
Most accurate provider | Justfly.com 3 stars |
|---|---|
Most trusted provider | Justfly.com 3 stars |
Round-trip from | $71 (Super.com) |
One-way from | $45 (CheapOair) |
Popular in | March |
Cheapest in | September |
Average price | $198 |
Good round-trip deal | $78 or less |
Good one-way deal | $52 or less |
Fly from
Fly to
Route
Depart
Return
Price
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Fri 2/20
12:20 pm-2:26 pm
Nonstop3h 06m
Chicago Midway
Sun 3/1
7:30 am-11:20 am
Nonstop2h 50m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Thu 1/15
12:39 pm-10:19 pm
1 stop10h 40m
Chicago Midway
Sun 1/18
6:01 pm-9:49 pm
Nonstop2h 48m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Thu 1/15
8:30 am-10:32 am
Nonstop3h 02m
Chicago Midway
Thu 1/22
5:01 pm-12:31 am
1 stop6h 30m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Fri 1/30
5:49 pm-7:52 pm
Nonstop3h 03m
Chicago Midway
Mon 2/2
5:01 pm-12:31 am
1 stop6h 30m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Thu 1/29
5:25 am-11:45 am
1 stop7h 20m
Chicago Midway
Mon 2/2
1:00 pm-4:49 pm
Nonstop2h 49m
OrlandoChicago
MCO - MDW
MCOMDW
Orlando
Thu 2/5
5:49 pm-7:52 pm
Nonstop3h 03m
Chicago Midway
Mon 2/9
5:01 pm-12:31 am
1 stop6h 30m
OrlandoChicago
MCO - ORD
MCOORD
Orlando
Fri 1/9
3:07 pm-9:03 pm
1 stop6h 56m
Chicago O'Hare Intl
Sun 1/11
8:43 pm-7:43 am
1 stop10h 00m
OrlandoChicago
MCO - ORD
MCOORD
Orlando
Wed 12/31
12:17 pm-2:21 pm
Nonstop3h 04m
Chicago O'Hare Intl
Wed 1/7
5:29 pm-9:25 pm
Nonstop2h 56m
OrlandoChicago
SFB - RFD
SFBRFD
Orlando Sanford Intl
Wed 12/24
7:10 am-8:58 am
Nonstop2h 48m
Chicago Greater Rockford
Sun 1/4
8:41 am-12:13 pm
Nonstop2h 32m
OrlandoChicago
SFB - RFD
SFBRFD
Orlando Sanford Intl
Wed 12/24
7:10 am-8:58 am
Nonstop2h 48m
Chicago Greater Rockford
Mon 1/5
10:43 am-2:20 pm
Nonstop2h 37m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
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, February is the cheapest month in which you can book a flight from Orlando to Chicago (average of $55). Flying from Orlando to Chicago in June is currently the most expensive (average of $113). 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 29% on airfare.
Travelers seeking maximum savings on their Orlando to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
About 15% of weekly flights between Orlando and Chicago have experienced delays in the past year, with the average delay time being 155 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 9% of flights being delayed.
Entertainment
Food
Boarding
Crew
Comfort
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Food
Boarding
Crew
Comfort
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Food
Boarding
Crew
Comfort
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Food
Boarding
Crew
Comfort
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Food
Boarding
Crew
Comfort
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Food
Boarding
Crew
Comfort
Overall
Reviews
Anonymous,Feb 2025
MCO - STL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$166 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$72 | Average$126 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$76 | Average$153 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$114 | Average$332 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$154 | Average$311 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$157 | Average$280 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$157 | Average$275 | FlexibilityNo cancel fee | On-time71% |