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Cheap flights from Regina to Kissimmee from C$ 219

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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — MCO
19 Feb — 26 Feb1
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 20 January 2026.

Fri 6/32:10 p.m.
YQR
-
MCO
1 stop8h 17m
WestJet
Fri 13/39:15 p.m.
MCO
-
YQR
1 stop29h 00m
WestJet
Deal found 19/1C$ 414
Sat 4/45:10 a.m.
YQR
-
MCO
2 stops27h 09m
WestJet
Mon 13/49:30 p.m.
MCO
-
YQR
2 stops22h 06m
WestJet
Deal found 19/1C$ 472
Mon 2/27:00 a.m.
YQR
-
MCO
1 stop12h 16m
WestJet
Thu 12/29:15 p.m.
MCO
-
YQR
1 stop29h 00m
WestJet
Deal found 19/1C$ 487
Mon 2/27:00 a.m.
YQR
-
MCO
2 stops28h 58m
Multiple Airlines
Thu 12/211:20 a.m.
MCO
-
YQR
1 stop14h 55m
Multiple Airlines
Deal found 19/1C$ 490
Thu 16/43:25 p.m.
YQR
-
MCO
1 stop30h 02m
WestJet
Sat 18/45:15 p.m.
MCO
-
YQR
1 stop18h 15m
WestJet
Deal found 20/1C$ 503
Fri 3/45:10 p.m.
YQR
-
MCO
2 stops39h 09m
WestJet
Mon 13/49:30 p.m.
MCO
-
YQR
2 stops38h 10m
WestJet
Deal found 19/1C$ 536
Fri 24/410:40 a.m.
YQR
-
MCO
1 stop10h 18m
Delta
Fri 1/56:40 a.m.
MCO
-
YQR
1 stop11h 50m
Delta
Deal found 19/1C$ 539
Thu 16/45:00 a.m.
YQR
-
MCO
2 stops16h 52m
United Airlines
Sat 18/49:03 a.m.
MCO
-
YQR
2 stops14h 27m
United Airlines
Deal found 20/1C$ 547
Sat 4/410:40 a.m.
YQR
-
MCO
1 stop25h 27m
Multiple Airlines
Mon 13/411:20 a.m.
MCO
-
YQR
2 stops15h 35m
Multiple Airlines
Deal found 19/1C$ 551

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 20 January 2026.

Round-trip from

C$ 414

One-way from

C$ 219

Popular in

January

Cheapest in

September

Average price

C$ 759
WestJet
  • WestJet
  • 6/3-13/3
  • 2 total stops
  • 37h 17m total
  • Regina to Kissimmee
Search Deals
WestJet
  • WestJet
  • 6/3
  • 1 total stop
  • 10h 12m total
  • Regina to Kissimmee
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 20 January 2026.
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 6/3

4:25 p.m.-4:29 p.m.

2 stops23h 04m

Orlando

Fri 13/3

9:15 p.m.-12:15 a.m.

1 stop29h 00m

C$ 448

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Mon 2/2

7:00 a.m.-8:16 p.m.

1 stop12h 16m

Orlando

Thu 12/2

9:15 p.m.-1:15 a.m.

1 stop29h 00m

C$ 487

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Mon 2/2

7:00 a.m.-12:58 p.m.

2 stops28h 58m

Orlando

Thu 12/2

11:20 a.m.-1:15 a.m.

1 stop14h 55m

C$ 490

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Fri 24/4

10:40 a.m.-10:58 p.m.

1 stop10h 18m

Orlando

Fri 1/5

6:40 a.m.-4:30 p.m.

1 stop11h 50m

C$ 539

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Sat 4/4

10:40 a.m.-2:07 p.m.

1 stop25h 27m

Orlando

Mon 13/4

11:20 a.m.-12:55 a.m.

2 stops15h 35m

C$ 551

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Thu 23/4

5:00 a.m.-12:45 a.m.

2 stops17h 45m

Orlando

Tue 28/4

9:42 a.m.-9:30 p.m.

1 stop13h 48m

C$ 557

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Fri 24/4

5:10 p.m.-11:27 p.m.

2 stops28h 17m

Orlando

Fri 1/5

7:45 p.m.-2:42 p.m.

2 stops20h 57m

C$ 575

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Fri 6/3

12:15 p.m.-11:27 p.m.

1 stop10h 12m

C$ 219

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Fri 6/3

10:45 a.m.-8:47 a.m.

2 stops21h 02m

C$ 236

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Fri 6/3

4:25 p.m.-11:23 p.m.

3 stops29h 58m

C$ 294

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/1

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

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$ 224). Flying from Regina to Kissimmee in July is currently the most expensive (average of C$ 415). 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.

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 20 January 2026.
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
3,247 reviews
Check prices

Comfort

7.0

Boarding

7.4

Food

6.2

Entertainment

6.1

Crew

7.9

Overall

7.2

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
3,247 reviews
WestJet
7.2
Good
3,247 reviews
Check prices

Comfort

7.0

Boarding

7.4

Food

6.2

Entertainment

6.1

Crew

7.9

Overall

7.2

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
10,637 reviews
WestJet
7.2
Good
3,247 reviews
Check prices

Comfort

7.0

Boarding

7.4

Food

6.2

Entertainment

6.1

Crew

7.9

Overall

7.2

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 10h 18m. 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$ 224). Flying from Regina to Kissimmee in July is currently the most expensive (average of C$ 415). 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 20 January 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 233AverageC$ 636FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 260AverageC$ 485FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Air CanadaCheapestC$ 321AverageC$ 648FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 324AverageC$ 531FlexibilityNo cancel feeOn-time69%
Search United Airlines 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?

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