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Find The Cheapest Month To Fly From Chicago To Orlando

We’re always keeping an eye on fares, so you can find the best one in seconds.

Jan
from $ 193.00 ›
Feb
from $ 230.00 ›
Mar
from $ 340.00 ›
Apr
from $ 270.00 ›
May
from $ 269.00 ›
Jun
from $ 330.00 ›
Jul
from $ 230.00 ›
Aug
from $ 194.00 ›
Sep
from $ 198.00 ›
Oct
from $ 258.00 ›
Nov
from $ 251.00 ›
Dec
from $ 254.00 ›

Best Cheap Flight Deals for One Way & Round-trip Travel

ASAPTrips offers you real-time deals, flexible options and easy booking for the cheapest one-way and round-trip flights to destinations all over the world.

MDW
05:10
2H 30M
Non-stop
MCO
08:40
Chicago - Orlando | Thu, Jul 02 | Southwest Airlines
MCO
22:55
2H 50M
Non-stop
MDW
00:45
Chicago - Orlando | Thu, Jul 09 | Southwest Airlines
$ 449.10
$ 499.00
10% off
(Terms & Condition: Bookings are subject to airline terms, availability, and fare rules.)
ORD
05:30
4H 27M
1 stop
MCO
10:57
Chicago - Orlando | Thu, Jul 02 | Delta Air Lines
MCO
19:55
5H 4M
1 stop
ORD
23:59
Chicago - Orlando | Thu, Jul 09 | Delta Air Lines
$ 477.00
$ 530.00
10% off
(Terms & Condition: Bookings are subject to airline terms, availability, and fare rules.)
ORD
09:12
3H 1M
Non-stop
MCO
13:13
Chicago - Orlando | Thu, Jul 02 | United Airlines
MCO
10:52
3H 10M
Non-stop
ORD
13:02
Chicago - Orlando | Thu, Jul 09 | United Airlines
$ 536.40
$ 596.00
10% off
(Terms & Condition: Bookings are subject to airline terms, availability, and fare rules.)
ORD
06:50
2H 44M
Non-stop
MCO
10:34
Chicago - Orlando | Thu, Jul 02 | American Airlines
MCO
07:51
3H 8M
Non-stop
ORD
09:59
Chicago - Orlando | Thu, Jul 09 | American Airlines
$ 532.80
$ 592.00
10% off
(Terms & Condition: Bookings are subject to airline terms, availability, and fare rules.)
ORD
18:45
2H 51M
Non-stop
MCO
22:36
Chicago - Orlando | Thu, Jul 02 | American Airlines
$ 227.70
$ 253.00
10% off
MDW
20:55
2H 35M
Non-stop
MCO
00:30
Chicago - Orlando | Thu, Jul 02 | Southwest Airlines
$ 225.90
$ 251.00
10% off
ORD
06:35
6H 57M
1 stop
MCO
14:32
Chicago - Orlando | Thu, Jul 02 | Delta Air Lines
$ 234.00
$ 260.00
10% off
ORD
07:25
6H 18M
1 stop
MCO
14:43
Chicago - Orlando | Thu, Jul 02 | United Airlines
$ 269.10
$ 299.00
10% off

Why Travelers Trust ASAPTrips?

The smarter way to book flights. Discover cheap flights, exclusive travel deals and enjoy reliable support for smooth one-way & round-trip travel around the world.

Competitive Prices on Global Routes
Competitive Prices on Global Routes
Affordability is therefore the point of emphasis and the main reason why users visit flight booking websites.
Easy Search and Fast Booking
Easy Search & Fast Booking
A seamless booking experience builds trust and converts users comparing travel platforms.
Last Minute and Seasonal Deals
Last-Minute & Seasonal Deals access
Flight deals and savings are a huge draw for travelers, as well as boost SEO relevance for deal-based searches.
24 x 7 Customer Support
24 x 7 Customer Support
Get reliable 24/7 customer support from ASAPTrips for flight bookings, travel assistance, schedule changes, and last-minute travel help anytime.

Airlines Compare Fares

Key booking trends, seasonal prices, and fare highlights

Southwest Airlines
Southwest Airlines
From $ 227.20
Compare airlines by fares, baggage, timings, and onboard services easily.
Delta Air Lines
Delta Air Lines
From $ 237.20
Find best airlines with price, comfort, and flight duration comparison.
American Airlines
American Airlines
From $ 277.20
Check airline features, schedules, and travel options in one place.
United Airlines
United Airlines
From $ 272.20
Smart comparison tool to choose affordable and comfortable flights fast.

Explore Modern Cabin Classes

Premium airline cabin experiences with luxury comfort, smart pricing, live fare analytics and modern travel benefits.

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Business

Best Seller

Experience ultimate luxury with private suites, fine dining, personalized services, and maximum comfort for elite air travel.

Luxury Rating
$517.20 /per person
Book Now
(Terms & Condition: Bookings are subject to airline terms, availability, and fare rules.)
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Economy
Affordable

Affordable travel option with comfortable seating, onboard entertainment, and essential services for budget-friendly journeys.

$237.20 /per person
Book Now
(Terms & Condition: Bookings are subject to airline terms, availability, and fare rules.)
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First
Elite

Enjoy premium comfort with spacious seats, priority boarding, gourmet meals, and exclusive lounge access for a luxury experience.

$1,121.80 /per person
Book Now
(Terms & Condition: Bookings are subject to airline terms, availability, and fare rules.)

Flight Price Trends

Find cheaper flights with fare insights, seasonal travel trends and booking tips to plan smarter on ASAPTrips.

Team of Travel Professionals
Cheapest Months to Travel
Generally, the best months to get cheaper airfare prices on domestic and international flights are January, February and September.
Team of Travel Professionals
Best Travel Seasons
Flights tend to be more expensive in June, July and December because of summer vacations, holidays and high demand for travel.
Team of Travel Professionals
Best time to book flights
Booking your flight 4–8 weeks before departure can help you find better fares, flexible schedules and improved seat availability.
Team of Travel Professionals
Average Airfare Insights
Round-trip flight prices generally fluctuate based on destination, season, airline and demand. Many travelers can find better deals when they book early and are flexible with their travel dates.

Explore Airport Facilities & Services

Get complete information about terminals, transport, facilities, and nearby hotels for a smooth travel experience.

Airport Overview

Departure Airport: Chicago

  • Airport Name: Chicago O’Hare International Airport
  • IATA Code: ORD
  • Location: Chicago, Illinois, USA
  • Airport Type: International Airport
  • Terminals: 4 active passenger terminals (Terminal 1, 2, 3 & 5)
  • Facilities: Free Wi-Fi, restaurants, shopping, lounges, charging stations, baggage services, and rental car facilities
  • Transportation: CTA Blue Line train, buses, taxis, rideshare services, and airport shuttles available

Arrival Airport: Orlando

  • Airport Name: Orlando International Airport
  • IATA Code: MCO
  • Location: Orlando, Florida, USA
  • Airport Type: International Airport
  • Terminals: Main Terminal with Airside Concourses (A, B, C & D)
  • Facilities: Dining options, duty-free shopping, free Wi-Fi, lounges, family services, baggage claim, and car rental facilities
  • Transportation: Taxis, rideshare services, rental cars, hotel shuttles, and public transportation available
Terminals

Chicago O’Hare International Airport (ORD) – Chicago

  • Terminal 1: Mainly used by United Airlines flights (Domestic & International)
  • Terminal 2: Used by several domestic airlines, including some Delta Air Lines operations
  • Terminal 3: Mainly serves American Airlines and other domestic carriers
  • Terminal 5: International flights and some international airline services

Orlando International Airport (MCO) – Orlando

  • Main Terminal: Central passenger area for check-in, baggage claim, and services
  • Airside 1: Gates 1–29
  • Airside 2: Gates 100–129
  • Airside 3: Gates 30–59
  • Airside 4: Gates 70–99
  • Airside C: New terminal area serving select domestic and international flights
Facilities

Chicago O’Hare International Airport (ORD)

  • Free Wi-Fi throughout the airport
  • Restaurants, cafés, and food courts
  • Duty-free shops and retail stores
  • Airline lounges and relaxation areas
  • Charging stations and workspaces
  • Baggage services and luggage storage
  • Currency exchange services
  • Family facilities and children’s play areas
  • Car rental services
  • Medical services and accessibility assistance

Orlando International Airport (MCO)

  • Free Wi-Fi and charging stations
  • Restaurants, cafés, and shopping outlets
  • Duty-free stores and retail areas
  • Airline lounges and seating areas
  • Baggage claim and baggage assistance
  • Currency exchange services
  • Family restrooms and children’s play areas
  • Car rental facilities
  • Airport hotels and shuttle services
  • Wheelchair assistance and special passenger services
Transport

Chicago O’Hare International Airport (ORD)

  • CTA Blue Line train service connecting the airport with downtown Chicago
  • Public buses and airport shuttle services
  • Taxis and rideshare services like Uber and Lyft
  • Rental car facilities available at the Multi-Modal Facility
  • Hotel shuttle services for nearby accommodations

Orlando International Airport (MCO)

  • Taxis and rideshare services (Uber/Lyft)
  • Lynx public bus services connecting different parts of Orlando
  • Rental car facilities located at the airport
  • Hotel and resort shuttle services
  • Private airport transfers and limousine services
  • Shuttle services to major attractions and theme parks
Nearby Hotels

Chicago O’Hare International Airport (ORD)

  • Multiple airport hotels are available within a few minutes of the terminals
  • Popular nearby options include:
    • Hilton Chicago O'Hare Airport
    • Hyatt Regency O'Hare Chicago
    • The Rose Chicago, Tapestry Collection by Hilton
  • Most hotels offer airport shuttle services, comfortable rooms, dining options, and business facilities

Orlando International Airport (MCO)

  • Several hotels are located near the airport with easy access to terminals
  • Popular nearby options include:
    • Hyatt Regency Orlando International Airport
    • Hampton Inn & Suites Orlando Airport at Gateway Village
    • Renaissance Orlando Airport Hotel
  • Nearby hotels provide airport transfers, dining facilities, meeting spaces, and convenient access to Orlando attractions.

How to Find Cheap Airfare

ASAPTrips provides smart booking tips, flexible travel techniques and fare savings tips to find cheaper flights and better travel deals.

Team of Travel Professionals
Early Booking
On popular routes, booking your tickets a few weeks in advance can score you lower fares and better seat selection.
Team of Travel Professionals
Off-Peak Travel
Travelling during non-holiday months and mid-week travel dates can often help travelers find cheaper airfare deals.
Team of Travel Professionals
Compare fare options
ASAPTrips allows you to check one-way and round-trip to find cheaper flight combinations.
Team of Travel Professionals
Grab Last-Minute Deals
ASAPTrips regularly updates limited-time discounts and last-minute flight deals to help travelers save more on urgent bookings.

Customer Reviews

Real experiences from our happy travelers who booked flights and saved more with us.

Team of Travel Professionals
I had a great experience booking my Boston to New York trip with ASAPTrips. The process was smooth, the pricing was reasonable, and everything was well-organized. The journey was comfortable and on time, and customer support was helpful throughout. I would definitely recommend ASAPTrips for hassle-free travel bookings.
M
Michael Johnson
Team of Travel Professionals
My experience with ASAPTrips for my Denver to San Francisco journey was excellent. The booking was quick and easy, and I received all the travel details clearly in advance. The trip was well-managed, punctual, and comfortable. I really appreciated the professional service and support from the team. I’ll surely use ASAPTrips again for future travel.
E
Emily Carter
Team of Travel Professionals
ASAPTrips made my Atlanta to Bangkok travel completely stress-free. From booking to arrival, everything was handled smoothly and efficiently. The service was reliable, the timing was perfect, and the overall experience exceeded my expectations. Highly recommended for anyone looking for a dependable travel service.
D
David Thompson
Team of Travel Professionals
ASAPTrips made my travel booking experience extremely smooth. The entire process from inquiry to confirmation was quick and hassle-free. Their team was responsive and provided clear information at every step. I really appreciate how easy they made the booking process.
J
Jessica Brown
Team of Travel Professionals
ASAPTrips offers a very reliable and efficient booking service. I was able to complete my travel reservation in just a few minutes, and the communication throughout was excellent. Their customer support is prompt and professional.
J
Michael Harris
Team of Travel Professionals
Highly satisfied with the service provided by ASAPTrips. The booking process was seamless, and the team ensured everything was clearly explained. It’s easy, fast, and dependable—exactly what you expect from a good travel agency.
J
Olivia Martinez

Cheap Flight from Chicago to Orlando (ORD - MCO): Complete Travel & Booking Guide

Travelers searching for a Cheap Flight from Chicago to Orlando (ORD - MCO) have plenty of opportunities to save when planning smartly. Whether you�re heading to Orlando for theme parks, family vacations, business travel, or a spontaneous getaway, knowing how to find the best airfare can make a huge difference. This detailed guide covers everything you need�from airlines and ticket types to last-minute savings, direct flights, and step-by-step booking tips.

Finding a Cheap Flight from Chicago to Orlando (ORD - MCO) is easier when you understand pricing patterns, airline options, and booking strategies. Chicago�s O�Hare International Airport (ORD) connects seamlessly to Orlando International Airport (MCO), offering multiple daily departures, competitive pricing, and flexible travel options for every budget.

Why Chicago to Orlando Is a Popular Route

Chicago to Orlando is one of the busiest domestic travel routes in the U.S. Families, couples, solo travelers, and business professionals frequently search for flight deals from Chicago to Orlando due to Orlando�s year-round attractions. Because of high demand, airlines compete heavily, which leads to low cost flights from Chicago to Orlando throughout the year.

Booking early or staying flexible with dates often results in cheap airfare Chicago to Orlando (ORD - MCO), especially during off-peak seasons.

Airlines Operating Flights from ORD to MCO

Several major carriers operate on this route, making it easier to find best flight deals ORD to MCO without compromising comfort.

Delta Airlines

Delta offers frequent departures and flexible fare options. Many travelers prefer Delta cheap flights ORD to MCO for reliability, smooth connections, and onboard comfort.

United Airlines

As a major carrier at O�Hare, United Airlines flights Chicago to Orlando are widely available, including both direct and connecting services with competitive pricing.

JetBlue

Known for comfort and value, JetBlue nonstop flights ORD to MCO are ideal for travelers seeking direct flights with extra legroom and free entertainment.

Alaska Airlines

Though limited, Alaska Airlines cheap airfare ORD to MCO can be a hidden gem for travelers open to select schedules and deals.

Direct, One-Way, and Round-Trip Flight Options 

Travelers can choose between multiple ticket types depending on their plans:

  • Direct flights Chicago to Orlando are perfect for families and business travelers wanting fast travel.
  • One way flights Chicago to Orlando suit flexible itineraries or return plans via another city.
  • Round trip flights Chicago to Orlando are often more economical and popular for vacationers.
  • Many travelers find affordable round trip flights ORD to MCO when booking mid-week or during fare sales.

How to Find the Cheapest Flights from Chicago to Orlando

To secure the cheapest flights from Chicago to Orlando, timing and flexibility are key. Prices vary depending on demand, season, and airline promotions. Booking in advance helps, but there are also last minute flight deal from Chicago to Orlando options for spontaneous travelers.

Mid-week departures usually unlock discount flights ORD to MCO, while early-morning or late-night flights often cost less.

Best Cheap Flights ORD to MCO Today

If you�re searching for best cheap flights ORD to MCO today, comparing fares across airlines is essential. Avoid peak travel dates and monitor fare changes regularly. Many platforms offer alerts to notify you when prices drop, helping you secure affordable flights Chicago to Orlando quickly.

Last-Minute and Discount Travel Opportunities

Last-minute travelers shouldn�t worry�there are still ways to save. Airlines frequently release last minute flight deal from Chicago to Orlando to fill empty seats. These deals can offer excellent value if your travel dates are flexible.

Additionally, seasonal promotions bring discount flights ORD to MCO, especially during shoulder travel months.

Why Choose ASAPTrips for Chicago to Orlando Flights?

ASAPTrips provides access to best flight deals ORD to MCO, including exclusive offers on both direct and connecting flights. Their support team assists with fare comparisons, airline selection, and booking flexibility.

Call now at +1-888-485-0220 to speak with a travel expert and find the best available fares.

Travel Tips for Budget-Friendly Flights

  • Book early for peak travel seasons
  • Fly mid-week for lower fares
  • Compare one way flights Chicago to Orlando vs round trips
  • Stay alert for airline flash sales
  • Consider alternate flight times

These strategies increase your chances of booking a Cheap Flight from Chicago to Orlando (ORD - MCO) without overspending.

Call to Action

Looking for reliable assistance with booking?  Call +1-888-485-0220 today and get personalized help finding affordable flights Chicago to Orlando that fit your travel plans.

Final Thoughts

Booking a Cheap Flight from Chicago to Orlando (ORD - MCO) doesn�t have to be complicated. With the right strategy, airline selection, and booking platform, travelers can enjoy affordable airfare without sacrificing convenience. Whether you need flight deals from Chicago to Orlando, last-minute options, or family-friendly round trips, planning smartly ensures the best value for your journey.

Book flights Most popular destinations

Trending flight routes, just a click away

Frequently asked questions

The best time to book is typically 3�6 weeks in advance. However, fare drops and last minute flight deal from Chicago to Orlando options can also appear during off-peak seasons.
Not always. Many airlines offer competitive pricing on direct flights Chicago to Orlando, especially during promotional periods or when booking round-trip tickets.
Pricing varies, but travelers often find great deals with Delta cheap flights ORD to MCO, United Airlines flights Chicago to Orlando, and JetBlue nonstop flights ORD to MCO depending on availability.
Yes, affordable round trip flights ORD to MCO are common when booking early, choosing flexible dates, or taking advantage of discounts.
ASAPTrips compares multiple airlines, highlights discount flights ORD to MCO, and offers expert assistance to help travelers book the best fares quickly.