Flights from Orlando to Chicago

Search and find cheap flights from Orlando to Chicago (United States, North America)
Search and find cheap flights from Orlando to Chicago (United States, North America)

Looking for the best tickets for Orlando to Chicago?

Look no more. We’ve gone through the latest 1,274,884 fares to bring you all the insights you could possibly want.
Expect to pay
195 USD for flights from Orlando to Chicago leaving on 5/4/2017 and returning on 5/26/2017
Low 93 USD
195 USD
High 280 USD
Choose my own dates
Best time to book
Cheapest time to buy a ticket for Orlando — Chicago is approximately 56 days to departure.
Orlando to Chicago flights are usually cheapest between 1 and 2 months before departure.
Days before departure
Best month
Cheapest time of year to fly to Chicago from Orlando is January and February. Most expensive are November and December.
The cheapest flights from Orlando to Chicago are currently available between May and May.
Impact on price
Cheapest airline
According to our data, Spirit Airlines, Frontier Airlines and Delta Air Lines are the cheapest airlines to fly this route.
momondo users most frequently choose to fly from Orlando to Chicago with either Spirit Airlines, Frontier Airlines or Delta Air Lines.
Impact on price (additional fees may apply)
Spirit Airlines
+2%
Frontier Airlines
+7%
Delta Air Lines
+13%
Major US Carrier
+17%
American Airlines
+24%
US Airways
+25%
Best time to fly
Orlando to Chicago flights are approximately 7% more expensive in the noon than in the morning.
Noon flights tend to be the most expensive.
Impact on price
Cheapest day
Sunday is normally the most expensive day to fly, whilst Wednesday tends to be the cheapest.
Cheapest day of week is typically Wednesday and the most expensive is typically Sunday.
Impact on price
Cheapest route
Fly Orlando Intl - Midway for the best Orlando to Chicago flight prices saving up to 0% on average.
Orlando Intl - Midway tends to be 0% cheaper than Orlando Intl - O'Hare Intl.
momondo compares flights to Chicago from Orlando from 40 different sites.
Impact on price
Orlando Intl-Midway
+0%
Orlando Intl-O'Hare Intl
+1%
Direct flights
There are direct flights from Herndon to Chicago all week with a flight time of 2 hours 49 minutes.
Direct flights available: 329 PER WEEK
Popular non-direct routes for this connection are Orlando Intl - Dallas Ft Worth - O'Hare Intl, Orlando Intl - Hartsfield Jackson - Midway and Orlando Intl - Hartsfield Jackson - O'Hare Intl.
You can fly from Herndon to Chicago indirect via Dallas Ft Worth, Hartsfield Jackson or Detroit Metro.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from Orlando
Return trip
Mar 24 - May 15
138 USD
EDreamsUS
ORL ORL
3h 1min
Direct
CHI CHI
CHI CHI
2h 39min
Direct
ORL ORL
Return trip
Mar 24 - Apr 1
193 USD
EDreamsUS
ORL ORL
2h 59min
Direct
CHI CHI
CHI CHI
2h 39min
Direct
ORL ORL
Return trip
Mar 24 - Mar 27
221 USD
FlyFarUS
ORL ORL
3h 1min
Direct
CHI CHI
CHI CHI
2h 39min
Direct
ORL ORL

Go right away

Last minute flights from Orlando to Chicago
Return trip
Mar 24 - May 15
138 USD
EDreamsUS
ORL ORL
3h 1min
Direct
CHI CHI
CHI CHI
2h 39min
Direct
ORL ORL
Return trip
Mar 24 - Mar 27
221 USD
FlyFarUS
ORL ORL
3h 1min
Direct
CHI CHI
CHI CHI
2h 39min
Direct
ORL ORL
Return trip
Mar 24 - Mar 26
300 USD
KiwiUS
ORL ORL
3h 1min
Direct
CHI CHI
CHI CHI
11h 7min
1 stop
ORL ORL

Go for less - experience more

Cheap flights from Orlando to Chicago
Return trip
Apr 6 - Apr 19
130 USD
EDreamsUS
ORL ORL
2h 59min
Direct
CHI CHI
CHI CHI
2h 37min
Direct
ORL ORL
Return trip
Apr 6 - Apr 18
138 USD
EDreamsUS
ORL ORL
2h 59min
Direct
CHI CHI
CHI CHI
2h 44min
Direct
ORL ORL
Return trip
Apr 6 - Apr 16
138 USD
CFOneTravel
ORL ORL
3h 13min
Direct
CHI CHI
CHI CHI
2h 44min
Direct
ORL ORL

Coming or going?

Cheap flights from Chicago to Orlando
Return trip
Mar 23 - Jun 2
264 USD
Flightsbank
CHI CHI
2h 38min
Direct
ORL ORL
ORL ORL
2h 52min
Direct
CHI CHI
Return trip
Mar 23 - Mar 26
267 USD
CheapTicketsDeal
CHI CHI
2h 38min
Direct
ORL ORL
ORL ORL
3h 5min
Direct
CHI CHI
Return trip
Mar 23 - Mar 28
269 USD
KiwiUS
CHI CHI
2h 30min
Direct
ORL ORL
ORL ORL
3h 9min
Direct
CHI CHI

Weather forecast for Chicago

Going soon? Be prepared for the weather in Chicago.

So what's it going to cost once you're in Chicago

Compare the costs of everyday items in Orlando and Chicago
CAPPUCCINO
Regular
Orlando
4.05 USD
2%
Chicago
3.96 USD
Cappuccino is 2.1% cheaper in Chicago than Orlando
MEAL
Inexpensive
Orlando
15.07 USD
%
Chicago
15.07 USD
Meal is 0% cheaper in Chicago than Orlando
MILK
1 liter
Orlando
3.7 USD
22%
Chicago
2.88 USD
Milk is 22% cheaper in Chicago than Orlando
BUS
One-way ticket
Orlando
2.01 USD
-12%
Chicago
2.26 USD
Bus is 12% more expensive in Chicago than Orlando
MOVIE THEATER
1 ticket
Orlando
12.05 USD
%
Chicago
12.05 USD
movie theater is 0% cheaper in Chicago than Orlando
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