Cheap flights from Orlando to Chicago from $38
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 to Chicago departing on 9/11. 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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Frontier flights from Orlando to Chicago O'Hare Intl Airport
Our best Frontier deals on Orlando to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines flights from Orlando to Chicago O'Hare Intl Airport
Our best Spirit Airlines deals on Orlando to Chicago O'Hare Intl Airport flight tickets
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How to get the cheapest flight ticket from Orlando 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 cheapest month to fly to Chicago O'Hare Intl Airport?
The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Orlando averaging around $177.
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 $266. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $524.
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 in the evening is the least expensive time of day to depart. momondo users have found prices as low as $189 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $761. 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 to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Orlando when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $222 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 for as low as $182 on momondo.
What cabin class options are available on Orlando to Chicago O'Hare Intl flights?
There are 4 cabin classes available to choose from on Orlando to Chicago O'Hare Intl 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?
Frontier, Spirit Airlines, and United Airlines are the most popular carriers operating from Orlando to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
American Airlines, Frontier and Spirit Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Orlando according to our data. American Airlines is the first choice among our users, with 30% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 6 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 many flights depart from Orlando to Chicago O'Hare Intl Airport on average per day?
As of July 2025, 52 flights take off from Orlando and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 2:00PM, with 51% of daily flights taking off in the afternoon.
How many flights depart from Orlando to Chicago O'Hare Intl Airport on average per week?
As of July 2025, 366 flights take off from Orlando and land in Chicago O'Hare Intl Airport each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.
When to book flights from Orlando to Chicago O'Hare Intl Airport
Cheap Orlando to Chicago O'Hare Intl Airport (ORL to ORD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Orlando to Chicago O'Hare Intl Airport
How far is Orlando to Chicago O'Hare Intl by plane?
A flight from Orlando to Chicago O'Hare Intl will travel around 997.5 mi. 2h 59m is a normal flight duration for this route.
When did momondo last update prices for flights from Orlando to Chicago O'Hare Intl Airport?
Prices for flights from Orlando to Chicago O'Hare Intl Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Orlando to Chicago O'Hare Intl Airport?
There are 6 operators available for flights from Orlando to Chicago O'Hare Intl Airport as of July 2025.
How old do you have to be to fly from Orlando 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 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 to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Orlando and Chicago O'Hare Intl Airport, the leading plane model is Airbus A321neo, making up 20.29% of the total bookings. Other popular models include Airbus A321-100/200 with 12.94%, Boeing 737-800 with 10.55%, and Airbus A320neo with 10.38%.
What is the most popular airline from Orlando to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Orlando and Chicago O'Hare Intl Airport, the leading airline is American Airlines, making up 29% of the total bookings. Other popular airlines include Frontier with 29%, Spirit Airlines with 24%, and United Airlines with 13%.
Best airlines flying from Orlando to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Orlando to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $71 | Free Cancellation | Rating 5.9 3,273 reviews | |||
| PriceFrom $72 | Free Cancellation | Rating 6.3 8,066 reviews | |||
| PriceFrom $157 | Free Cancellation | Rating 7.4 8,844 reviews | |||
| PriceFrom $159 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $168 | Free Cancellation | Rating 8.0 4,257 reviews | |||
| PriceFrom $276 | Free Cancellation | Rating 8.0 7,958 reviews |
Southwest Flights From Orlando to Chicago O'Hare Intl Airport
Across 11 Southwest flights from Orlando to Chicago O'Hare Intl Airport this week, the average price was $307, with the best Southwest deals starting from $168 round-trip. 4,258 users have rated Southwest on momondo, with an average score of 8.0/10.
United Airlines Flights From Orlando to Chicago O'Hare Intl Airport
Across 8,844 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Orlando to Chicago O'Hare Intl Airport about 41 times each week, with ticket deals ranging from $157 to $332. Price data is based on momondo searches in the last 72 hours.
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Why should I use momondo to find a flight deal from Orlando to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Orlando to Chicago for you.
Can I find flights from Orlando to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from Orlando on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Orlando to Chicago?
momondo helps you find the best flight between Orlando and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Orlando to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Orlando to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.