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Cheap flights from Orlando to Chicago (ORL - CHI)

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The best prices from Orlando to Chicago are usually found in August or July, booked 16 days in advance, depart on a Thursday or Wednesday and return on a Tuesday

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

ORL - CHI
Price
$56 - $184
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

December

High demand for flights, 30% potential price rise

Cheapest in

August

Best time to find cheap flights, 57% potential price drop

Round-trip from

$56

From Orlando to Chicago

One-way from

$46

One-way flight from Orlando to Chicago

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

Travelers have found that booking a Wednesday departure is the best way to save up to 49% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

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

To save up to 10% on this flight, we recommend booking at least 20 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Orlando to Chicago from $137 1-2 weeks out and tickets from $157 for flights departing within the next 72 hours.

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

The best pricing can be found in the month of April. Prices to Chicago from Orlando average $135. You can even find prices in April for less than $135, as users have found deals to Chicago from as low as $33. The month of December 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 49%.

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

A simple way to save on the total cost of your ticket is to fly from Orlando to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 29% on your trip compared to booking a flight at noon.

Cheap flights from Orlando to Chicago in October, November 2020

The best prices found for ORL to CHI flights for October, November
12 Nov - 16 Nov
$39pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
13 Nov - 16 Nov
$41pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
12 Nov - 16 Nov
$43pp
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 2020 flight deals

Cheap flights to Chicago from Orlando found for this year
12 Nov - 16 Nov
$39pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
13 Nov - 16 Nov
$41pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
12 Nov - 16 Nov
$43pp
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
12 Nov - 16 Nov
$39pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
13 Nov - 16 Nov
$41pp
MCO
Orlando
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
MCO
Orlando
10 Dec - 14 Dec
$46pp
MCO
Orlando
Multiple Airlines
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
5 Nov - 9 Nov
$48pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
6 Nov - 9 Nov
$49pp
MCO
Orlando
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
MCO
Orlando
4 Nov - 9 Nov
$57pp
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
3:16 am - 4:57 am
Allegiant Air
Nonstop
2h 41m
SFB - RFD
Allegiant Air
$46
mytrip.com
8:55 am - 10:53 am
Major Airline
Nonstop
2h 58m
MCO - ORD
Major Airline
$50
StudentUniverse
2:00 am - 4:02 am
Frontier
Nonstop
3h 02m
MCO - ORD
Frontier

Related info for your journey

Useful info, stats and facts about Orlando to Chicago flights.

Flight FAQs

From Orlando to Chicago

Are flight prices decreasing from Orlando to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Orlando and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Orlando to Chicago to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. New policies for travelers booking flights from Orlando to Chicago include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

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 $39, but on average you can expect to pay $52.

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 $54.

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?

You can find nonstop flights on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

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

On average 34 flights depart from Orlando to Chicago per day.
Morning (6am - Noon) - 38% of flight departures
Afternoon (Noon - 6pm) - 35% of flight departures
Evening (6pm - Midnight) - 26% of flight departures

Is Orlando weather warmer or cooler than Chicago?

Our data indicates that the weather will be 93 °F on average in the month of July. The temperature in Chicago is typically colder than in Orlando. If you're traveling when the temperature is at its warmest, push to plan early, as flight price and availability will have an impact on your travels. For the best results, search for flights well in advance or after peak season.

How long is the flight from Orlando to Chicago?

Departing from Orlando to Chicago will take you 2h 39m. Orlando and Chicago are separated by a distance of 996 mi. Generally, flights for this route are nonstop.

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

Currently priced at $39, Spirit Airlines will fly you from Orlando to Chicago and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Frontier for as low as $57. Spirit Airlines is currently priced 69% below the average price you’ll pay for this route.

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

For one-way options, check prices for Frontier. According to our data, you can fly for as low as $23. Users have also found prices from $24 and $46 on Frontier and Spirit Airlines, respectively.

Alternative routes for Orlando to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Orlando to Chicago
Flight duration
2h 51m
Average temperature for October in Chicago
64.4 °F
Avg rainfall for October in Chicago
2.6 ″

Airports servicing Orlando

Sanford (SFB)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Hourly flight availability from Orlando to Chicago

Afternoon Noon to 6 PM 58% of ORL to CHI departures
Morning 6 AM to noon 29% of ORL to CHI departures
Early morning Midnight to 6 AM 8% 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
Sunday
13 daily flights
Monday
16 daily flights
Tuesday
12 daily flights
Wednesday
20 daily flights
Thursday
44 daily flights
Friday
37 daily flights
Saturday
20 daily flights
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