One Way

Popular Filters

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One Way Price

LKR 42,121 LKR 143,000

Duration

2 h 55 m 20 h 0 m

Stops From Orlando

Departure From Orlando

Before 6 AM

LKR 42,121

6 AM - 12 PM

LKR 42,121

12 PM - 6 PM

LKR 49,341

After 6 PM

LKR 42,121

Arrival at Chicago

Before 6 AM

LKR 42,121

6 AM - 12 PM

LKR 42,121

12 PM - 6 PM

LKR 49,341

After 6 PM

LKR 42,121

Airlines

Layover Airports

Layover Duration

7 h 31 m 15 h 0 m

Top Flights From Chicago

Orlando To Chicago Flights

Book Orlando to Chicago flight tickets at lowest price. Get best deals on your upcoming Orlando to Chicago flights only on MakeMyTrip. Also Book Chicago to Orlando Flights. Currently 18 flights flying from Orlando to Chicago. 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
Frontier Airlines

More Timing Options

LKR 42,121

Orlando to Chicago , 30 Mar

Frontier Airlines F9 | 1417

05:30

Mon, 30 Mar 26

Orlando, United States

02 h 59 m

07:29

Mon, 30 Mar 26

Terminal A

Houston, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 1882

16:52

Mon, 30 Mar 26

Terminal A

Houston, United States

02 h 54 m

19:46

Mon, 30 Mar 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

LKR 49,080

Orlando to Chicago , 30 Mar

Frontier Airlines F9 | 1733

06:00

Mon, 30 Mar 26

Orlando, United States

04 h 20 m

08:20

Mon, 30 Mar 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 3172

21:19

Mon, 30 Mar 26

Denver, United States

02 h 38 m

00:57

Tue, 31 Mar 26

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Spirit Airlines

LKR 49,341

Orlando to Chicago , 30 Mar

Spirit Airlines NK | 1606

14:50

Mon, 30 Mar 26

Orlando, United States

03 h 06 m

16:56

Mon, 30 Mar 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

More Timing Options

LKR 49,433

Orlando to Chicago , 30 Mar

Frontier Airlines F9 | 3043

06:55

Mon, 30 Mar 26

Orlando, United States

03 h 25 m

09:20

Mon, 30 Mar 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

LKR 146,208

LKR 140,367

Orlando to Chicago-Midway , 30 Mar

Southwest Airlines WN | 2300

07:15

Mon, 30 Mar 26

Terminal A

Orlando, United States

03 h

09:15

Mon, 30 Mar 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Orlando to Chicago Flights Information:-

Looking for Orlando to Chicago 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 Chicago is Chicago Midway Intl and the IATA code for the same is CHI.
Currently, there are 3 airlines operating flights between the two destinations and approximately 18 flights take off from Orlando to Chicago every week.

Need information on Orlando to Chicago airfare?

The minimum airfare for a Orlando to Chicago flight would be 42121, which may go up to 140366 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 Orlando to Chicago

If you are looking for Orlando to Chicago 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 Frontier Airlines, Southwest Airlines, Spirit Airlines. Out of these, only 14 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:Frontier Airlines : 8, Southwest Airlines : 8, Spirit Airlines : 8

To board the first Orlando to Chicago flight, choose Frontier Airlines, which departs at 05:30 The last flight for this route is Southwest Airlines, departing at 22:50

Chicago Airport Information

Chicago Midway Intl

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.

Important Information about Orlando to Chicago Flight

Lowest Fare to Travel with Date LKR undefined- 30 Mar
Total flights from Orlando to Chicago in a week 18 Flights
First Flight Frontier Airlines, departs at 05:30
Last FlightSouthwest Airlines, departs at 22:50
Non-Stop Flights from Orlando to Chicago14
Airport Name & codes of Orlando & Chicago Orlando Airport, Orlando-ORL, Chicago Midway Intl,Chicago-CHI

Orlando Address

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

About Chicago (CHI)

Chicago, the most populous city in Illinois and the third most populous in the United States, is a bustling metropolis known for its iconic skyline, vibrant arts scene, and diverse neighborhoods. Often referred to as the Windy City, Chicago offers a blend of architectural marvels, cultural landmarks, and a dynamic urban atmosphere. From world-class museums to sandy beaches along Lake Michigan, Chicago is a city that captivates visitors with its charm and energy.

Airports

Chicago is served by two major airports:
โ€ข O'Hare International Airport (ORD) - Located approximately 18 miles northwest of downtown Chicago
โ€ข Chicago Midway International Airport (MDW) - Situated about 10 miles southwest of the city center

Hotels and Restaurants

Chicago offers a wide range of accommodation options to suit every budget:
โ€ข The Ritz-Carlton Chicago - Luxury hotel with stunning views of Lake Michigan
โ€ข The Drake Hotel - Historic hotel with elegant rooms and top-notch service
โ€ข Hotel Lincoln - Boutique hotel with a rooftop bar and quirky decor
โ€ข HI Chicago Hostel - Budget-friendly option with modern amenities

When it comes to dining, Chicago is a food lover's paradise:
โ€ข Alinea - Renowned for its innovative and artistic dishes
โ€ข Lou Malnati's Pizzeria - Famous for its deep-dish pizza
โ€ข Girl & the Goat - Popular spot for creative small plates
โ€ข Portillo's - Iconic for its Chicago-style hot dogs

Transportation

Getting around Chicago is convenient with various transportation options:
โ€ข Chicago Transit Authority (CTA) - Extensive network of buses and 'L' trains
โ€ข Metra - Commuter rail system connecting the suburbs to the city
โ€ข Taxis and Rideshares - Widely available across the city
โ€ข Divvy Bikes - Bike-sharing program with numerous docking stations

Must-See Places

Chicago boasts numerous attractions that should not be missed:
โ€ข Millennium Park - Home to the iconic Cloud Gate sculpture (The Bean)
โ€ข The Art Institute of Chicago - Houses an impressive collection of artworks
โ€ข Navy Pier - Entertainment hub with rides, restaurants, and shops
โ€ข Willis Tower Skydeck - Offers breathtaking views from the 103rd floor
โ€ข Museum Campus - Includes the Field Museum, Shedd Aquarium, and Adler Planetarium

Climate

Chicago experiences a continental climate with distinct seasons:
โ€ข Winter (December to February) - Cold and snowy, ideal for winter sports
โ€ข Spring (March to May) - Mild temperatures and blooming flowers
โ€ข Summer (June to August) - Warm and humid, perfect for outdoor activities
โ€ข Autumn (September to November) - Cool and crisp, great for sightseeing

The best time to visit Chicago is during late spring to early autumn when the weather is pleasant and outdoor events are in full swing. Whether you're exploring its architectural wonders, indulging in its culinary delights, or enjoying its vibrant cultural scene, Chicago promises an unforgettable experience.

Chicago Address

Frequently Asked Questions - Orlando to Chicago Flights

Can I cancel my ticket from Orlando to Chicago 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 Orlando to Chicago?

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.

Is passport mandatory to travel from Orlando to Chicago?

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.

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

To get cheap flight tickets from Orlando to Chicago, 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 Orlando (ORL) to Chicago (CHI) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

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

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Orlando to Chicago. 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.

Which airlines offer cheapest airfare from Orlando to Chicago?

There is no set pricing for airlines to offer cheap flight fare from Orlando to Chicago. 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 Orlando to Chicago.

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

There are several accommodation options available near the Chicago Midway Intl. 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.