Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from Chicago (O'Hare) to Orlando now!
Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from Chicago (O'Hare) to Orlando now!
Chicago (O'Hare), IL to Orlando, FL
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 15 travel days available. Fares are updated hourly. Fares displayed on external channels may no longer be available at time of booking. To find the most updated fare, please visit Southwest.com.
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
We make bag-checking a breeze with our flexible baggage policy. Here’s how to make your journey even smoother:
Take advantage of inflight entertainment with free movies4, free live TV5, free texting6, and $8 inflight Internet7.
We also offer free sodas, coffee, and snacks8—learn more about the inflight food and beverage experience.
Have a change of travel plans? We offer free same-day standby for all fare types. This means that you can retain your current flight while listing for standby on an earlier flight. If a seat becomes available, it’s yours at no charge!
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
| Fare | Fly one-way from $184 (departing on 1/21)* |
|---|---|
| Departing from | Chicago O'Hare International Airport (ORD) |
| Arriving at | Orlando International Airport (MCO) |
| Average flight time | 2 hours 45 minutes |
| Distance | 1005 miles |
| 126† | Weekly flights |
|---|---|
| 1‡ | Nonstop flight per day Monday through Friday |
| 3 ‡ | Nonstop flights on Saturday |
| 1 ‡ | Nonstop flight on Sunday |
Other popular flights from Chicago (O'Hare):
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 1/1/2025 and 1/31/2025. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 1/1/2025 and 1/31/2025.
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 15 travel days available. Fares are updated hourly. Fares displayed on external channels may no longer be available at time of booking. To find the most updated fare, please visit Southwest.com.
Located in the middle of Florida, Orlando features picturesque wetlands, consisting of many lakes and freshwater swamps that beg to be explored. Although the city is known for its theme parks, take a closer look to find there’s a variety of activities no matter what brings you to the area.
Check out one of Florida’s hidden gems at Bok Tower Gardens, about one hour by car outside of downtown Orlando. The 250-acre garden features a Mediterranean-style 20-room winter home that dates back to the 1930s. Be sure to visit in the afternoon for the ringing of the bells. You can tap into your inner beatnik with a visit to the Jack Kerouac House, his home when he published one of his most famous books.
If you’re looking to get active, rent a bike and head over to Kissimmee Lakefront Park or one of Orlando’s over 30 riding trails. You might even get a peek of some of the local wildlife. Prefer to tee up on the links? Orlando has some of the top courses in the country that will challenge golfers of any skill level. And if you’re into birding, Orlando can’t be missed. Orlando Wetlands Park features over 220 bird species including ospreys, short-tailed hawks, and anhingas. You can also get a glimpse at over 60 species of butterflies.
After a day full of sightseeing Orlando has plenty of nightlife to enjoy. There’s a bustling live music scene that runs the gamut from EDM to classical. You can catch a touring Broadway show or opt for a local production. Downtown Orlando’s dining options are extensive, so you can indulge in an old favorite or sample a new kind of cuisine. If you’re into sports, you can cheer on Orlando’s professional basketball team. Fun and excitement are easy to find no matter what you’re into.
Start planning your trip to Orlando today and see why it’s one of America’s favorite vacation spots.
1EarlyBird Check-In® pricing starts at $15 one-way, and is subject to availability. Pricing may vary based on the popularity and length of each (one-way) flight. Please see optional travel charges for more details.
2Upgraded boarding prices and benefits are per eligible segment. Flights must be within 24 hours of departure to be eligible for upgraded boarding.
3First and second checked bags. Weight and size limits apply.
4Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
5Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
6Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
7Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.
8Flights traveling 175 miles or less will have only water available. Complimentary snacks are served on flights over 175 miles. If you’re flying between Hawaii and the continental U.S., you’ll have even more snacks to choose from.
9Free same-day standby: You can list for same-day standby for an earlier flight via a Southwest Customer Service Agent at the airport or the Southwest app or mobile web. You must request to be added to the same-day standby list at least 10 minutes prior to the scheduled departure of your original flight or the no-show policy will apply. If using the app or mobile web, you must list your name 30 minutes ahead of scheduled departure. You will receive a message based on the contact preference selected during booking if you are cleared on the flight. Group bookings and Unaccompanied Minors are not eligible for same-day standby. You will be required to pay any government taxes and fees associated with these itinerary changes but refunds will be provided. Your original boarding position is not guaranteed on your standby flight. Southwest Business Customers booked through travel agencies may need to see a Southwest agent at the airport for a standby listing. See Southwest.com/standby for more details.