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Cheap flights from Regina to Kissimmee from C$ 225

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 29/10. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — MCO
15 Oct — 22 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Regina to Kissimmee

Keep the following information in mind while searching for Regina to Kissimmee flight deals. Data was last updated 15 September 2025.

Round-trip from

C$ 377

One-way from

C$ 225

Popular in

February

Cheapest in

November

Average price

C$ 475
20/10-27/10
  • 20/10-27/10
  • 4 total stops
  • 33h 40m total
  • Regina to Kissimmee
Search Deals
WestJet
  • WestJet
  • 29/10
  • 2 total stops
  • 28h 33m total
  • Regina to Kissimmee
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Regina to Kissimmee

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 15 September 2025.

Mon 20/108:35 p.m.YQR - MCO
2 stops15h 43mMultiple Airlines
Mon 27/1010:58 p.m.MCO - YQR
2 stops17h 57mMultiple Airlines
Deal found 14/9C$ 377
Tue 21/106:00 a.m.YQR - MCO
1 stop10h 55mWestJet
Tue 28/102:00 p.m.MCO - YQR
2 stops12h 56mWestJet
Deal found 14/9C$ 392
Mon 20/106:00 a.m.YQR - MCO
1 stop26h 09mWestJet
Tue 28/102:00 p.m.MCO - YQR
2 stops11h 30mWestJet
Deal found 14/9C$ 403
Tue 21/106:00 a.m.YQR - MCO
1 stop10h 55mMultiple Airlines
Mon 27/105:15 a.m.MCO - YQR
2 stops21h 41mMultiple Airlines
Deal found 14/9C$ 425
Fri 12/122:10 p.m.YQR - MCO
1 stop8h 17mWestJet
Fri 26/1211:10 a.m.MCO - YQR
1 stop15h 07mWestJet
Deal found 15/9C$ 428
Thu 11/127:05 a.m.YQR - MCO
2 stops12h 17mWestJet
Sat 27/125:15 p.m.MCO - YQR
1 stop18h 17mWestJet
Deal found 15/9C$ 432
Thu 11/127:05 a.m.YQR - MCO
2 stops12h 17mWestJet
Fri 26/1211:10 a.m.MCO - YQR
1 stop15h 07mWestJet
Deal found 15/9C$ 437
Fri 12/127:05 a.m.YQR - MCO
2 stops12h 17mWestJet
Sat 27/125:15 p.m.MCO - YQR
1 stop18h 17mWestJet
Deal found 15/9C$ 448

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 15 September 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

Tue 21/10

6:00 a.m.-6:55 p.m.

1 stop10h 55m

Orlando

Tue 28/10

2:00 p.m.-12:56 a.m.

2 stops12h 56m

C$ 392

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Mon 20/10

6:00 a.m.-10:09 a.m.

1 stop26h 09m

Orlando

Tue 28/10

5:30 p.m.-12:56 a.m.

1 stop9h 26m

C$ 413

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Mon 2/3

10:45 a.m.-11:18 p.m.

1 stop11h 33m

Orlando

Fri 6/3

6:30 a.m.-10:36 p.m.

1 stop17h 06m

C$ 421

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Mon 20/10

6:00 a.m.-10:09 a.m.

1 stop26h 09m

Orlando

Mon 27/10

5:15 a.m.-12:56 a.m.

2 stops21h 41m

C$ 423

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Tue 21/10

6:00 a.m.-6:55 p.m.

1 stop10h 55m

Orlando

Mon 27/10

5:15 a.m.-12:56 a.m.

2 stops21h 41m

C$ 425

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Fri 23/1

7:00 a.m.-8:22 p.m.

1 stop12h 22m

Orlando

Fri 20/2

6:59 a.m.-6:21 p.m.

1 stop12h 22m

C$ 425

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Fri 12/12

2:10 p.m.-11:27 p.m.

1 stop8h 17m

Orlando

Fri 26/12

11:10 a.m.-1:17 a.m.

1 stop15h 07m

C$ 428

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Sat 24/1

11:45 a.m.-8:13 p.m.

1 stop7h 28m

Orlando

Fri 20/2

6:59 a.m.-6:21 p.m.

1 stop12h 22m

C$ 443

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Thu 8/1

7:00 a.m.-8:22 p.m.

1 stop12h 22m

Orlando

Fri 6/2

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

1 stop29h 00m

C$ 446

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Thu 8/1

10:45 a.m.-11:15 a.m.

2 stops23h 30m

Orlando

Fri 6/2

4:07 p.m.-10:51 p.m.

1 stop7h 44m

C$ 448

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/9

Showing 1-10 of 16 results
1
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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 12 September 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, June is the cheapest month in which you can book a flight from Regina to Kissimmee (average of C$ 196). Flying from Regina to Kissimmee in February is currently the most expensive (average of C$ 311). 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 15 September 2025.

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

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 15 September 2025.
Read through reviews of airlines operating flights from Regina to Kissimmee, such as Delta,WestJet, andAir Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
WestJet
7.2
Good
3,091 reviews
Delta
8.0
Very good
7,954 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.
Air Canada
7.1
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews
Check prices

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Richard,Sep 2023

YYZ - ATL

Four hour delay (missing two screws). Seats in need of repair.

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 55m. 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, June is the cheapest month in which you can book a flight from Regina to Kissimmee (average of C$ 196). Flying from Regina to Kissimmee in February is currently the most expensive (average of C$ 311). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 15 September 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 248AverageC$ 484FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 279AverageC$ 662FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 351AverageC$ 548FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 363AverageC$ 608FlexibilityNo 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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