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Cheap flights from Orlando to Chicago from $49

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 10/30. 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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Spirit Airlines Logo
7:15 pm - 9:19 pmMCO-ORD
3h 04mnonstop
Spirit Airlines Logo
12:09 pm - 4:01 pmORD-MCO
2h 52mnonstop
$82Spirit Airlines
Find Deal
Fri, Dec 5 - Wed, Dec 10
Spirit Airlines Logo
12:12 pm - 2:16 pmMCO-ORD
3h 04mnonstop
Spirit Airlines Logo
12:09 pm - 4:01 pmORD-MCO
2h 52mnonstop
$84Spirit Airlines
Find Deal
Fri, Dec 12 - Sun, Dec 14
Spirit Airlines Logo
6:15 pm - 8:17 pmMCO-ORD
3h 02mnonstop
Spirit Airlines Logo
6:48 am - 10:30 amORD-MCO
2h 42mnonstop
$85Spirit Airlines
Find Deal
Sat, Nov 1 - Tue, Nov 4
Multiple Airlines Logo
12:12 pm - 2:16 pmMCO-ORD
3h 04mnonstop
Multiple Airlines Logo
7:49 pm - 11:56 pmORD-MCO
3h 07mnonstop
$86Multiple Airlines
Find Deal
Fri, Dec 12 - Sun, Dec 14
Multiple Airlines Logo
4:15 pm - 6:44 pmMCO-ORD
3h 29mnonstop
Multiple Airlines Logo
12:09 pm - 4:01 pmORD-MCO
2h 52mnonstop
$88Multiple Airlines
Find Deal
Thu, Dec 11 - Tue, Dec 16
Frontier Logo
9:00 am - 11:28 pmMCO-ORD
15h 28m1 stop
Frontier Logo
11:53 am - 10:00 pmORD-MCO
9h 07m1 stop
$89Frontier
Find Deal
Fri, Nov 14 - Mon, Nov 17
Frontier Logo
4:23 pm - 6:33 pmMCO-ORD
3h 10mnonstop
Frontier Logo
8:15 am - 12:03 pmORD-MCO
2h 48mnonstop
$90Frontier
Find Deal
Sat, Oct 25 - Mon, Oct 27
Frontier Logo
8:59 pm - 12:15 amMCO-ORD
28h 16m1 stop
Frontier Logo
5:25 am - 9:07 amORD-MCO
2h 42mnonstop
$91Frontier
Find Deal
Wed, Nov 12 - Sun, Nov 16
Frontier Logo
12:58 pm - 3:08 pmMCO-ORD
3h 10mnonstop
Frontier Logo
12:23 pm - 9:48 pmORD-MCO
8h 25m1 stop
$92Frontier
Find Deal
Wed, Oct 22 - Mon, Oct 27
Frontier Logo
12:58 pm - 3:08 pmMCO-ORD
3h 10mnonstop
Frontier Logo
12:23 pm - 12:17 amORD-MCO
10h 54m1 stop
$93Frontier
Find Deal
Wed, Oct 22 - Mon, Oct 27

Frontier flights from Orlando to Chicago O'Hare Intl Airport

Our best Frontier deals on Orlando to Chicago O'Hare Intl Airport flight tickets
Frontier
Oct 22
MCO12:58 pmOrlando
3h 10m
ORD3:08 pmChicago O'Hare Intl
Oct 25
ORD8:30 amChicago O'Hare Intl
2h 48m
MCO12:18 pmOrlando
$85
Find similar
Frontier
Nov 14
MCO9:00 amOrlando
15h 28m
1 stop
ORD11:28 pmChicago O'Hare Intl
Nov 17
ORD11:53 amChicago O'Hare Intl
9h 07m
1 stop
MCO10:00 pmOrlando
$89
Find similar
Frontier
Oct 25
MCO4:23 pmOrlando
3h 10m
ORD6:33 pmChicago O'Hare Intl
Oct 27
ORD8:15 amChicago O'Hare Intl
2h 48m
MCO12:03 pmOrlando
$90
Find similar

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
Spirit Airlines
Dec 5
MCO7:15 pmOrlando
3h 04m
ORD9:19 pmChicago O'Hare Intl
Dec 10
ORD12:09 pmChicago O'Hare Intl
2h 52m
MCO4:01 pmOrlando
$82
Find similar
Spirit Airlines
Dec 12
MCO12:12 pmOrlando
3h 04m
ORD2:16 pmChicago O'Hare Intl
Dec 14
ORD12:09 pmChicago O'Hare Intl
2h 52m
MCO4:01 pmOrlando
$84
Find similar
Spirit Airlines
Nov 1
MCO6:15 pmOrlando
3h 02m
ORD8:17 pmChicago O'Hare Intl
Nov 4
ORD6:48 amChicago O'Hare Intl
2h 42m
MCO10:30 amOrlando
$85
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Orlando 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 October 14, 2025.
Use the filters below to find and compare flights from Orlando to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 12/5

7:15 pm-9:19 pm

Nonstop3h 04m

Chicago O'Hare Intl

Wed 12/10

12:09 pm-4:01 pm

Nonstop2h 52m

$82

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 12/12

12:12 pm-2:16 pm

Nonstop3h 04m

Chicago O'Hare Intl

Sun 12/14

12:09 pm-4:01 pm

Nonstop2h 52m

$84

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 11/1

6:15 pm-8:17 pm

Nonstop3h 02m

Chicago O'Hare Intl

Tue 11/4

6:48 am-10:30 am

Nonstop2h 42m

$85

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 12/12

12:12 pm-2:16 pm

Nonstop3h 04m

Chicago O'Hare Intl

Sun 12/14

7:49 pm-11:56 pm

Nonstop3h 07m

$86

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 12/11

4:15 pm-6:44 pm

Nonstop3h 29m

Chicago O'Hare Intl

Tue 12/16

12:09 pm-4:01 pm

Nonstop2h 52m

$88

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 11/14

9:00 am-11:28 pm

1 stop15h 28m

Chicago O'Hare Intl

Mon 11/17

11:53 am-10:00 pm

1 stop9h 07m

$89

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 10/25

4:23 pm-6:33 pm

Nonstop3h 10m

Chicago O'Hare Intl

Mon 10/27

8:15 am-12:03 pm

Nonstop2h 48m

$90

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 11/12

8:59 pm-12:15 am

1 stop28h 16m

Chicago O'Hare Intl

Sun 11/16

5:25 am-9:07 am

Nonstop2h 42m

$91

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 10/22

12:58 pm-3:08 pm

Nonstop3h 10m

Chicago O'Hare Intl

Mon 10/27

12:23 pm-9:48 pm

1 stop8h 25m

$92

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 10/22

12:58 pm-3:08 pm

Nonstop3h 10m

Chicago O'Hare Intl

Mon 10/27

12:23 pm-12:17 am

1 stop10h 54m

$93

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 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 April is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Orlando averaging around $160.

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 $256. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $608.

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 $234 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $669. 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 $185 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 to Chicago O'Hare Intl Airport flight prices changed over time?

As of October 2025, prices for Orlando to Chicago O'Hare Intl Airport flights are approximately 32% more expensive when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from Orlando 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 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

Best Price Found

$91

Fastest flight time

2h 57m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Orlando in the past 72 hours is $91. The best round-trip flight deal from Orlando to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $168.
The fastest flight from Orlando to Chicago O'Hare Intl Airport takes 2h 57m
Direct flights go from Orlando to Chicago O'Hare Intl Airport every day.
Search flight deals

  • 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. 3h 00m 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?

  • 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?

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

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
FrontierPriceFrom $70Free CancellationRating
5.8
3,135 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $74Free CancellationRating
6.3
8,096 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $159Free CancellationRating
7.4
8,976 reviews
Search United Airlines flights
American AirlinesPriceFrom $159Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights
SouthwestPriceFrom $159Free CancellationRating
8.0
4,238 reviews
Search Southwest flights
DeltaPriceFrom $347Free CancellationRating
7.9
7,975 reviews
Search Delta flights

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

    Across 14 Southwest flights from Orlando to Chicago O'Hare Intl Airport this week, the average price was $269, with the best Southwest deals starting from $159 round-trip. 4,238 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 8,976 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Orlando to Chicago O'Hare Intl Airport about 45 times each week, with ticket deals ranging from $159 to $319. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

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

Why use momondo?

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.

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