Cheap flights from Orlando to Chicago (ORL - CHI)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

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

All the information you need to plan the best ORL to CHI flight in 2022: compare Orlando to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
MCO - CHI
Price
$108 - $301
CHI
Temperature
23 - 73.4 °F
CHI
Rainfall
1.7 - 4.9 inches

Popular in

June

High demand for flights, 38% potential price rise

Cheapest in

October

Best time to find cheap flights, 42% potential price drop

Round-trip from

$108

From Orlando to Chicago (CHI)

One-way from

$43

One-way flight from Orlando to Chicago (CHI)

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest month to fly from Orlando to Chicago?

The best pricing can be found in the month of October. Prices to Chicago from Orlando average $188. You can even find prices in October for less than $188, as users have found deals to Chicago from as low as $58. The month of June appears to be one of the more expensive times to travel to Chicago from Orlando. Flying in the targeted month can save you up to 60%.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 51 days in advance, which can save you up to 36% on flights from Orlando to Chicago compared to booking the week you need them. Waiting 51 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $216. For sooner than that we have options available in the next 3 days from $243.

When is the cheapest time to fly from Orlando to Chicago (MCO - 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 flights from Orlando to Chicago in August, September 2022

The best prices found for ORL to CHI flights for August, September
30 Aug - 6 Sep
$88pp
MCO
Orlando
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
30 Aug - 7 Sep
$90pp
MCO
Orlando
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
13 Sep - 20 Sep
$92pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando

Orlando to Chicago 2022 flight deals

Cheap flights to Chicago from Orlando found for this year
30 Aug - 6 Sep
$88pp
MCO
Orlando
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
30 Aug - 7 Sep
$90pp
MCO
Orlando
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
13 Sep - 20 Sep
$92pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando

Cheap Spirit Airlines flights from Orlando to Chicago

30 Aug - 6 Sep
$97pp
MCO
Orlando
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MCO
Orlando
30 Aug - 4 Sep
$101pp
MCO
Orlando
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MCO
Orlando
7 Sep - 21 Sep
$106pp
MCO
Orlando
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
MCO
Orlando

Cheap Frontier flights from Orlando to Chicago

13 Sep - 20 Sep
$92pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
21 Sep - 27 Sep
$99pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
3 Sep - 6 Sep
$100pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando

Non-stop flights to Chicago from Orlando

Save time with Orlando to Chicago direct flight deals
13 Sep - 20 Sep
$92pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
21 Sep - 27 Sep
$99pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
7 Sep - 10 Sep
$100pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando

Last minute flights from Orlando to Chicago

Late deals on round-trip flights to Chicago from Orlando, departing today and this week
20 Aug - 31 Aug
$133pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
17 Aug - 25 Aug
$134pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
17 Aug - 17 Aug
$138pp
MCO
Orlando
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando

One-way flights to Chicago from Orlando

The cheapest one-way flights from Orlando to Chicago
12:19 pm - 2:01 pm
Allegiant Air
Nonstop
2h 42m
SFB - RFD
Allegiant Air
$43
Gotogate
12:05 pm - 8:14 pm
Multiple Airlines
1 Stop
9h 09m
MCO - ORD
Multiple Airlines
$66
Kiwi.com
4:36 pm - 10:04 am
Frontier
1 Stop
18h 28m
MCO - MDW
Frontier
$70
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Orlando</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Orlando to Chicago

Which airlines flying from Orlando to Chicago have flexible cancellations due to COVID-19?

Spirit Airlines, United Airlines, and Frontier are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

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 Multiple Airlines for just $88, but on average you can expect to pay $100.

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 $106.

Are there last-minute flights available from Orlando to Chicago for under $200?

There are currently 20+ open flights from Orlando to Chicago within the next 7 days for less than $200.

What days are nonstop flights available from Orlando to Chicago?

Nonstop flights can be found on the following days: Sunday, Saturday.

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

On average, you can expect to see 8 flights from Orlando to Chicago a day.
Morning (6am - Noon) - 25% of flight departures
Afternoon (Noon - 6pm) - 75% of flight departures

How long is the flight from Orlando to Chicago?

Departing from Orlando to Chicago will take you 3h 10m. Orlando and Chicago are separated by a distance of 1011 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

Frontier, at $92, was found to be the cheapest airline from Orlando to Chicago. An alternate airline flying to your destination would be Spirit Airlines. Frontier is 50% 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 $37. Users have also found prices from $43 and $43 on Allegiant Air and Frontier, respectively.

What are the most popular routes from Orlando to Chicago?

Most travelers choose Orlando - Chicago O'Hare Intl, Orlando - Chicago Midway or Orlando Sanford Intl - Chicago Greater Rockford when deciding on the best route 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: ANA (90%), Austrian Airlines (90%), Brussels Airlines( 90%).

What are the cheapest flights from Orlando to Chicago?

Looking at all options, your cheapest flight can be booked for $70. While the most popular route (Orlando - Chicago O'Hare Intl) can be booked for $109 on average our data indicates $494 when flying from Orlando to Chicago.

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

Consider Undisclosed Carrier, American Airlines or Alaska Airlines when booking your flight. These represent the most popular airlines when flying from Orlando to Chicago.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Orlando?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Orlando need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Orlando are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago.

Quarantine requirements
Visitors from Orlando are not required to quarantine after entering Chicago.

Do I need a test to fly back to Orlando from Chicago?

Returning to Orlando from Chicago

COVID-19 testing requirements
Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering Orlando.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Orlando.

Hide COVID Travel Restrictions for Chicago, IL

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

The chart below displays the airlines Cheapflights users traveling from Orlando to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Juneyao Airlines
$12 $22 No cancel fee 66%

We couldn't confirm the COVID-19 safety measures taken by Juneyao Airlines. Please check directly on their website for additional information.

Spirit Airlines
$43 $156 No cancel fee 65%
Frontier
$59 $237 No cancel fee 62%
American Airlines
$63 $341 No cancel fee 71%
Allegiant Air
$72 $218 No cancel fee 88%
United Airlines
$81 $231 No cancel fee 69%
Delta
$180 $454 No cancel fee N/A

Hourly flight availability from Orlando to Chicago

See what time of day planes typically take off from Orlando towards Chicago.
Morning 6 AM to noon 68% of ORL to CHI departures
Afternoon Noon to 6 PM 20% of ORL to CHI departures
Early morning Midnight to 6 AM 7% of ORL to CHI departures
Evening 6 PM to midnight 5% of ORL to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Orlando to Chicago
See how many times per day planes take to the skies headed from Orlando to Chicago.
Sunday
61 daily flights
Monday
57 daily flights
Tuesday
54 daily flights
Wednesday
57 daily flights
Thursday
59 daily flights
Friday
60 daily flights
Saturday
72 daily flights