$57+ Cheap flights from Orlando (ORL) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Orlando to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.The best prices from Orlando to Chicago are usually found in February or April, booked 89 days in advance, depart on a Friday or Saturday and return on a Tuesday
Cheap flight deals from Orlando to Chicago
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 21, 2024.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Popular in | June |
Cheapest in | February |
Round-trip from | $106 (Gotogate) |
One-way from | $57 (FlightHub) |
Find flight deals from Orlando to Chicago
Cheapest flights from Orlando to ChicagoExplore the most affordable flight options available from Orlando to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.
Explore the most affordable flight options available from Orlando to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.
This CheapOair deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 11/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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 2,612,795 searches. Data last updated November 21, 2024.
Fly from
Fly to
Route
Depart
Return
Price
OrlandoChicago
SFB - RFD
SFBRFD
Orlando Sanford Intl
Fri 1/24
8:00 am-9:52 am
Nonstop2h 52m
Chicago Greater Rockford
Mon 1/27
10:42 am-2:25 pm
Nonstop2h 43m
OrlandoChicago
MCO - ORD
MCOORD
Orlando
Wed 2/26
8:12 am-12:54 pm
1 stop29h 42m
Chicago O'Hare Intl
Sat 3/1
10:20 am-2:12 pm
Nonstop2h 52m
OrlandoChicago
MCO - ORD
MCOORD
Orlando
Fri 12/6
4:46 pm-6:50 pm
Nonstop3h 04m
Chicago O'Hare Intl
Sun 12/8
9:58 am-10:11 pm
1 stop11h 13m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Thu 1/9
12:40 pm-6:37 pm
1 stop6h 57m
Chicago Midway
Mon 1/13
4:35 pm-12:40 am
1 stop7h 05m
OrlandoChicago
MCO - ORD
MCOORD
Orlando
Tue 2/4
1:57 pm-4:08 pm
Nonstop3h 11m
Chicago O'Hare Intl
Sun 2/9
4:18 pm-8:15 pm
Nonstop2h 57m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Thu 1/23
6:15 am-10:12 am
1 stop4h 57m
Chicago Midway
Mon 1/27
5:07 pm-12:35 am
1 stop6h 28m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Sat 12/14
8:25 am-10:15 am
Nonstop2h 50m
Chicago Midway
Mon 12/16
3:25 pm-7:05 pm
Nonstop2h 40m
OrlandoChicago
MCO - ORD
MCOORD
Orlando
Thu 12/12
6:05 am-8:24 am
Nonstop3h 19m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Thu 12/19
5:47 pm-7:42 pm
Nonstop2h 55m
OrlandoChicago
MCO - ORD
MCOORD
Orlando
Tue 12/3
8:50 am-10:56 am
Nonstop3h 06m
Compare providers for flights from Orlando to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Orlando to Chicago in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Orlando-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Orlando-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Orlando-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Orlando-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Orlando to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Orlando with our price prediction graph.
Travel insights for flights from Orlando to Chicago
Get recent, data-driven insights about flights from Orlando to Chicago including ideal travel times, pricing trends, and more.
How far ahead should I book a flight from Orlando to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Orlando to Chicago. Price data was last updated on November 15, 2024.
To ensure you get the cheapest price possible for a flight from Orlando to Chicago, you should look to book at least 89 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Orlando to Chicago?
Currently, September is the cheapest month in which you can book a flight from Orlando to Chicago (average of $232). Flying from Orlando to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from ORL to CHI?
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 21, 2024.
One of the essential ways to save on airfare from Orlando to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 42% on airfare.
What is the cheapest day to fly from Orlando to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Orlando to Chicago. Price data was last updated on November 18, 2024.
Travelers seeking maximum savings on their Orlando to Chicago flight should consider departing on Tuesday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 21, 2024.
The most flights from ORL to CHI are scheduled on a Monday (52 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 on average).
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
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 21, 2024.
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.
Boarding
Food
Comfort
Crew
Overall
Entertainment
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Food
Comfort
Crew
Overall
Entertainment
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Food
Comfort
Crew
Overall
Entertainment
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Food
Comfort
Crew
Overall
Entertainment
Reviews
No tray tables for food or drink not convenient nor comfortable
Boarding
Food
Comfort
Crew
Overall
Entertainment
Reviews
No tray tables for food or drink not convenient nor comfortable
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.
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.
Alternative routes for Orlando to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from Orlando to Chicago
Discover the top 7 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 2,612,795 searches. Data last updated November 21, 2024.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$56 | Average$149 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$56 | Average$152 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$109 | Average$196 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$153 | Average$317 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$158 | Average$271 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$178 | Average$366 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$227 | Average$317 | FlexibilityNo cancel fee | On-timeN/A |