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
224 USD for flights from Orlando to Chicago leaving on 6/5/2017 and returning on 6/30/2017
Low 94 USD
224 USD
High 283 USD
Choose my own dates
Best time to book
Cheapest time to buy a ticket for Orlando — Chicago is approximately 59 days to departure.
Normally the best deals on Orlando to Chicago flights are available 1 to 2 months prior to departure.
Days before departure
Best month
Cheapest time of year to fly to Chicago from Orlando is January and February. Most expensive are March and December.
Orlando to Chicago flights are currently cheapest between June and June.
Impact on price
Cheapest airline
According to our data, Frontier Airlines, Spirit 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 Frontier Airlines, Spirit Airlines or Delta Air Lines.
Impact on price (additional fees may apply)
Frontier Airlines
+12%
Spirit Airlines
+15%
Delta Air Lines
+17%
Major US Carrier
+25%
US Airways
+26%
Airtran Airways
+33%
Best time to fly
Orlando to Chicago flights are approximately 6% 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 44 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 39 minutes.
Direct flights available: 330 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 - Nth Kentucky - O'Hare Intl.
You can fly from Herndon to Chicago indirect via Dallas Ft Worth, Hartsfield Jackson or Nth Kentucky.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from Orlando
Return trip
May 1 - May 12
148 USD
Smartfares
ORL ORL
3h 3min
Direct
CHI CHI
CHI CHI
2h 42min
Direct
ORL ORL
Return trip
May 1 - May 4
237 USD
EDreamsUS
ORL ORL
3h 6min
Direct
CHI CHI
CHI CHI
2h 45min
Direct
ORL ORL
Return trip
Apr 30 - May 3
316 USD
OmegaTravelUS
ORL ORL
3h 4min
Direct
CHI CHI
CHI CHI
2h 38min
Direct
ORL ORL

Go right away

Last minute flights from Orlando to Chicago
Return trip
May 2 - May 5
206 USD
Smartfares
ORL ORL
3h 3min
Direct
CHI CHI
CHI CHI
2h 42min
Direct
ORL ORL
Return trip
May 1 - May 4
237 USD
EDreamsUS
ORL ORL
3h 6min
Direct
CHI CHI
CHI CHI
2h 45min
Direct
ORL ORL
Return trip
Apr 30 - May 3
316 USD
OmegaTravelUS
ORL ORL
3h 4min
Direct
CHI CHI
CHI CHI
2h 38min
Direct
ORL ORL

Go for less - experience more

Cheap flights from Orlando to Chicago
Return trip
May 13 - May 18
142 USD
FaregeekUS
ORL ORL
2h 59min
Direct
CHI CHI
CHI CHI
2h 39min
Direct
ORL ORL
Return trip
May 14 - May 18
169 USD
Orbitz
ORL ORL
3h 11min
Direct
CHI CHI
CHI CHI
2h 42min
Direct
ORL ORL
Return trip
May 13 - May 14
199 USD
KissAndFlyUS
ORL ORL
2h 59min
Direct
CHI CHI
CHI CHI
6h 53min
1 stop
ORL ORL

Coming or going?

Cheap flights from Chicago to Orlando
Return trip
Apr 30 - May 1
136 USD
Smartfares
CHI CHI
2h 45min
Direct
ORL ORL
ORL ORL
3h 3min
Direct
CHI CHI
Return trip
May 1 - May 3
146 USD
CFEDreamsUS
CHI CHI
2h 45min
Direct
ORL ORL
ORL ORL
3h 1min
Direct
CHI CHI
Return trip
Apr 30 - Apr 30
230 USD
EDreamsUS
CHI CHI
2h 45min
Direct
ORL ORL
ORL ORL
3h 6min
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
4.1 USD
3%
Chicago
3.99 USD
Cappuccino is 2.7% cheaper in Chicago than Orlando
MEAL
Inexpensive
Orlando
15.04 USD
%
Chicago
15.04 USD
Meal is 0% cheaper in Chicago than Orlando
MILK
1 liter
Orlando
3.69 USD
20%
Chicago
2.96 USD
Milk is 20% cheaper in Chicago than Orlando
BUS
One-way ticket
Orlando
2 USD
-25%
Chicago
2.51 USD
Bus is 25% more expensive in Chicago than Orlando
MOVIE THEATER
1 ticket
Orlando
12.04 USD
%
Chicago
12.04 USD
movie theater is 0% cheaper in Chicago than Orlando
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