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Flight Deals from Chicago to Orlando from $46

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Stops

  • Nonstop
    from $101
  • Up to 1 stop
    $150
  • Up to 2 stops
    $351

Airlines

  • American Airlines
    $248
  • Delta Air Lines
    $198
  • Frontier Airlines
    $101
  • Hawaiian Airlines
    $687
  • JetBlue
    $280
  • Southwest Airlines
    $351
  • Spirit Airlines
    $119
  • Sun Country Airlines
    $426
  • United Airlines
    $248
  • Virgin Atlantic
    $276

Cabin Class

  • Economy
    $101

Departure Airports

  • Chicago Midway Airport
    $117
  • Chicago O Hare Airport
    $101

Arrival Airports

  • Orlando International Airport
    $101

Layover Airports

  • Charlotte Douglas International Airport
    $307
  • Dallas Fort Worth International Airport
    $255
  • Denver International Airport
    $204
  • Detroit Metropolitan Airport
    $207
  • Fort Lauderdale Hollywood International Airport
    $160
  • General Edward Lawrence Logan International Airport
    $389
  • George Bush Intercontinental Houston Airport
    $441
  • Harry Reid International Airport
    $160
  • Hartsfield Jackson Atlanta International Airport
    $150
  • Louis Armstrong New Orleans International Airport
    $292
  • Miami International Airport
    $287
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $426
  • Myrtle Beach International Airport
    $167
  • New York John F Kennedy Airport
    $280
  • New York LaGuardia Airport
    $315
  • Newark Liberty Airport
    $430
  • Philadelphia International Airport
    $235
  • Phoenix Sky Harbor International Airport
    $351
  • Raleigh Durham International Airport
    $167
  • Reagan Washington National Airport
    $287
  • Seattle Tacoma International Airport
    $687
  • St Louis Lambert International Airport
    $351
  • Washington Dulles Airport
    $258

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On average save $240 per traveler
Frontier Airlines Logo
Frontier Airlines

05/24/25

ORD
3h 57m
Direct

05/24/25

MCO
Frontier Airlines Logo
Frontier Airlines

05/28/25

MCO
2h 3m
Direct

05/29/25

ORD
$101
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/19/25

MDW
3h 44m
Direct

05/19/25

MCO
Frontier Airlines Logo
Frontier Airlines

05/23/25

MCO
2h 3m
Direct

05/24/25

MDW
$117
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/24/25

ORD
3h 45m
Direct

05/24/25

MCO
Spirit Airlines Logo
Spirit Airlines

05/27/25

MCO
2h 8m
Direct

05/27/25

ORD
$119
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/17/25

ORD
4h 3m
Direct

05/17/25

MCO
Frontier Airlines Logo
Frontier Airlines

05/20/25

MCO
4h 43m
ATL

05/20/25

ORD
$150
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/20/25

ORD
7h 56m
FLL

05/20/25

MCO
Spirit Airlines Logo
Spirit Airlines

05/27/25

MCO
2h 8m
Direct

05/27/25

ORD
$160
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/16/25

ORD
11h 16m
LAS

05/17/25

MCO
Frontier Airlines Logo
Frontier Airlines

05/17/25

MCO
2h 9m
Direct

05/17/25

ORD
$160
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/22/25

ORD
3h 45m
Direct

05/22/25

MCO
Spirit Airlines Logo
Spirit Airlines

05/24/25

MCO
3h 9m
MYR

05/24/25

ORD
$167
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/25/25

ORD
7h 8m
RDU

05/25/25

MCO
Frontier Airlines Logo
Frontier Airlines

05/27/25

MCO
2h 3m
Direct

05/28/25

ORD
$167
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/24/25

ORD
6h 29m
ATL

05/25/25

MCO
Delta Air Lines Logo
Delta Air Lines

05/25/25

MCO
4h 10m
ATL

05/25/25

ORD
$198
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/04/25

MDW
10h
DEN

05/05/25

MCO
Frontier Airlines Logo
Frontier Airlines

05/09/25

MCO
2h 9m
Direct

05/09/25

MDW
$204
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/25/25

ORD
5h 43m
DTW

05/25/25

MCO
Delta Air Lines Logo
Delta Air Lines

05/28/25

MCO
3h 48m
ATL

05/28/25

ORD
$207
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/20/25

MDW
8h 36m
ATL

05/20/25

MCO
Frontier Airlines Logo
Frontier Airlines

05/23/25

MCO
7h 11m
PHL

05/23/25

MDW
$235
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/25/25

ORD
3h 41m
Direct

05/25/25

MCO
American Airlines Logo
American Airlines

05/25/25

MCO
2h 10m
Direct

05/25/25

ORD
$248
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

ORD
3h 56m
Direct

05/24/25

MCO
United Airlines Logo
United Airlines

05/25/25

MCO
2h 7m
Direct

05/25/25

ORD
$248
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/23/25

MDW
7h 26m
DFW

05/23/25

MCO
Frontier Airlines Logo
Frontier Airlines

05/29/25

MCO
6h 9m
ATL

05/30/25

MDW
$255
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/24/25

ORD
6h 36m
IAD

05/24/25

MCO
United Airlines Logo
United Airlines

05/25/25

MCO
2h 7m
Direct

05/25/25

ORD
$258
Free cancellation within 83 hours of booking
Virgin Atlantic Logo
Virgin Atlantic

05/12/25

MDW
5h 44m
ATL

05/12/25

MCO
Virgin Atlantic Logo
Virgin Atlantic

05/17/25

MCO
3h 29m
ATL

05/17/25

MDW
$276
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

05/13/25

ORD
7h 50m
JFK

05/13/25

MCO
JetBlue Logo
JetBlue

05/20/25

MCO
7h 34m
JFK

05/20/25

ORD
$280
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/25/25

ORD
3h 41m
Direct

05/25/25

MCO
American Airlines Logo
American Airlines

05/30/25

MCO
6h 23m
MIA

05/30/25

ORD
$287
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/24/25

ORD
8h 17m
DCA

05/24/25

MCO
American Airlines Logo
American Airlines

05/25/25

MCO
2h 5m
Direct

05/25/25

ORD
$287
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/02/25

ORD
3h 50m
Direct

05/02/25

MCO
Spirit Airlines Logo
Spirit Airlines

05/05/25

MCO
6h 24m
MSY

05/05/25

ORD
$292
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/22/25

ORD
6h 17m
CLT

05/22/25

MCO
American Airlines Logo
American Airlines

05/25/25

MCO
2h 10m
Direct

05/25/25

ORD
$307
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/14/25

ORD
7h
LGA

05/14/25

MCO
American Airlines Logo
American Airlines

05/24/25

MCO
2h 5m
Direct

05/24/25

ORD
$315
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/24/25

ORD
8h 25m
CLT

05/24/25

MCO
American Airlines Logo
American Airlines

05/30/25

MCO
9h 16m
MIA
LGA

05/30/25

ORD
$351
Free cancellation within 83 hours of booking
Southwest Airlines Logo
Southwest Airlines

05/22/25

MDW
14h
PHX

05/22/25

MCO
Southwest Airlines Logo
Southwest Airlines

05/26/25

MCO
10h 5m
STL

05/26/25

MDW
$351
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

05/12/25

ORD
7h 24m
JFK

05/12/25

MCO
JetBlue Logo
JetBlue

05/17/25

MCO
13h 20m
JFK
BOS

05/18/25

ORD
$389
Free cancellation within 83 hours of booking
Sun Country Airlines Logo
Sun Country Airlines

05/08/25

ORD
16h 47m
MSP

05/09/25

MCO
Sun Country Airlines Logo
Sun Country Airlines

05/11/25

MCO
23h 34m
MSP

05/12/25

ORD
$426
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/16/25

ORD
11h 30m
EWR

05/17/25

MCO
United Airlines Logo
United Airlines

05/20/25

MCO
4h 12m
IAD

05/20/25

ORD
$430
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/10/25

ORD
7h 8m
IAH

05/10/25

MCO
United Airlines Logo
United Airlines

05/24/25

MCO
5h 8m
IAD

05/24/25

ORD
$441
Free cancellation within 83 hours of booking
Hawaiian Airlines Logo
Hawaiian Airlines

05/14/25

ORD
12h 59m
SEA

05/14/25

MCO
Hawaiian Airlines Logo
Hawaiian Airlines

05/21/25

MCO
13h 1m
SEA

05/22/25

ORD
$687
Free cancellation within 83 hours of booking

Top Deals on flights from Chicago to Orlando

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

Frontier Airlines Logo
Frontier Airlines

May 17

ORD
4h 3m
Direct

May 17

MCO

as low as

$46

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

Spirit Airlines Logo
Spirit Airlines

Jun 4

ORD
3h 39m
Direct

Jun 4

MCO

as low as

$54

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

Frontier Airlines Logo
Frontier Airlines

Jun 9

MDW
3h 41m
Direct

Jun 10

MCO

as low as

$64

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

 Logo

May 22

MDW
3h 45m
Direct

May 23

MCO

as low as

$70

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

Spirit Airlines Logo
Spirit Airlines

Jun 3

ORD
7h 56m
FLL

Jun 3

MCO

as low as

$76

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

Spirit Airlines Logo
Spirit Airlines

May 15

ORD
6h 50m
ATL

May 15

MCO

as low as

$86

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

Spirit Airlines Logo
Spirit Airlines

May 28

ORD
8h 49m
LGA

May 28

MCO

as low as

$92

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

Spirit Airlines Logo
Spirit Airlines

Jun 9

ORD
6h 41m
MYR

Jun 9

MCO

as low as

$94

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

Delta Air Lines Logo
Delta Air Lines

May 24

ORD
8h 19m
DTW

May 24

MCO

as low as

$99

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

Spirit Airlines Logo
Spirit Airlines

May 26

ORD
8h 49m
MSY

May 26

MCO

as low as

$102

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

Frontier Airlines Logo
Frontier Airlines

May 25

ORD
9h 23m
IAH

May 26

MCO

as low as

$112

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

Frontier Airlines Logo
Frontier Airlines

Jun 1

ORD
5h 57m
RDU

Jun 1

MCO

as low as

$112

Frequently Asked Questions

What is the typical flight duration from Chicago to Orlando?
The flight duration from Chicago to Orlando typically takes between 3 to 4 hours. Direct flights tend to be on the shorter end, while connecting flights might extend the journey closer to 4 hours. Weather conditions and flight paths can add slight variations, so it’s wise to allow some flexibility in your travel plans. This range gives travelers from Chicago a solid idea for scheduling their travels and making timely connections, ensuring a smoother trip overall.
Are there any direct flights available from Chicago to Orlando?
Yes, direct flights are available from Chicago to Orlando. These non-stop services usually offer a flight time of about 3 to 4 hours, making the journey efficient for travelers. Direct options minimize the hassles of layovers and connect more directly with arrival schedules. However, availability and prices may fluctuate depending on the travel season or day. It is beneficial for visitors from Chicago to review multiple flight options and book early to secure the best rates and convenient timings.
What are the best transportation options from Orlando airport to downtown or popular attractions?
Travelers arriving from Chicago can choose from a variety of transportation options at Orlando airport. Rideshare services like Uber and Lyft or traditional taxis typically charge between $25 and $50 for trips to downtown areas or major attractions. Shuttle services offer a more economical choice, usually ranging from $15 to $30 per person, while rental car options provide freedom to explore and cost anywhere from $30 to $70 daily. Comparing these options before arrival ensures a smooth and efficient transition to your destination.
What are the must-see attractions in Orlando for travelers arriving from Chicago?
Orlando boasts a range of must-see attractions ideal for visitors from Chicago. Iconic theme parks such as Walt Disney World, Universal Studios, and SeaWorld offer immersive entertainment and family fun. Additionally, attractions like ICON Park provide scenic rides and diverse dining experiences. For a cultural touch, consider exploring local museums or themed districts that reveal the area’s history and artistic flair. Balancing high-adrenaline thrills with cultural stops can create a well-rounded itinerary for an unforgettable visit.
Which local dishes should travelers from Chicago try when visiting Orlando?
Travelers from Chicago should savor Orlando’s diverse culinary scene by sampling dishes that reflect its multicultural influences. Popular options include Cuban sandwiches, fresh seafood dishes featuring locally sourced fish, and the much-loved Key Lime Pie with its unique regional twist. For those feeling adventurous, some eateries even offer fried gator bites. Exploring local food markets and small neighborhood restaurants can provide authentic tastes and a true insight into the local flavor, making your dining experience both memorable and enriching.
What are the best family-friendly activities in Orlando for visitors from Chicago?
Orlando offers an abundance of family-friendly activities perfect for visitors from Chicago. World-famous theme parks like Walt Disney World, Universal Studios, and SeaWorld provide a range of attractions suitable for all ages. In addition, interactive venues such as the Orlando Science Center and numerous water parks deliver fun and educational experiences. Outdoor activities in local parks and seasonal events further enhance the family experience. Carefully planning a mix of these attractions ensures an engaging and entertaining visit for every member of the family.
What are the most affordable dining options in Orlando for travelers from Chicago?
Orlando features a variety of affordable dining options for visitors traveling from Chicago. Budget-friendly choices include food trucks, casual diners, and local cafes where meals typically range from $10 to $20. Neighborhood eateries serve up authentic Cuban sandwiches, comfort food, and pizza at reasonable prices, while local markets often offer daily specials. Exploring areas outside the main tourist zones can reveal hidden culinary gems that combine distinctive flavors with friendly prices. This approach allows you to enjoy an authentic dining experience without straining your travel budget.
Is there a specific time of year when Orlando is best visited by travelers from Chicago?
Yes, the optimal times to visit Orlando for travelers from Chicago are typically during the spring (March through May) and fall (September through November). These seasons offer pleasant weather, moderate crowd levels, and a balance between entertaining attractions and relaxed sightseeing. While summers can be vibrant, they also tend to be hot and crowded, and winter holidays may bring higher prices. Selecting travel dates during these shoulder seasons ensures a more enjoyable and comfortable experience while taking full advantage of local events and outdoor activities.
What are the customs requirements for travelers flying from Chicago to Orlando?
While international travel often involves customs procedures, these requirements are not applicable for a domestic journey between Chicago and Orlando. Travelers only need to comply with standard TSA security and identification checks at airports. A government-issued photo ID is sufficient for boarding and passing through security. It is always a good practice to verify any specific airline protocols or airport procedures in advance. This ensures a smooth and hassle-free travel experience since customs requirements do not apply to residents flying within the United States.
Are there any seasonal events in Orlando that travelers from Chicago should not miss?
Yes, Orlando hosts several seasonal events that are a must-see for visitors from Chicago. In the spring, the Epcot International Flower and Garden Festival draws crowds with its vibrant landscapes and unique food offerings. Summer brings lively outdoor concerts and water events, while fall introduces themed festivals and Halloween celebrations across major attractions. Winter in Orlando features festive parades and dazzling holiday light displays. Checking local event calendars ahead of time will help you plan your visit to coincide with these memorable cultural and entertainment experiences.
What are the best car rental options in Orlando for travelers from Chicago?
For visitors from Chicago, Orlando offers a range of car rental options from reputable companies such as Enterprise, Hertz, Avis, and Budget. Daily rates typically range from $30 to $70, depending on the type of vehicle and rental duration. It is wise to compare prices and consider advance bookings to secure special discounts or package deals. Additionally, many companies offer flexible rental terms and loyalty programs, which can be beneficial for longer stays or frequent travelers. These options allow you to choose the most convenient vehicle to explore various attractions comfortably.
What unique cultural attractions can travelers from Chicago explore in Orlando?
Travelers from Chicago can immerse themselves in Orlando's distinct cultural attractions that extend beyond its theme parks. Key highlights include the Charles Hosmer Morse Museum of American Art, renowned for its extensive collection of Tiffany glass, and the Orlando Museum of Art, which showcases local and regional talent. For history enthusiasts, Fort Christmas Historical Park offers a glimpse into the area’s past, while local neighborhoods boast live music venues and artisan markets. These unique cultural sites provide enriching experiences that highlight Orlando’s artistic heritage and diverse community.
What safety tips should travelers from Chicago keep in mind while visiting Orlando?
Travelers from Chicago should adopt several safety practices while visiting Orlando. Remain vigilant in crowded public areas, such as theme parks and downtown districts, where pickpocketing can occur. Monitor local weather forecasts, as tropical rain showers may require sudden adjustments to your plans. Always secure your belongings and use reputable transportation options like licensed taxis or rideshare services. Additionally, familiarize yourself with local emergency contacts and stay informed about any travel advisories in the area. These precautions help ensure that your visit remains both enjoyable and secure.
Are there any pet-friendly services available at Orlando airport for travelers from Chicago?
Yes, Orlando airport offers several pet-friendly services for travelers from Chicago. The airport is equipped with designated pet relief areas to ensure your animal's comfort during transit. Many airline carriers and nearby accommodations are also pet-friendly, providing extra support for those traveling with furry companions. It is a good idea to review the specific pet policies of your carrier beforehand, as fees and restrictions may apply. Taking these steps helps guarantee a smooth and stress-free travel experience for both you and your pet during your stay.
What are the best shopping areas in Orlando for travelers from Chicago looking for souvenirs?
Travelers from Chicago looking for unique souvenirs have plenty of shopping areas to explore in Orlando. Disney Springs offers an array of themed boutiques, specialty shops, and local art displays ideal for memorable finds. The Mall at Millennia provides a mix of upscale and mid-range retail options, while downtown Orlando and nearby artisan markets present independent boutiques selling handcrafted items. These locations cater to a variety of tastes and budgets, making it easier to find the perfect keepsake that captures the essence of the local culture and vibrant spirit of the area.
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