MCO)
Flights from Ontario Intl. Airport (ONT) to Orlando (MCO)
Standard Link for Flights from Ontario Intl. Airport (ONT) to Orlando (MCO)
Flights from Vancouver (YVR) to Orlando (MCO)
Standard Link for Flights from Vancouver (YVR) to Orlando (MCO)

*Available to Expedia members.

CA $230 Cheap Flights from Chicago (CHI) to Orlando (ORL)

Popular airlines from Chicago to Orlando, FL (ORL-Orlando Executive)

Be in the know

Book smarter

Earn twice

Cheap Flights from Chicago to Orlando (CHI-ORL)

Alternative airports near Orlando

Find the cheapest month to fly from Chicago (CHI) to Orlando (ORL)

November is typically the cheapest month to flyNovember is typically the cheapest month to fly

Travel information

Explore a world of travel with Expedia

November is typically the cheapest month to fly