One Way

Popular Filters

+ 1 more

One Way Price

USD 206 USD 400

Duration

2 h 30 m 21 h 30 m

Stops From Chicago

Departure From Chicago

Before 6 AM

USD 350

6 AM - 12 PM

USD 206

12 PM - 6 PM

USD 237

After 6 PM

USD 350

Arrival at Orlando

Before 6 AM

USD 211

6 AM - 12 PM

USD 235

12 PM - 6 PM

USD 206

After 6 PM

USD 237

Alliances & Airlines

Oneworld

(3)

SkyTeam

()

Star Alliance

(1)

Layover Airports

Layover Duration

35 m 12 h 30 m

Domestic Flights From United Kingdom

Domestic Flights To United Kingdom

Top Flights From Chicago

Chicago To Orlando Flights

Book Chicago to Orlando flight tickets at lowest price. Get best deals on your upcoming Chicago to Orlando flights only on MakeMyTrip. Also Book Orlando to Chicago Flights. Currently 16 flights flying from Chicago to Orlando. To save maximum on flight booking click on below Fare Calendar button and choose your dates.Avail Zero Cancellation for flight bookings.


Sorted By:
Departure
Duration
Arrival
Price
Price last updated at 28 Jun 2026 09:47:21
Allegiant Air

USD 206

Rockford to Sanford , 1 Jul

Allegiant Air G4 | 1296

10:03

Wed, 1 Jul 26

Rockford, United States

02 h 39 m

13:42

Wed, 1 Jul 26

Sanford, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

USD 211

Chicago to Orlando , 1 Jul

Frontier Airlines F9 | 2145

07:20

Wed, 1 Jul 26

Chicago, United States

04 h 16 m

09:36

Wed, 1 Jul 26

Las Vegas, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 1876

21:51

Wed, 1 Jul 26

Las Vegas, United States

04 h 39 m

05:30

Thu, 2 Jul 26

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

USD 212

Chicago to Orlando , 1 Jul

Frontier Airlines F9 | 1341

09:10

Wed, 1 Jul 26

Terminal T5

Chicago, United States

02 h 47 m

11:57

Wed, 1 Jul 26

Terminal E

Dallas/Fort Worth, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 4018

12:38

Wed, 1 Jul 26

Terminal E

Dallas/Fort Worth, United States

03 h 01 m

16:39

Wed, 1 Jul 26

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

USD 235

Chicago to Orlando , 1 Jul

American Airlines AA | 2067

06:50

Wed, 1 Jul 26

Terminal T3

Chicago, United States

02 h 44 m

10:34

Wed, 1 Jul 26

Terminal B

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

USD 237

Chicago-Midway to Orlando , 1 Jul

Southwest Airlines WN | 692

12:50

Wed, 1 Jul 26

Chicago-Midway, United States

15:55

Wed, 1 Jul 26

Windsor Locks, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 692

16:30

Wed, 1 Jul 26

Windsor Locks, United States

19:25

Wed, 1 Jul 26

Terminal A

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

USD 242

Chicago-Midway to Orlando , 1 Jul

Southwest Airlines WN | 2959

08:40

Wed, 1 Jul 26

Chicago-Midway, United States

01 h 30 m

10:10

Wed, 1 Jul 26

Nashville, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 3338

11:45

Wed, 1 Jul 26

Nashville, United States

01 h 55 m

14:40

Wed, 1 Jul 26

Terminal A

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

USD 342

Chicago-Midway to Orlando , 1 Jul

Southwest Airlines WN | 2732

09:00

Wed, 1 Jul 26

Chicago-Midway, United States

02 h 35 m

12:35

Wed, 1 Jul 26

Terminal A

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

USD 358

USD 344

Chicago to Orlando , 1 Jul

United Airlines UA | 284

06:00

Wed, 1 Jul 26

Terminal T1

Chicago, United States

02 h 40 m

09:40

Wed, 1 Jul 26

Terminal B

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

USD 350

Chicago-Midway to Orlando , 1 Jul

Southwest Airlines WN | 2815

05:10

Wed, 1 Jul 26

Chicago-Midway, United States

02 h 30 m

08:40

Wed, 1 Jul 26

Terminal A

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Chicago to Orlando Flights Information:-

Looking for Chicago to Orlando Flight? Hereโ€™s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Orlando is Orlando Airport and the IATA code for the same is ORL.
Currently, there are 5 airlines operating flights between the two destinations and approximately 16 flights take off from Chicago to Orlando every week.

Need information on Chicago to Orlando airfare?

The minimum airfare for a Chicago to Orlando flight would be 206, which may go up to 350 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for Chicago to Orlando

If you are looking for Chicago to Orlando flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are Allegiant Air, American Airlines, Frontier Airlines, Southwest Airlines, United Airlines. Out of these, only 10 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:Allegiant Air : 1, American Airlines : 1, Frontier Airlines : 1, Southwest Airlines : 1, United Airlines : 1

To board the first Chicago to Orlando flight, choose Southwest Airlines, which departs at 05:10 The last flight for this route is Southwest Airlines, departing at 20:10

Orlando Airport Information

Orlando Airport
Orlando International Airport
One Jeff Fuqua Blvd
Orlando
Florida
United States
Tel: +1-407-825-2001

About Chicago (CHI)

Chicago is a vibrant and dynamic city that offers a plethora of experiences for travelers from the United Kingdom. Known for its stunning architecture, world-class museums, and lively cultural scene, Chicago is a city that captivates visitors with its charm and energy. From the iconic skyline featuring Willis Tower and the John Hancock Center to the picturesque shores of Lake Michigan, there's something for everyone in the Windy City.

Chicago is renowned for its deep-dish pizza, jazz and blues music, and passionate sports culture. Visitors can explore the rich history and diverse neighborhoods, each offering unique sights and experiences. Whether you're strolling along the Magnificent Mile for some retail therapy or enjoying a peaceful picnic in one of the city's many parks, Chicago promises an unforgettable adventure.

Best Time to Visit

The ideal time to visit Chicago is during the spring (April to June) and autumn (September to November) when the weather is pleasant and the city is bustling with activities. Summer (July and August) is also popular, though it can be hot and crowded. Winter months (December to February) offer a magical experience with holiday lights and snow-covered streets, but be prepared for chilly temperatures.

Getting There

Chicago is well-connected to the United Kingdom with direct flights from major airports such as London Heathrow (LHR) and Manchester (MAN). The main international airport in Chicago is O'Hare International Airport (ORD), which is one of the busiest airports in the world. Another option is Midway International Airport (MDW), which is smaller but also offers international flights. British Airways, American Airlines, and United Airlines are among the best airlines offering flights to Chicago from the United Kingdom. Ensure you have a valid ESTA visa waiver before traveling.

Where to Stay

Chicago offers a wide range of accommodation options to suit all budgets. For luxury stays, consider hotels in the downtown area such as The Peninsula Chicago or the Four Seasons Hotel Chicago. Mid-range options include the Hyatt Regency Chicago and the Kimpton Hotel Monaco. Budget travelers can find affordable stays at places like the Freehand Chicago or the HI Chicago Hostel. Popular areas for tourists include the Loop, River North, and Magnificent Mile.

Must-See Places & Experiences

โ€ข Millennium Park โ€“ Home to the famous Cloud Gate sculpture (The Bean)
โ€ข Art Institute of Chicago โ€“ Renowned for its impressive collection of artworks
โ€ข Navy Pier โ€“ Offers entertainment, dining, and stunning views of Lake Michigan
โ€ข Chicago Riverwalk โ€“ Perfect for a scenic stroll along the river
โ€ข Museum Campus โ€“ Includes the Field Museum, Shedd Aquarium, and Adler Planetarium
โ€ข Lincoln Park Zoo โ€“ A great spot for families and animal lovers
โ€ข Willis Tower Skydeck โ€“ Experience breathtaking views from the top

Local Transportation

Getting around Chicago is convenient with various transportation options available. The 'L' train system is efficient and connects different parts of the city. Buses are also a reliable mode of transport. Taxis and rideshare services like Uber and Lyft are readily available. For a unique experience, consider taking a water taxi along the Chicago River. From O'Hare Airport, you can take the Blue Line train to downtown Chicago.

Food & Dining

Chicago's culinary scene is diverse and offers something for every palate. Don't miss trying the city's famous deep-dish pizza at Giordano's or Lou Malnati's. For an upscale dining experience, visit Alinea or Girl & the Goat. Taste the local flavors at Portillo's for a classic Chicago-style hot dog. Other must-try dishes include Italian beef sandwiches and Garrett Popcorn. The city's ethnic neighborhoods, such as Chinatown and Little Italy, offer a variety of authentic cuisines.

Practical Travel Tips

โ€ข Currency: The US Dollar (USD)
โ€ข Language: English
โ€ข Safety: Chicago is generally safe for tourists, but it's always wise to stay alert and avoid less crowded areas at night
โ€ข Useful Apps: Download the CTA Transit App for public transport schedules, and Yelp for restaurant reviews
โ€ข Emergency Number: Dial 911 for any emergencies

Start planning your trip and get your tickets booked from MakeMyTrip.com. The website offers you a host of services such as hotel deals, flight deals, and holiday packages. You have the freedom to book cheap flight tickets to Chicago and hotels according to your budget and need.

Chicago Address

About Orlando (ORL)

Rightly called as the โ€˜Theme Park Capital of the World,โ€™ Orlando is a city in the Orange County of the state of Florida. It boasts of a wide collection of theme parks that make it one of the most admired recreational destinations in the world. Adorned with the graceful presence of Lake Eola, this city is best known for the Walt Disney World Resort, which attracts millions of visitors year-round. On a trip to Orlando, travellers can visit the theme parks of Magic Kingdom and Disneyโ€™s Hollywood Studios to take pleasure in a number of fantasy rides, interactive exhibits and fun-filled activities in the Walt Disney World Resort. Downtown Disney is an entertainment and shopping resort that must not be missed by tourists when they are travelling Orlando. Universal Orlando is another resort here, which features a number of theme parks where visitors get to learn and explore, indulge in fun and recreation, and experience a sense of adventure, all at the same time and same place. Besides these, there are also a lot to explore in the downtown area, including a number of historic and cultural attractions. To experience the magic of Disney come alive, there can be no better place than this city. Tourists can grab one of the many exciting and affordable packages from MakeMyTrip to travel around this city conveniently.

Orlando Address

Orlando International Airport
One Jeff Fuqua Blvd
Orlando
Florida
United States
Tel: +1-407-825-2001

Frequently Asked Questions - Chicago to Orlando Flights

Is passport mandatory to travel from Chicago to Orlando?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.

Is there a way to make flexible departure date bookings for your Chicago to Orlando flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Chicago to Orlando. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.

What is the best time to book cheap flight tickets from Chicago to Orlando?

To get cheap flight tickets from Chicago to Orlando, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from Chicago (CHI) to Orlando (ORL) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

Which airlines offer cheapest airfare from Chicago to Orlando?

There is no set pricing for airlines to offer cheap flight fare from Chicago to Orlando. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from Chicago to Orlando.

Can I cancel my ticket from Chicago to Orlando without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.

How do MakeMyTrip finds the lowest available dare for flights from Chicago to Orlando?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.

Can I find cheap accommodation near to airport when travelling from Chicago to Orlando?

There are several accommodation options available near the Orlando Airport. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.