Cheap flights from Orlando Airport to Chicago from $110
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Orlando Airport to Chicago departing on 10/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Not ready to book? to track prices.Frontier flights from Orlando Airport to Chicago O'Hare Intl Airport
Our best Frontier deals on Orlando Airport to Chicago O'Hare Intl Airport flight tickets
JetBlue flights from Orlando Airport to Chicago O'Hare Intl Airport
Our best JetBlue deals on Orlando Airport to Chicago O'Hare Intl Airport flight tickets
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Use the filters below to find and compare flights from Orlando Airport to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Tue 10/27
7:04 am-12:51 pm
1 stop6h 47m
Chicago O'Hare Intl
Sat 10/31
7:15 am-5:24 pm
1 stop9h 09m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Tue 10/27
7:04 am-12:51 pm
1 stop6h 47m
Chicago O'Hare Intl
Tue 10/27
7:50 pm-8:10 am
1 stop11h 20m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Tue 10/27
7:04 am-12:51 pm
1 stop6h 47m
Chicago O'Hare Intl
Wed 10/28
7:15 am-5:24 pm
1 stop9h 09m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Mon 11/23
9:00 am-1:32 pm
1 stop5h 32m
Chicago O'Hare Intl
Fri 11/27
2:59 pm-10:19 pm
1 stop6h 20m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Fri 12/11
6:50 pm-11:33 pm
1 stop5h 43m
Chicago O'Hare Intl
Wed 12/16
2:59 pm-10:08 pm
1 stop6h 09m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Mon 11/9
6:54 pm-11:36 pm
1 stop5h 42m
Chicago O'Hare Intl
Wed 11/11
1:00 pm-11:59 pm
1 stop9h 59m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Thu 11/5
5:26 pm-7:50 pm
Nonstop3h 24m
Chicago O'Hare Intl
Mon 11/9
4:05 pm-7:56 pm
Nonstop2h 51m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Thu 12/10
5:26 pm-7:50 pm
Nonstop3h 24m
Chicago O'Hare Intl
Wed 12/16
12:41 pm-4:33 pm
Nonstop2h 52m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Tue 11/3
9:22 am-11:29 am
Nonstop3h 07m
Chicago O'Hare Intl
Tue 11/3
5:45 pm-9:37 pm
Nonstop2h 52m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Wed 12/2
9:09 am-11:17 am
Nonstop3h 08m
Chicago O'Hare Intl
Wed 12/2
4:15 pm-8:05 pm
Nonstop2h 50m
See travel insights to Chicago from
How to get the cheapest flight ticket from Orlando Airport to Chicago O'Hare Intl Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Orlando Airport and Chicago O'Hare Intl Airport?
Prices are currently low for flights on this route.
Typical prices usually range from $212 to $358.The lowest price recently found on this route was $192.
What is the cheapest month to fly to Chicago O'Hare Intl Airport?
The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Orlando Airport averaging around $199.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $354. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Orlando Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $585.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from Orlando Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $261 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $728. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Orlando to Chicago O'Hare Intl flight route?
Fly from Orlando to Chicago O'Hare Intl for the best Orlando - Chicago O'Hare Intl flight prices
How far in advance should I book a flight from Orlando Airport to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Orlando Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $260 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Orlando Airport for as low as $227 on momondo.
What cabin class options are available on Orlando Airport to Chicago O'Hare Intl Airport flights?
There are 4 cabin classes available to choose from on Orlando Airport to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Orlando to Chicago O'Hare Intl?
JetBlue, United Airlines, and Frontier are the most popular carriers operating from Orlando to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
Frontier, American Airlines and United Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Orlando Airport according to our data. Frontier is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 4 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How often are flights from Orlando to Chicago delayed?
Historically, on average around 13% of flights between Orlando and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 158 minutes.
What is the most punctual flight time for Orlando to Chicago flights?
Generally, flights departing in the morning tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.
What day of the week experiences the fewest flight delays on this route?
Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.
Which airline has the best punctuality record on Orlando to Chicago flights?
According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 9% of their flights experiencing any sort of delay.
How many flights depart from Orlando Airport to Chicago O'Hare Intl Airport on average per day?
As of October 2026, 57 flights take off from Orlando Airport and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 2:00PM, with 46% of daily flights taking off in the afternoon.
How many flights depart from Orlando Airport to Chicago O'Hare Intl Airport on average per week?
405 flights are operational weekly from Orlando Airport to Chicago O'Hare Intl Airport as of October 2026. The most popular departure day for this route is Thu, with 16% of flights per week taking off on this day.
When to book flights from Orlando Airport to Chicago O'Hare Intl Airport
Cheap Orlando Airport to Chicago O'Hare Intl Airport (MCO to ORD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Orlando Airport to Chicago O'Hare Intl Airport
Frequently asked questions about flying from Orlando Airport to Chicago O'Hare Intl Airport
How far is Orlando to Chicago O'Hare Intl by plane?
The straight-line distance from Orlando to Chicago O'Hare Intl is 1005.9 mi. A reasonable flight in good conditions will take 2h 59m.
When did momondo last update prices for flights from Orlando Airport to Chicago O'Hare Intl Airport?
Prices for flights from Orlando Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Orlando Airport to Chicago O'Hare Intl Airport?
There are 4 operators available for flights from Orlando Airport to Chicago O'Hare Intl Airport as of October 2026.
How old do you have to be to fly from Orlando Airport to Chicago O'Hare Intl Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Orlando Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Orlando Airport to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Orlando Airport to Chicago O'Hare Intl Airport is Airbus A321neo (21.80% of total bookings). The next most popular plane models are Boeing 737-800 (12.78%), Airbus A321-100/200 (12.06%), and Boeing 737-900 (8.87%).
What is the most popular airline from Orlando Airport to Chicago O'Hare Intl Airport?
momondo data reveals that the most frequently booked airline on the route from Orlando Airport to Chicago O'Hare Intl Airport is Frontier, representing 38% of all bookings. The subsequent popular airlines are American Airlines at 31%, United Airlines at 27%, and Southwest at 4%.
Best airlines flying from Orlando Airport to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Orlando Airport to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $77 | Free Cancellation | Rating 5.6 2,551 reviews | |||
| PriceFrom $155 | Free Cancellation | Rating 7.9 4,225 reviews | |||
| PriceFrom $161 | Free Cancellation | Rating 7.4 10,329 reviews | |||
| PriceFrom $174 | Free Cancellation | Rating 7.0 12,148 reviews |
United Airlines Flights From Orlando Airport to Chicago O'Hare Intl Airport
United Airlines flight deals from Orlando Airport to Chicago O'Hare Intl Airport start from $161 round-trip. Over the 53 United Airlines flights for this route in a normal week, average airfare is usually $352 round-trip - but some users have found much cheaper deals with momondo.
American Airlines Flights From Orlando Airport to Chicago O'Hare Intl Airport
Another popular option for Orlando Airport to Chicago O'Hare Intl Airport flights is American Airlines (7.0/10, 12,146 ratings). American Airlines flies from Orlando Airport to Chicago O'Hare Intl Airport around 31 times per week, with deals starting from $174 round-trip and rising to an average price of around $339.
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Can I find flights from Orlando to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Orlando with this policy.
How can momondo help me find flights from Orlando to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Orlando to Chicago.
I’m not ready to book a flight from Orlando to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Orlando and alert you when they change.