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Cheap flights from Regina to Kissimmee from C$ 205

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 18/1. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — MCO
4 Jan — 11 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Regina to Kissimmee

Enter your travel dates to find the best prices.

Cheapest flights from Regina to Kissimmee
Explore the most affordable flight options available from Regina to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 December 2025.

Sun 7/126:20 p.m.YQR - MCO
2 stops15h 04mWestJet
Wed 10/129:15 p.m.MCO - YQR
1 stop29h 02mWestJet
Deal found 4/12C$ 509
Sun 14/127:00 a.m.YQR - MCO
1 stop26h 24mWestJet
Thu 8/19:15 p.m.MCO - YQR
1 stop29h 02mWestJet
Deal found 4/12C$ 604
Sun 14/127:00 a.m.YQR - MCO
1 stop26h 20mMultiple Airlines
Wed 7/17:20 a.m.MCO - YQR
2 stops29h 25mMultiple Airlines
Deal found 2/12C$ 642
Sun 14/1211:40 a.m.YQR - MCO
3 stops24h 44mMultiple Airlines
Thu 8/19:15 p.m.MCO - YQR
2 stops19h 38mMultiple Airlines
Deal found 4/12C$ 656

Find flight deals from Regina to Kissimmee

Keep the following information in mind while searching for Regina to Kissimmee flight deals. Data was last updated 5 December 2025.

Round-trip from

C$ 279

One-way from

C$ 205

Popular in

February

Cheapest in

September

Average price

C$ 458
WestJet
  • WestJet
  • 24/4-1/5
  • 3 total stops
  • 33h 22m total
  • Regina to Kissimmee
Search Deals
WestJet
  • WestJet
  • 18/1
  • 2 total stops
  • 21h 37m total
  • Regina to Kissimmee
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Regina to Kissimmee 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 629,999 searches. Data last updated 5 December 2025.
Use the filters below to find and compare flights from Regina to Kissimmee that are best for you.

Fly from

Regina

Fly to

Kissimmee

Route

Depart

Return

Price

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Fri 24/4

6:05 a.m.-8:16 p.m.

2 stops12h 11m

Orlando

Fri 1/5

7:45 p.m.-4:55 p.m.

2 stops23h 10m

C$ 285

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Fri 24/4

9:45 a.m.-11:12 a.m.

2 stops23h 27m

Orlando

Fri 1/5

8:20 a.m.-9:36 p.m.

1 stop15h 16m

C$ 355

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Sun 1/3

10:45 a.m.-11:30 p.m.

1 stop11h 45m

Orlando

Thu 5/3

6:00 a.m.-10:51 p.m.

1 stop17h 51m

C$ 356

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Fri 23/1

5:00 a.m.-7:45 p.m.

2 stops13h 45m

Orlando

Mon 26/1

4:05 p.m.-11:19 p.m.

1 stop8h 14m

C$ 385

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Mon 2/2

7:05 a.m.-8:16 p.m.

2 stops12h 11m

Orlando

Sun 15/2

7:22 a.m.-6:21 p.m.

1 stop11h 59m

C$ 399

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Sat 17/1

5:00 a.m.-5:07 p.m.

2 stops11h 07m

Orlando

Sat 24/1

1:35 p.m.-11:19 p.m.

2 stops10h 44m

C$ 408

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Sun 1/3

5:00 a.m.-11:50 p.m.

1 stop17h 50m

Orlando

Thu 5/3

10:00 p.m.-10:39 a.m.

1 stop13h 39m

C$ 447

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Sun 18/1

9:45 p.m.-8:22 p.m.

2 stops21h 37m

C$ 205

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Sun 5/4

9:45 a.m.-11:36 p.m.

1 stop11h 51m

C$ 212

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Mon 19/1

4:25 p.m.-1:46 p.m.

3 stops20h 21m

C$ 223

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/12

Showing 1-10 of 15 results
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Best time to book a flight from Regina to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Regina 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 Regina to Kissimmee

How far ahead should I book a flight from Regina to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Regina to Kissimmee. Price data was last updated on 28 November 2025.

The best time to book flights from Regina to Kissimmee is 24 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Regina to Kissimmee?

Currently, February is the cheapest month in which you can book a flight from Regina to Kissimmee (average of C$ 218). Flying from Regina to Kissimmee in July is currently the most expensive (average of C$ 417). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from Regina to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 5 December 2025.

One of the essential ways to save on airfare from Regina to Kissimmee is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 54% on airfare.

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated 5 December 2025.
Read through reviews of airlines operating flights from Regina to Kissimmee, such as WestJet and Air Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,192 reviews
Check prices

Food

6.2

Comfort

7.1

Overall

7.2

Boarding

7.4

Entertainment

6.1

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.
WestJet
7.2
Good
3,192 reviews
WestJet
7.2
Good
3,192 reviews
Check prices

Food

6.2

Comfort

7.1

Overall

7.2

Boarding

7.4

Entertainment

6.1

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.
Air Canada
7.1
Good
10,500 reviews
WestJet
7.2
Good
3,192 reviews
Check prices

Food

6.2

Comfort

7.1

Overall

7.2

Boarding

7.4

Entertainment

6.1

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.

Related info for your journey

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

  • What airport do you fly from for flights from Regina to Kissimmee?

    Regina (YQR), located 4.0 km from the city centre, is the airport you fly out of when you book flights from Regina to Kissimmee. 4 airlines have flights from Regina to Kissimmee on a regular basis. Booking flights from Regina to Kissimmee should not be difficult; the airport handles an average of 0 outbound flights to Kissimmee per day.

  • How long is the flight from Regina to Kissimmee?

    Departing from Regina to Kissimmee will take you 12h 11m. There are 3133 km between Regina and Kissimmee. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Regina to Kissimmee?

    Currently, February is the cheapest month in which you can book a flight from Regina to Kissimmee (average of C$ 218). Flying from Regina to Kissimmee in July is currently the most expensive (average of C$ 417). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Regina to Kissimmee

Discover the top 4 airlines that operate flights from Regina to Kissimmee. 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 629,999 searches. Data last updated 5 December 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 261AverageC$ 487FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 279AverageC$ 616FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 354AverageC$ 555FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 367AverageC$ 594FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Regina to Kissimmee?

Cheapflights makes it easy to find Regina to Kissimmee flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Regina to Kissimmee?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Regina to Kissimmee.

Can Cheapflights find flights from Regina to Kissimmee with no change fees?

Need flexible booking options for your flight to Kissimmee from Regina? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Regina to Kissimmee become cheaper?

Of course! You can now track prices for flights from Regina to Kissimmee and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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