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
177 USD for flights from Orlando to Chicago leaving on 3/31/2017 and returning on 4/21/2017
Low 92 USD
177 USD
High 307 USD
Choose my own dates
Best time to book
Cheapest time to buy a ticket for Orlando — Chicago is approximately 56 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 November and December.
Orlando to Chicago flights are currently cheapest between March and April.
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 41 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 48 minutes.
Direct flights available: 354 PER WEEK
Popular non-direct routes for this connection are Orlando Intl - Hartsfield Jackson - Midway, Orlando Intl - Hartsfield Jackson - O'Hare Intl and Orlando Intl - Detroit Metro - Midway.
You can fly from Herndon to Chicago indirect via Hartsfield Jackson, Detroit Metro or Fll Intl.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from Orlando
Return trip
Feb 23 - Feb 25
79 USD
Spirit
ORL ORL
3h 1min
Direct
CHI CHI
CHI CHI
2h 39min
Direct
ORL ORL
Return trip
Feb 22 - Feb 26
85 USD
CFEDreamsUS
ORL ORL
3h 1min
Direct
CHI CHI
CHI CHI
2h 37min
Direct
ORL ORL
Return trip
Feb 24 - Feb 26
105 USD
CFEDreamsUS
ORL ORL
3h 5min
Direct
CHI CHI
CHI CHI
2h 51min
Direct
ORL ORL

Go right away

Last minute flights from Orlando to Chicago
Return trip
Feb 24 - Feb 27
83 USD
CFEDreamsUS
ORL ORL
3h 5min
Direct
CHI CHI
CHI CHI
2h 51min
Direct
ORL ORL
Return trip
Feb 22 - Feb 26
85 USD
CFEDreamsUS
ORL ORL
3h 1min
Direct
CHI CHI
CHI CHI
2h 37min
Direct
ORL ORL
Return trip
Feb 24 - Feb 26
105 USD
CFEDreamsUS
ORL ORL
3h 5min
Direct
CHI CHI
CHI CHI
2h 51min
Direct
ORL ORL

Go for less - experience more

Cheap flights from Orlando to Chicago
Return trip
Mar 7 - Mar 7
76 USD
EDreamsUS
ORL ORL
3h 1min
Direct
CHI CHI
CHI CHI
2h 39min
Direct
ORL ORL
Return trip
Mar 8 - Mar 8
97 USD
CheapTickets
ORL ORL
3h 1min
Direct
CHI CHI
CHI CHI
2h 39min
Direct
ORL ORL
Return trip
Mar 8 - Mar 12
134 USD
EDreamsUS
ORL ORL
3h 1min
Direct
CHI CHI
CHI CHI
6h 25min
1 stop
ORL ORL

Coming or going?

Cheap flights from Chicago to Orlando
Return trip
Feb 20 - Feb 23
71 USD
Spirit
CHI CHI
2h 39min
Direct
ORL ORL
ORL ORL
3h 1min
Direct
CHI CHI
Return trip
Feb 20 - Feb 28
71 USD
Spirit
CHI CHI
2h 39min
Direct
ORL ORL
ORL ORL
3h 1min
Direct
CHI CHI
Return trip
Feb 20 - Mar 23
99 USD
FlyFarUS
CHI CHI
2h 39min
Direct
ORL ORL
ORL ORL
3h 1min
Direct
CHI CHI

Weather forecast for Chicago

Going soon? Be prepared for the weather in Chicago.

Sunday, Sunday, February 19, 2017

13°C
6°C

Monday, Monday, February 20, 2017

17°C
10°C

Tuesday, Tuesday, February 21, 2017

16°C
7°C

Wednesday, Wednesday, February 22, 2017

19°C
8°C

Thursday, Thursday, February 23, 2017

8°C
6°C

Friday, Friday, February 24, 2017

12°C
0°C

Saturday, Saturday, February 25, 2017

2°C
-2°C

Sunday, Sunday, February 26, 2017

6°C
0°C

Monday, Monday, February 27, 2017

7°C
-1°C

Tuesday, Tuesday, February 28, 2017

10°C
3°C

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
4.13 USD
3%
Chicago
3.99 USD
Cappuccino is 3.3% cheaper in Chicago than Orlando
MEAL
Inexpensive
Orlando
15.01 USD
%
Chicago
15.01 USD
Meal is 0% cheaper in Chicago than Orlando
MILK
1 liter
Orlando
3.67 USD
19%
Chicago
2.96 USD
Milk is 19% cheaper in Chicago than Orlando
BUS
One-way ticket
Orlando
2 USD
-26%
Chicago
2.51 USD
Bus is 26% more expensive in Chicago than Orlando
MOVIE THEATER
1 ticket
Orlando
11.26 USD
-7%
Chicago
12 USD
movie theater is 6.6% more expensive in Chicago than Orlando
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