Round-trip from | $95 (Cheapflightsfares) |
---|---|
One-way from | $52 (FlightHub) |
Popular in | June |
Cheapest in | September |
Average price | $167 |
Good round-trip deal | $142 or less |
Good one-way deal | $105 or less |
Fly from
Fly to
Route
Depart
Return
Price
OrlandoChicago
MCO - ORD
MCOORD
Orlando
Sat 9/13
1:02 pm-3:17 pm
Nonstop3h 15m
Chicago O'Hare Intl
Sun 9/14
8:49 pm-12:35 am
Nonstop2h 46m
OrlandoChicago
MCO - ORD
MCOORD
Orlando
Wed 10/8
12:58 pm-3:08 pm
Nonstop3h 10m
Chicago O'Hare Intl
Sat 10/18
7:43 pm-11:37 pm
Nonstop2h 54m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Mon 9/8
5:35 am-7:23 am
Nonstop2h 48m
Chicago Midway
Fri 9/12
9:48 am-1:28 pm
Nonstop2h 40m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Sun 9/7
7:25 am-9:18 am
Nonstop2h 53m
Chicago Midway
Mon 9/8
8:19 am-12:00 pm
Nonstop2h 41m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Sat 11/8
8:30 am-10:26 am
Nonstop2h 56m
Chicago Midway
Sun 11/9
10:12 am-1:50 pm
Nonstop2h 38m
OrlandoChicago
MCO - ORD
MCOORD
Orlando
Sat 9/6
2:07 pm-4:12 pm
Nonstop3h 05m
Chicago O'Hare Intl
Sat 9/6
5:17 pm-9:06 pm
Nonstop2h 49m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Sat 10/25
8:25 am-10:21 am
Nonstop2h 56m
Chicago Midway
Mon 10/27
5:28 pm-9:10 pm
Nonstop2h 42m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Thu 10/23
7:50 am-9:47 am
Nonstop2h 57m
Chicago Midway
Sat 10/25
11:31 am-3:11 pm
Nonstop2h 40m
OrlandoChicago
MCO - ORD
MCOORD
Orlando
Thu 9/25
5:24 pm-7:44 pm
Nonstop3h 20m
Chicago O'Hare Intl
Sat 9/27
8:00 am-11:57 am
Nonstop2h 57m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Fri 11/14
6:35 am-8:32 am
Nonstop2h 57m
Chicago Midway
Mon 11/17
9:32 am-1:14 pm
Nonstop2h 42m
To ensure you get the cheapest price possible for a flight from Orlando to Chicago, you should look to book at least 86 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, August is the cheapest month in which you can book a flight from Orlando to Chicago (average of $245). Flying from Orlando to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
One of the essential ways to save on airfare from Orlando to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 61% on airfare.
Travelers seeking maximum savings on their Orlando to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from ORL to CHI are scheduled on a Thursday (72 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (33 on average).
Comfort
Crew
Overall
Boarding
Entertainment
Food
Reviews
Anonymous,Feb 2025
MCO - STL
Comfort
Crew
Overall
Boarding
Entertainment
Food
Reviews
Anonymous,Feb 2025
MCO - STL
Comfort
Crew
Overall
Boarding
Entertainment
Food
Reviews
Anonymous,Feb 2025
MCO - STL
Comfort
Crew
Overall
Boarding
Entertainment
Food
Reviews
Anonymous,Feb 2025
MCO - STL
Comfort
Crew
Overall
Boarding
Entertainment
Food
Reviews
Anonymous,Feb 2025
MCO - STL
Comfort
Crew
Overall
Boarding
Entertainment
Food
Reviews
Anonymous,Feb 2025
MCO - STL
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$72 | Average$158 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$73 | Average$170 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$90 | Average$160 | FlexibilityNo cancel fee | On-time88% | |
Cheapest$114 | Average$332 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$157 | Average$344 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$158 | Average$280 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$159 | Average$317 | FlexibilityNo cancel fee | On-time63% |