Cheap flights from Orlando to Chicago (ORL - CHI)

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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 2021: compare Orlando to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
ORL - CHI
Price
$70 - $165
CHI
Temperature
23 - 73.4 °F
CHI
Precipitation
1.7 - 4.9 inches

Popular in

October

High demand for flights, 23% potential price rise

Cheapest in

August

Best time to find cheap flights, 45% potential price drop

Round-trip from

$70

From Orlando to Chicago (CHI)

One-way from

$44

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.
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.

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

Due to multiple factors, expect to potentially pay more when booking in October. For low rates, August can be a great choice for travel to Chicago. Flights to Chicago from Orlando in August are about $127 on average during August, but can be found for as low as $33.

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 14 days early can save you up to 16% on average compared to booking a flight this week. If booking 14 days before your flight isn’t an option for you, users have found flights from Orlando to Chicago for as little as $120 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 $153 for flights departing within the next 3 days.

Cheap flights from Orlando to Chicago in October, November 2021

The best prices found for ORL to CHI flights for October, November
2 Nov - 3 Nov
$35pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
6 Nov - 13 Nov
$36pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
6 Nov - 13 Nov
$37pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando

Orlando to Chicago 2021 flight deals

Cheap flights to Chicago from Orlando found for this year
2 Nov - 3 Nov
$35pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
6 Nov - 13 Nov
$36pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
6 Nov - 13 Nov
$37pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando

Non-stop flights to Chicago from Orlando

Save time with Orlando to Chicago direct flight deals
2 Nov - 3 Nov
$35pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
6 Nov - 13 Nov
$36pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
6 Nov - 13 Nov
$37pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
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
29 Oct - 6 Nov
$48pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
29 Oct - 2 Nov
$50pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
30 Oct - 3 Nov
$51pp
MCO
Orlando
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando

One-way flights to Chicago from Orlando

The cheapest one-way flights from Orlando to Chicago
2:05 am - 4:10 am
Frontier
Nonstop
3h 05m
MCO - ORD
Frontier
$44
Travelocity
12:35 pm - 2:19 pm
Allegiant Air
Nonstop
2h 44m
SFB - RFD
Allegiant Air
$46
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?

United Airlines, Spirit Airlines, and American Airlines 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 Spirit Airlines for just $35, but on average you can expect to pay $46.

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 $49.

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, Wednesday, Friday, Saturday.

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

On average, you can expect to see 29 flights from Orlando to Chicago a day.
Morning (6am - Noon) - 48% of flight departures
Afternoon (Noon - 6pm) - 10% of flight departures
Evening (6pm - Midnight) - 41% of flight departures

How long is the flight from Orlando to Chicago?

Departing from Orlando to Chicago will take you 2h 44m. 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 $35, was found to be the cheapest airline from Orlando to Chicago. An alternate airline flying to your destination would be Allegiant Air. Spirit Airlines is 72% 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 $17. Users have also found prices from $33 and $36 on Allegiant Air and Frontier, respectively.

What are the cheapest flights from Orlando to Chicago?

Looking at all options, your cheapest flight can be booked for $43. While the most popular route (Orlando - Chicago O'Hare Intl) can be booked for $35 on average our data indicates $442 when flying 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: Japan Airlines (100%), Cathay Pacific (100%), Iberia( 96%).

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 popular airlines that fly from Orlando to Chicago?

Consider Major Airline, American Airlines or Delta 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 must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to 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 must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to 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.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Orlando to Chicago.
Flight duration from Orlando to Chicago
2h 47m
Average temperature for October in Chicago
64.4 °F
Avg rainfall for October in Chicago
2.6 ″

Airports servicing Orlando

Orlando Sanford Intl (SFB)

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Top 6 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
Frontier
$38 $139 No cancel fee 62%
Spirit Airlines
$56 $180 No cancel fee 65%
United Airlines
$62 $238 No cancel fee 69%
American Airlines
$62 $209 No cancel fee 71%
Delta
$87 $261 No cancel fee N/A
Allegiant Air
$124 $227 No cancel fee 88%

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 52% of ORL to CHI departures
Afternoon Noon to 6 PM 45% of ORL to CHI departures
Evening 6 PM to midnight 2% of ORL to CHI departures
Early morning Midnight to 6 AM 1% 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
34 daily flights
Monday
64 daily flights
Tuesday
58 daily flights
Wednesday
58 daily flights
Thursday
51 daily flights
Friday
60 daily flights
Saturday
30 daily flights
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