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$129+ Cheap flights from Kissimmee, FL to Greater Rockford (RFD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/29. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — RFD
Aug 2 — Aug 91
Sun 8/2
Sun 8/9
1 adult, Economy
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Cheap flight deals from Kissimmee to Rockford

Cheapest flights from Kissimmee to Rockford
Explore the most affordable flight options available from Kissimmee to Rockford. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:05 am
MCO
-
RFD
1 stop7h 04m
Multiple Airlines
Sun 8/303:59 pm
RFD
-
MCO
1 stop21h 26m
Multiple Airlines
Deal found 6/29$255
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/249:00 am
MCO
-
RFD
1 stop7h 03m
Multiple Airlines
Mon 9/284:50 pm
RFD
-
MCO
2 stops17h 57m
Multiple Airlines
Deal found 6/30$327
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:24 pm
MCO
-
RFD
2 stops38h 13m
Multiple Airlines
Sun 8/29:19 am
RFD
-
MCO
1 stop9h 55m
Multiple Airlines
Deal found 7/2$341
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:58 pm
MCO
-
RFD
2 stops37h 39m
Multiple Airlines
Sun 7/269:19 am
RFD
-
MCO
1 stop10h 00m
Multiple Airlines
Deal found 6/30$407
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/152:49 pm
MCO
-
RFD
1 stop18h 40m
Multiple Airlines
Fri 7/319:13 pm
RFD
-
MCO
2 stops18h 18m
Multiple Airlines
Deal found 6/28$589
This Kiwi.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/152:49 pm
MCO
-
RFD
1 stop18h 40m
Multiple Airlines
Sat 7/1812:58 pm
RFD
-
MCO
2 stops24h 25m
Multiple Airlines
Deal found 7/1$617
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/13:08 pm
MCO
-
RFD
1 stop18h 21m
Multiple Airlines
Sat 7/41:03 pm
RFD
-
MCO
2 stops34h 18m
Multiple Airlines
Deal found 6/30$772
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:46 am
MCO
-
RFD
1 stop28h 27m
Multiple Airlines
Mon 7/69:13 pm
RFD
-
MCO
2 stops25h 52m
Multiple Airlines
Deal found 6/30$844

Find flight deals from Kissimmee to Rockford

Keep the following information in mind while searching for Kissimmee to Rockford flight deals. Data was last updated July 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$243
(Kiwi.com)

One-way from

$129
(Kiwi.com)

Popular in

June

Cheapest in

September

Average price

$216
Provider with most accurate pricing for Orlando (ORL)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Chicago (CHI) flights.
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From Kissimmee to Chicago Greater Rockford
Search Deals
One-way flight from Kissimmee to Chicago Greater Rockford
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee to Rockford 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, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2026.
Use the filters below to find and compare flights from Kissimmee to Chicago Greater Rockford Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoChicago

MCO - RFD

MCORFD

Orlando

Thu 8/27

9:05 am-3:09 pm

1 stop7h 04m

Chicago Greater Rockford

Sun 8/30

3:59 pm-2:25 pm

1 stop21h 26m

$255
Quickest round-trip

OrlandoChicago

MCO - RFD

MCORFD

Orlando

Thu 9/24

9:00 am-3:03 pm

1 stop7h 03m

Chicago Greater Rockford

Mon 9/28

4:50 pm-11:47 am

2 stops17h 57m

$327

OrlandoChicago

MCO - RFD

MCORFD

Orlando

Tue 7/28

9:24 pm-10:37 am

2 stops38h 13m

Chicago Greater Rockford

Sun 8/2

9:19 am-8:14 pm

1 stop9h 55m

$341

OrlandoChicago

MCO - RFD

MCORFD

Orlando

Fri 7/17

9:58 pm-10:37 am

2 stops37h 39m

Chicago Greater Rockford

Sun 7/26

9:19 am-8:19 pm

1 stop10h 00m

$407

OrlandoChicago

MCO - RFD

MCORFD

Orlando

Wed 7/15

2:49 pm-8:29 am

1 stop18h 40m

Chicago Greater Rockford

Fri 7/31

9:13 pm-4:31 pm

2 stops18h 18m

$589

OrlandoChicago

MCO - RFD

MCORFD

Orlando

Wed 7/15

2:49 pm-8:29 am

1 stop18h 40m

Chicago Greater Rockford

Sat 7/18

12:58 pm-2:23 pm

2 stops24h 25m

$617
Cheapest one-way
Quickest one-way

OrlandoChicago

MCO - RFD

MCORFD

Orlando

Sat 7/25

2:49 pm-8:29 am

1 stop18h 40m

$135

OrlandoChicago

MCO - RFD

MCORFD

Orlando

Wed 7/15

2:49 pm-8:29 am

1 stop18h 40m

$147

OrlandoChicago

MCO - RFD

MCORFD

Orlando

Fri 8/21

9:20 pm-9:54 am

2 stops37h 34m

$170

OrlandoChicago

MCO - RFD

MCORFD

Orlando

Sat 7/11

10:59 am-10:37 am

2 stops24h 38m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 15 resultsSorted by cheapest first
1
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Best time to book a flight from Kissimmee to Rockford

Have a flexible travel schedule? Discover the best time to fly to Rockford from Kissimmee with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Kissimmee to Chicago Greater Rockford Airport

What is the cheapest time of day to fly from K1S to RFD?

Find hourly flight availability from Kissimmee to Rockford. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kissimmee to Chicago Greater Rockford Airport as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Kissimmee to Rockford. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Kissimmee to Rockford that include hotel bookings?

    Yes. In addition to deals on Kissimmee to Rockford flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kissimmee to Rockford?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kissimmee to Rockford.

  • Can I find deals for business class flights from Kissimmee to Rockford?

    Yes. Cheapflights offers flight deals from Kissimmee to Rockford by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Traveling to a place near Chicago Greater Rockford Airport?

Book flights to Chicago Greater Rockford Airport if you plan to visit one of these locations
Benton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Kissimmee to Rockford

Discover the top 2 airlines that operate flights from Kissimmee to Rockford. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$179FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$156Average$308FlexibilityNo cancel feeOn-time71%

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