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Cheap flights from Regina to Kissimmee from C$ 275

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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
YQR — MCO
26 Jun — 3 Jul1
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 27 May 2026.

Tue 24/116:10 a.m.
YQR
-
MCO
1 stop9h 28m
WestJet
Thu 26/115:30 p.m.
MCO
-
YQR
1 stop9h 25m
WestJet
Deal found 25/5C$ 498
Tue 24/119:45 a.m.
YQR
-
MCO
2 stops13h 59m
United Airlines
Thu 26/1110:00 a.m.
MCO
-
YQR
2 stops13h 41m
United Airlines
Deal found 26/5C$ 507
Sat 31/108:45 p.m.
YQR
-
MCO
2 stops12h 39m
WestJet
Thu 12/115:30 p.m.
MCO
-
YQR
2 stops18h 00m
WestJet
Deal found 22/5C$ 748
Tue 11/810:45 a.m.
YQR
-
MCO
1 stop22h 50m
Multiple Airlines
Tue 18/812:35 p.m.
MCO
-
YQR
1 stop30h 45m
Multiple Airlines
Deal found 26/5C$ 812
Sat 18/78:20 p.m.
YQR
-
MCO
2 stops12h 20m
WestJet
Sun 26/78:35 p.m.
MCO
-
YQR
2 stops30h 35m
WestJet
Deal found 24/5C$ 827
Tue 7/710:45 a.m.
YQR
-
MCO
2 stops32h 17m
Multiple Airlines
Tue 14/76:00 a.m.
MCO
-
YQR
2 stops13h 20m
Multiple Airlines
Deal found 23/5C$ 831

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 27 May 2026.

Round-trip from

C$ 748

One-way from

C$ 275

Popular in

February

Cheapest in

November

Average price

C$ 735
WestJet
  • WestJet
  • 31/10-12/11
  • 4 total stops
  • 30h 39m total
  • Regina to Kissimmee
Search Deals
10/7
  • 10/7
  • 2 total stops
  • 15h 50m total
  • Regina to Kissimmee
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 72 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 57 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 27 May 2026.
Use the filters below to find and compare flights from Regina to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Sat 31/10

8:45 p.m.-11:24 a.m.

2 stops12h 39m

Orlando

Thu 12/11

5:30 p.m.-10:30 a.m.

2 stops18h 00m

C$ 748

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Sat 18/7

8:20 p.m.-10:40 a.m.

2 stops12h 20m

Orlando

Sun 26/7

8:35 p.m.-1:10 a.m.

2 stops30h 35m

C$ 827

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Tue 7/7

10:45 a.m.-9:02 p.m.

2 stops32h 17m

Orlando

Tue 14/7

6:00 a.m.-5:20 p.m.

2 stops13h 20m

C$ 831

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Tue 11/8

10:45 a.m.-11:35 a.m.

1 stop22h 50m

Orlando

Mon 17/8

2:49 p.m.-1:10 a.m.

2 stops12h 21m

C$ 841
Quickest round-trip

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Tue 11/8

2:15 p.m.-11:47 p.m.

1 stop7h 32m

Orlando

Mon 17/8

7:00 a.m.-1:20 p.m.

1 stop8h 20m

C$ 940

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Wed 26/8

8:20 p.m.-10:40 a.m.

2 stops12h 20m

Orlando

Mon 31/8

11:30 a.m.-8:30 p.m.

1 stop11h 00m

C$ 1,002

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Sat 18/7

12:45 p.m.-10:40 a.m.

3 stops19h 55m

Orlando

Sun 26/7

12:35 p.m.-12:45 p.m.

3 stops26h 10m

C$ 1,022
Cheapest one-way
Quickest one-way

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Fri 5/6

9:45 a.m.-11:41 p.m.

1 stop11h 56m

C$ 315

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Thu 25/6

5:45 a.m.-9:55 p.m.

2 stops14h 10m

C$ 348

ReginaOrlando

YQR - MCO

YQRMCO

Regina

Tue 7/7

6:00 a.m.-10:40 a.m.

1 stop26h 40m

C$ 389

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/5

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

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
No data available for this route at this time. Please check back soon.

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 27 May 2026.
Read through reviews of airlines operating flights from Regina to Kissimmee, such as United Airlines,WestJet, andAir Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,754 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,754 reviews
United Airlines
7.4
Good
9,754 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
WestJet
7.2
Good
3,347 reviews
United Airlines
7.4
Good
9,754 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
Air Canada
7.1
Good
11,092 reviews
United Airlines
7.4
Good
9,754 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 39m. There are 3133 km between Regina and Kissimmee.

  • 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.

See more FAQs

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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 27 May 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 182AverageC$ 582FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 232AverageC$ 726FlexibilityNo cancel feeOn-time60%
Search WestJet flights
DeltaCheapestC$ 258AverageC$ 482FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Air CanadaCheapestC$ 319AverageC$ 638FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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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?

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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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