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Cheap flights from Orlando Airport to Chicago from $39

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 10/26. 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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0 bags

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Find the cheapest flights from Orlando Airport to Chicago

Cheap round-trip flights

Frontier Logo
2:50 pm - 5:04 pmMCO-ORD
3h 14mnonstop
Frontier Logo
6:10 am - 9:53 amORD-MCO
2h 43mnonstop
$64Frontier
Find Deal
Sun, Oct 12 - Fri, Oct 17
Frontier Logo
4:18 pm - 6:41 pmMCO-ORD
3h 23mnonstop
Frontier Logo
8:49 pm - 12:35 amORD-MCO
2h 46mnonstop
$74Frontier
Find Deal
Fri, Aug 29 - Fri, Sep 5
Frontier Logo
5:24 pm - 7:44 pmMCO-ORD
3h 20mnonstop
Frontier Logo
8:49 pm - 12:35 amORD-MCO
2h 46mnonstop
$75Frontier
Find Deal
Fri, Oct 3 - Sun, Oct 5
Spirit Airlines Logo
2:07 pm - 4:10 pmMCO-ORD
3h 03mnonstop
Spirit Airlines Logo
6:56 am - 10:34 amORD-MCO
2h 38mnonstop
$77Spirit Airlines
Find Deal
Thu, Aug 28 - Wed, Sep 3
Spirit Airlines Logo
2:07 pm - 4:10 pmMCO-ORD
3h 03mnonstop
Spirit Airlines Logo
5:17 pm - 9:06 pmORD-MCO
2h 49mnonstop
$78Spirit Airlines
Find Deal
Wed, Sep 3 - Mon, Sep 8
Spirit Airlines Logo
2:07 pm - 4:12 pmMCO-ORD
3h 05mnonstop
Spirit Airlines Logo
6:30 am - 10:13 amORD-MCO
2h 43mnonstop
$79Spirit Airlines
Find Deal
Sat, Sep 6 - Sun, Sep 7
Frontier Logo
4:18 pm - 6:41 pmMCO-ORD
3h 23mnonstop
Frontier Logo
8:49 pm - 12:35 amORD-MCO
2h 46mnonstop
$84Frontier
Find Deal
Sat, Aug 30 - Fri, Sep 5
Frontier Logo
5:24 pm - 7:44 pmMCO-ORD
3h 20mnonstop
Frontier Logo
8:49 pm - 12:35 amORD-MCO
2h 46mnonstop
$85Frontier
Find Deal
Thu, Sep 4 - Mon, Sep 8
Frontier Logo
5:24 pm - 7:44 pmMCO-ORD
3h 20mnonstop
Frontier Logo
8:49 pm - 12:35 amORD-MCO
2h 46mnonstop
$87Frontier
Find Deal
Mon, Sep 15 - Thu, Sep 18
Logo
2:07 pm - 4:10 pmMCO-ORD
3h 03mnonstop
Logo
7:46 pm - 11:52 pmORD-MCO
3h 06mnonstop
$111
Find Deal
Wed, Aug 20 - Thu, Aug 28

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
Frontier
Oct 12
MCO2:50 pmOrlando
3h 14m
ORD5:04 pmChicago O'Hare Intl
Oct 17
ORD6:10 amChicago O'Hare Intl
2h 43m
MCO9:53 amOrlando
$64
Find similar
Frontier
Aug 29
MCO4:18 pmOrlando
3h 23m
ORD6:41 pmChicago O'Hare Intl
Sep 5
ORD8:49 pmChicago O'Hare Intl
2h 46m
MCO12:35 amOrlando
$74
Find similar
Frontier
Oct 3
MCO5:24 pmOrlando
3h 20m
ORD7:44 pmChicago O'Hare Intl
Oct 5
ORD8:49 pmChicago O'Hare Intl
2h 46m
MCO12:35 amOrlando
$75
Find similar

Spirit Airlines flights from Orlando Airport to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on Orlando Airport to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Aug 28
MCO2:07 pmOrlando
3h 03m
ORD4:10 pmChicago O'Hare Intl
Sep 3
ORD6:56 amChicago O'Hare Intl
2h 38m
MCO10:34 amOrlando
$77
Find similar
Spirit Airlines
Sep 3
MCO2:07 pmOrlando
3h 03m
ORD4:10 pmChicago O'Hare Intl
Sep 8
ORD5:17 pmChicago O'Hare Intl
2h 49m
MCO9:06 pmOrlando
$78
Find similar
Spirit Airlines
Sep 6
MCO2:07 pmOrlando
3h 05m
ORD4:12 pmChicago O'Hare Intl
Sep 7
ORD6:30 amChicago O'Hare Intl
2h 43m
MCO10:13 amOrlando
$79
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Orlando Airport to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 31, 2025.
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

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sun 10/12

2:50 pm-5:04 pm

Nonstop3h 14m

Chicago O'Hare Intl

Fri 10/17

6:10 am-9:53 am

Nonstop2h 43m

$64

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 8/29

4:18 pm-6:41 pm

Nonstop3h 23m

Chicago O'Hare Intl

Fri 9/5

8:49 pm-12:35 am

Nonstop2h 46m

$74

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 10/3

5:24 pm-7:44 pm

Nonstop3h 20m

Chicago O'Hare Intl

Sun 10/5

8:49 pm-12:35 am

Nonstop2h 46m

$75

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 8/28

2:07 pm-4:10 pm

Nonstop3h 03m

Chicago O'Hare Intl

Wed 9/3

6:56 am-10:34 am

Nonstop2h 38m

$77

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 9/3

2:07 pm-4:10 pm

Nonstop3h 03m

Chicago O'Hare Intl

Mon 9/8

5:17 pm-9:06 pm

Nonstop2h 49m

$78

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 9/6

2:07 pm-4:12 pm

Nonstop3h 05m

Chicago O'Hare Intl

Sun 9/7

6:30 am-10:13 am

Nonstop2h 43m

$79

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 8/30

4:18 pm-6:41 pm

Nonstop3h 23m

Chicago O'Hare Intl

Fri 9/5

8:49 pm-12:35 am

Nonstop2h 46m

$84

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 9/4

5:24 pm-7:44 pm

Nonstop3h 20m

Chicago O'Hare Intl

Mon 9/8

8:49 pm-12:35 am

Nonstop2h 46m

$85

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Mon 9/15

5:24 pm-7:44 pm

Nonstop3h 20m

Chicago O'Hare Intl

Thu 9/18

8:49 pm-12:35 am

Nonstop2h 46m

$87

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 8/20

2:07 pm-4:10 pm

Nonstop3h 03m

Chicago O'Hare Intl

Thu 8/28

7:46 pm-11:52 pm

Nonstop3h 06m

$111

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 cheapest month to fly to Chicago O'Hare Intl Airport?

The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Orlando Airport averaging around $192.

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 $260. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday 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 $540.

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 $202 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $734. 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 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 $218 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 $180 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.

How have Orlando Airport to Chicago O'Hare Intl Airport flight prices changed over time?

As of July 2025, prices for Orlando Airport to Chicago O'Hare Intl Airport flights are approximately 25% more expensive when compared to flights at the same time last year.

When to book flights from Orlando Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Orlando Airport to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Best Price Found

$39

Fastest flight time

2h 59m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Orlando Airport in the past 72 hours is $39. The best round-trip flight deal from Orlando Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $64.
The fastest flight from Orlando Airport to Chicago O'Hare Intl Airport takes 2h 59m
Direct flights go from Orlando Airport to Chicago O'Hare Intl Airport every day.
Search flight deals

  • 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?

  • 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?

  • What is the most popular airline from Orlando Airport to Chicago O'Hare Intl Airport?

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
Spirit AirlinesPriceFrom $72Free CancellationRating
6.3
8,049 reviews
Search Spirit Airlines flights
FrontierPriceFrom $73Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
United AirlinesPriceFrom $157Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $165Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
DeltaPriceFrom $276Free CancellationRating
8.0
7,981 reviews
Search Delta flights

  • Southwest Flights From Orlando Airport to Chicago O'Hare Intl Airport

    Southwest flight deals from Orlando Airport to Chicago O'Hare Intl Airport start from $165 round-trip. Over the 8 Southwest flights for this route in a normal week, average airfare is usually $305 round-trip - but some users have found much cheaper deals with momondo.

  • United 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 United Airlines (7.4/10, 8,900 ratings). United Airlines flies from Orlando Airport to Chicago O'Hare Intl Airport around 23 times per week, with deals starting from $157 round-trip and rising to an average price of around $339.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Rockford
Schaumburg
South Haven
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Tinley Park
Elgin
Orland Park
Aurora
Janesville
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Orlando to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Orlando to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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.

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