Cheap flights from Orlando (ORL) to Chicago (CHI) from $27

This is the cheapest one-way flight price, found on 11/29. Prices may vary by date and flight preferences.
ORL — CHI
Dec 5 — Dec 121

Flights from Chicago to Orlando

How to find the cheapest flight from Orlando (ORL) to Chicago (CHI)

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 30, 2023.

Popular in

June

Cheapest in

February

Round-trip from

$208

One-way from

$48
High demand for flights, 26% potential price rise
Best time to find cheap flights, 27% potential price drop
From Orlando (ORL) to Chicago (CHI)
One-way flight from Orlando (ORL) to Chicago (CHI)

ORL - CHI

Price

$208 - $363

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

How far in advance should I book a flight from Orlando to Chicago?

Users have found that booking a flight from Orlando to Chicago at least 51 days early can save you up to 50% on average compared to booking a flight this week. If booking 51 days before your flight isn’t an option for you, users have found flights from Orlando to Chicago for as little as $118 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $210 for flights departing within the next 3 days.

What is the cheapest month to fly from Orlando to Chicago?

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, February can be a great choice for travel to Chicago. Flights to Chicago from Orlando in February are about $153 on average during February, but can be found for as low as $65.

When is the cheapest time to fly from Orlando to Chicago (ORL - CHI)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orlando to Chicago as you normally would.

Cheap Spirit Airlines flights from Orlando to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between Orlando and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
Consider these cheap Spirit Airlines flights we've found departing from Orlando to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.
  • If you’re traveling from Orlando to Chicago, one of the more common airlines traveling that route is Spirit Airlines. Orlando to Chicago flights are typically 24% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $215.00 RT. The cheapest Spirit Airlines flight found for this route was $123. When traveling from Orlando to Chicago on Spirit Airlines, the most popular airport to depart from is Orlando Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from Orlando to Chicago, Spirit Airlines flights are 7% more popular than any other airline flying that same route.

Cheap Frontier flights from Orlando to Chicago

Explore cheap flight options specifically provided by Frontier for the route between Orlando and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
Browse through some of the cheapest Frontier flights traveling from Orlando to Chicago. Check back soon if you're not seeing flights that suit your needs.
  • One of the most popular airlines traveling from Orlando to Chicago is Frontier. Flights from Frontier traveling this route typically cost $259.00 RT. This price is typically 22% cheaper than other airlines that offer Orlando to Chicago flights. When booking this route, the cheapest RT price found was $96. Orlando Airport is the most common Orlando airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from Orlando to Chicago, Frontier flights are 6% more popular than any other airline flying that same route.

Cheap Orlando to Chicago flights in November & December 2023

Find cheap flight options from Orlando to Chicago specifically for the months of November and December 2023. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,965,316 searches. Prices were last updated on November 30, 2023.
Check out some of the best flight deals from Orlando to Chicago in 2023. Check back in a little while for more flight options.

Orlando to Chicago 2023 flight deals

Discover exclusive flight deals for travel between Orlando and Chicago in 2023. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
Check out some of the best flight deals from Orlando to Chicago in 2023. Check back in a little while for more flight options.

Non-stop flights to Chicago from Orlando

Discover non-stop flight options from Orlando to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
Consider booking one of these non-stop flights heading from Orlando to Chicago. If you're looking for other options for flights from Orlando to Chicago, make sure to update the search form at the top of page.

Orlando to Chicago flights leaving soon

Find last-minute flight options from Orlando to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
Have a look at some of the flights available from Orlando to Chicago departing last-minute. Users should be sure to double check the price, date, and time of their last-minute flight.

One-way flights to Chicago from Orlando

Search for one-way flight options from Orlando to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
Some of the best available deals we've found on one-way flights from Orlando to Chicago. Those seeking round-trip flights from Orlando to Chicago should utilize the search form at the the top of the page.

Find flights from Orlando to Chicago within your budget

Customize your flight search to find flights from Orlando to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.

Fly from

Any airport

Fly to

Any airport

Budget

$52 - $71

Route

Depart

Return

Price

OrlandoChicago O'Hare Intl

MCO - ORD

MCOORD

Orlando

Sat 1/20

Nonstop3h 06m

Chicago O'Hare Intl

Wed 1/24

Nonstop2h 51m

$52

OrlandoChicago O'Hare Intl

MCO - ORD

MCOORD

Orlando

Sat 1/13

Nonstop3h 06m

Chicago O'Hare Intl

Tue 1/16

Nonstop2h 46m

$53

OrlandoChicago Midway

MCO - MDW

MCOMDW

Orlando

Thu 12/14

Nonstop2h 53m

Chicago Midway

Sun 12/17

Nonstop2h 45m

$57

OrlandoChicago O'Hare Intl

MCO - ORD

MCOORD

Orlando

Thu 1/18

Nonstop3h 16m

Chicago O'Hare Intl

Tue 1/23

Nonstop3h 01m

$58

OrlandoChicago Midway

MCO - MDW

MCOMDW

Orlando

Thu 2/1

Nonstop3h 00m

Chicago Midway

Mon 2/5

Nonstop2h 54m

$58

OrlandoChicago O'Hare Intl

MCO - ORD

MCOORD

Orlando

Thu 1/11

Nonstop3h 16m

Chicago O'Hare Intl

Tue 1/16

Nonstop2h 51m

$59

OrlandoChicago O'Hare Intl

MCO - ORD

MCOORD

Orlando

Thu 1/18

Nonstop3h 16m

Chicago O'Hare Intl

Sun 1/21

Nonstop3h 01m

$60

OrlandoChicago O'Hare Intl

MCO - ORD

MCOORD

Orlando

Sat 1/13

Nonstop3h 06m

Chicago O'Hare Intl

Thu 1/18

Nonstop2h 46m

$65

OrlandoChicago O'Hare Intl

MCO - ORD

MCOORD

Orlando

Thu 12/14

Nonstop3h 15m

Chicago O'Hare Intl

Mon 12/18

Nonstop3h 01m

$71

Flights are sorted by cheapest first

Deals found on 11/28

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated November 30, 2023.
Peruse reviews from past customers who have flown with Spirit Airlines, Frontier and Delta from Orlando to Chicago to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
7.9
Good
3,035 reviews

Entertainment

7.8

Crew

8.5

Boarding

8.0

Comfort

7.9

Food

7.2

Overall

7.9

Reviews

1 / 10

I liked the comfort of the seats. The portion of the snack they passed out could have been bigger, was a tiny little 1/2 oz bag of chips and you could only pick one snack.

7.9
Good
3,035 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Crew

8.5

Boarding

8.0

Comfort

7.9

Food

7.2

Overall

7.9

Reviews

1 / 10

I liked the comfort of the seats. The portion of the snack they passed out could have been bigger, was a tiny little 1/2 oz bag of chips and you could only pick one snack.

7.6
Good
27 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Crew

8.5

Boarding

8.0

Comfort

7.9

Food

7.2

Overall

7.9

Reviews

1 / 10

I liked the comfort of the seats. The portion of the snack they passed out could have been bigger, was a tiny little 1/2 oz bag of chips and you could only pick one snack.

7.5
Good
104 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Crew

8.5

Boarding

8.0

Comfort

7.9

Food

7.2

Overall

7.9

Reviews

1 / 10

I liked the comfort of the seats. The portion of the snack they passed out could have been bigger, was a tiny little 1/2 oz bag of chips and you could only pick one snack.

7.4
Good
1,897 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Crew

8.5

Boarding

8.0

Comfort

7.9

Food

7.2

Overall

7.9

Reviews

1 / 10

I liked the comfort of the seats. The portion of the snack they passed out could have been bigger, was a tiny little 1/2 oz bag of chips and you could only pick one snack.

7.2
Good
2,645 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Crew

8.5

Boarding

8.0

Comfort

7.9

Food

7.2

Overall

7.9

Reviews

1 / 10

I liked the comfort of the seats. The portion of the snack they passed out could have been bigger, was a tiny little 1/2 oz bag of chips and you could only pick one snack.

Related info for your journey

Find useful and relevant information for your journey from Orlando to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

Can I find flights from Orlando to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Orlando to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $52, but on average you can expect to pay $62.

Are there nonstop flights from Orlando to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Orlando to Chicago under $100. A good price for a nonstop flight from Orlando to Chicago is less than $62.

Are there last-minute flights available from Orlando to Chicago for under $100?

There are currently 20+ open flights from Orlando to Chicago within the next 7 days for less than $100.

What days are nonstop flights available from Orlando to Chicago?

Nonstop flights can be found on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

How many flights depart from Orlando to Chicago on average per day?

On average, you can expect to see 22 flights from Orlando to Chicago a day.
Early Morning (Midnight to 6am) - 9% of flight departures
Morning (6am - Noon) - 14% of flight departures
Afternoon (Noon - 6pm) - 64% of flight departures
Evening (6pm - Midnight) - 14% of flight departures

How long is the flight from Orlando to Chicago?

Departing from Orlando to Chicago will take you 2h 53m. Orlando and Chicago are separated by a distance of 1011 mi. Generally, flights for this route are nonstop.

What are the cheapest airlines flying from Orlando to Chicago round-trip?

Spirit Airlines, at $52, was found to be the cheapest airline from Orlando to Chicago. An alternate airline flying to your destination would be Frontier. Spirit Airlines is 65% cheaper than the average price of flights available within the next 90 days to this destination.

What are the cheapest airlines to fly from Orlando to Chicago one-way?

For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $27. Users have also found prices from $29 and $48 on Frontier and Allegiant Air, respectively.

What are the most popular routes from Orlando to Chicago?

What are the most popular airlines that fly from Orlando to Chicago?

What are the most reliable airlines from Orlando to Chicago?

Before booking your flight to Chicago from Orlando, check out the most reliable airlines to get you to your destination on time: Cathay Pacific (100%), Iberia (94%), Qatar Airways( 93%).

What are the cheapest flights from Orlando to Chicago?

Looking at all options, your cheapest flight can be booked for $52. While the most popular route (Orlando - Chicago O'Hare Intl) can be booked for $52 on average our data indicates $1,137 when flying from Orlando to Chicago.

What does MCO to ORD mean?

MCO and ORD are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. MCO to ORD refers to a flight route from Orlando Airport to Chicago O'Hare Intl Airport. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 6 airlines flying from Orlando to Chicago

Discover the top 6 airlines that operate flights from Orlando to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,965,316 searches. Data last updated November 30, 2023.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$121FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Spirit AirlinesCheapest$55Average$138FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$96Average$259FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Allegiant AirCheapest$123Average$215FlexibilityNo cancel feeOn-time88%
Search Allegiant Air flights
American AirlinesCheapest$158Average$267FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$206Average$371FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Search flights to Chicago by cabin class

Hourly flight availability from Orlando to Chicago

Find hourly flight availability from Orlando to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 30, 2023.
7%of flight departuresEarly morningMidnight to 6 am
42%of flight departuresMorning6 am to noon
44%of flight departuresAfternoonNoon to 6 pm
7%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Orlando to Chicago

Explore weekly flight availability from Orlando to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 30, 2023.
Sunday74daily flights
Monday72daily flights
Tuesday60daily flights
Wednesday60daily flights
Thursday68daily flights
Friday72daily flights
Saturday70daily flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Orlando to Chicago?

Deals for Orlando to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Orlando to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Orlando to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Orlando to Chicago with no change fees?

Yes, we can. To see specific flights from Orlando to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Orlando to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Orlando to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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