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Cheap flights from Winnipeg to Kentucky from C$ 220

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Kentucky departing on 31/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Winnipeg to Kentucky

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
2:15 p.m. - 7:46 p.m.
YWG
-
BNA
5h 31m1 stop
United Airlines Logo
10:25 a.m. - 8:52 p.m.
BNA
-
YWG
10h 27m1 stop
C$ 271United Airlines
Sat, 4 Apr - Wed, 8 Apr
United Airlines Logo
2:15 p.m. - 9:22 a.m.
YWG
-
BNA
19h 07m2 stops
United Airlines Logo
7:25 a.m. - 10:24 p.m.
BNA
-
YWG
14h 59m1 stop
C$ 278United Airlines
Wed, 27 May - Sat, 30 May
United Airlines Logo
2:15 p.m. - 9:16 a.m.
YWG
-
BNA
19h 01m2 stops
United Airlines Logo
8:02 a.m. - 8:52 p.m.
BNA
-
YWG
12h 50m2 stops
C$ 285United Airlines
Sat, 4 Apr - Wed, 8 Apr
United Airlines Logo
7:00 a.m. - 2:11 p.m.
YWG
-
BNA
7h 11m1 stop
United Airlines Logo
8:30 a.m. - 10:24 p.m.
BNA
-
YWG
13h 54m2 stops
C$ 289United Airlines
Wed, 27 May - Sat, 30 May
WestJet Logo
10:45 a.m. - 5:15 p.m.
YWG
-
BNA
6h 30m1 stop
WestJet Logo
4:45 p.m. - 11:33 a.m.
BNA
-
YWG
18h 48m2 stops
C$ 336WestJet
Wed, 27 May - Sat, 30 May
Air Canada Logo
6:00 a.m. - 3:05 p.m.
YWG
-
BNA
9h 05m2 stops
Air Canada Logo
6:00 a.m. - 11:57 a.m.
BNA
-
YWG
5h 57m1 stop
C$ 354Air Canada
Tue, 13 Jan - Thu, 15 Jan
Air Canada Logo
5:30 a.m. - 3:54 p.m.
YWG
-
BNA
10h 24m2 stops
Air Canada Logo
6:00 a.m. - 11:57 a.m.
BNA
-
YWG
5h 57m1 stop
C$ 364Air Canada
Thu, 29 Jan - Sat, 31 Jan
WestJet Logo
6:45 a.m. - 10:51 p.m.
YWG
-
SDF
15h 06m2 stops
WestJet Logo
6:40 a.m. - 12:03 p.m.
SDF
-
YWG
6h 23m1 stop
C$ 526WestJet
Thu, 12 Mar - Mon, 16 Mar
WestJet Logo
5:45 p.m. - 11:55 a.m.
YWG
-
SDF
17h 10m1 stop
WestJet Logo
6:40 a.m. - 12:03 p.m.
SDF
-
YWG
6h 23m1 stop
C$ 529WestJet
Thu, 12 Mar - Mon, 16 Mar
WestJet Logo
6:45 a.m. - 11:55 a.m.
YWG
-
SDF
28h 10m2 stops
WestJet Logo
5:53 p.m. - 6:05 p.m.
SDF
-
YWG
25h 12m2 stops
C$ 530WestJet
Thu, 12 Mar - Mon, 16 Mar

WestJet flights from Winnipeg to Kentucky

Our best WestJet deals on Winnipeg to Kentucky flight tickets
WestJet
27 May
YWG10:45 a.m.Winnipeg
6h 30m
1 stop
BNA5:15 p.m.Nashville Intl
30 May
BNA4:45 p.m.Nashville Intl
18h 48m
2 stops
YWG11:33 a.m.Winnipeg
C$ 336
Find similar
WestJet
12 Mar
YWG6:45 a.m.Winnipeg
28h 10m
2 stops
SDF11:55 a.m.Louisville Intl
16 Mar
SDF5:53 p.m.Louisville Intl
25h 12m
2 stops
YWG6:05 p.m.Winnipeg
C$ 529
Find similar
WestJet
12 Mar
YWG6:45 a.m.Winnipeg
28h 10m
2 stops
SDF11:55 a.m.Louisville Intl
16 Mar
SDF5:53 p.m.Louisville Intl
25h 12m
2 stops
YWG6:05 p.m.Winnipeg
C$ 530
Find similar

United Airlines flights from Winnipeg to Kentucky

Our best United Airlines deals on Winnipeg to Kentucky flight tickets
United Airlines
4 Apr
YWG2:15 p.m.Winnipeg
5h 31m
1 stop
BNA7:46 p.m.Nashville Intl
8 Apr
BNA10:25 a.m.Nashville Intl
10h 27m
1 stop
YWG8:52 p.m.Winnipeg
C$ 271
Find similar
United Airlines
27 May
YWG2:15 p.m.Winnipeg
19h 07m
2 stops
BNA9:22 a.m.Nashville Intl
30 May
BNA7:25 a.m.Nashville Intl
14h 59m
1 stop
YWG10:24 p.m.Winnipeg
C$ 278
Find similar
United Airlines
4 Apr
YWG2:15 p.m.Winnipeg
19h 01m
2 stops
BNA9:16 a.m.Nashville Intl
8 Apr
BNA8:02 a.m.Nashville Intl
12h 50m
2 stops
YWG8:52 p.m.Winnipeg
C$ 285
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Kentucky 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, momondo users made 96,600 searches. Data last updated 18 December 2025.
Use the filters below to find and compare flights from Winnipeg to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sat 4/4

2:15 p.m.-7:46 p.m.

1 stop5h 31m

Nashville Intl

Wed 8/4

10:25 a.m.-8:52 p.m.

1 stop10h 27m

C$ 271

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 27/5

2:15 p.m.-9:22 a.m.

2 stops19h 07m

Nashville Intl

Sat 30/5

7:25 a.m.-10:24 p.m.

1 stop14h 59m

C$ 278

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Sat 4/4

2:15 p.m.-9:16 a.m.

2 stops19h 01m

Nashville Intl

Wed 8/4

8:02 a.m.-8:52 p.m.

2 stops12h 50m

C$ 285

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 27/5

7:00 a.m.-2:11 p.m.

1 stop7h 11m

Nashville Intl

Sat 30/5

8:30 a.m.-10:24 p.m.

2 stops13h 54m

C$ 289

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Wed 27/5

10:45 a.m.-5:15 p.m.

1 stop6h 30m

Nashville Intl

Sat 30/5

4:45 p.m.-11:33 a.m.

2 stops18h 48m

C$ 336

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Tue 13/1

6:00 a.m.-3:05 p.m.

2 stops9h 05m

Nashville Intl

Thu 15/1

6:00 a.m.-11:57 a.m.

1 stop5h 57m

C$ 354

WinnipegNashville

YWG - BNA

YWGBNA

Winnipeg

Thu 29/1

5:30 a.m.-3:54 p.m.

2 stops10h 24m

Nashville Intl

Sat 31/1

6:00 a.m.-11:57 a.m.

1 stop5h 57m

C$ 364

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Thu 12/3

6:45 a.m.-10:51 p.m.

2 stops15h 06m

Louisville Intl

Mon 16/3

6:40 a.m.-12:03 p.m.

1 stop6h 23m

C$ 526

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Thu 12/3

5:45 p.m.-11:55 a.m.

1 stop17h 10m

Louisville Intl

Mon 16/3

6:40 a.m.-12:03 p.m.

1 stop6h 23m

C$ 529

WinnipegLouisville

YWG - SDF

YWGSDF

Winnipeg

Thu 12/3

6:45 a.m.-11:55 a.m.

2 stops28h 10m

Louisville Intl

Mon 16/3

5:53 p.m.-6:05 p.m.

2 stops25h 12m

C$ 530

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Kentucky from

How to get the cheapest flight ticket from Winnipeg to Kentucky

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Kentucky?

The cheapest day to depart from Winnipeg to Kentucky is on a Sunday when prices can be found for as low as C$ 790. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Kentucky on Friday is C$ 1,041.

What is the cheapest time of day to depart on your flight to Kentucky?

The cheapest time of day to fly to Kentucky is in the morning when flights can be purchased for as low as C$ 804. Flights to Kentucky are more costly in the afternoon, with an average ticket price of C$ 1,022. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

Cheap Winnipeg to Kentucky flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Kentucky

Fastest flight time

4h 39m

Direct flights

None
The fastest flight from Winnipeg to Kentucky takes 4h 39m
There are no direct flights from Winnipeg to Kentucky. There are no popular flight routes from Winnipeg to Kentucky.
Search flight deals

  • When did momondo last update prices for flights from Winnipeg Airport to Kentucky?

    Prices for flights from Winnipeg Airport to Kentucky are refreshed on a daily basis.

  • How many operators does momondo search for flights from Winnipeg Airport to Kentucky?

  • How old do you have to be to fly from Winnipeg Airport to Kentucky?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Kentucky.

  • What documentation or ID do you need to fly to Kentucky?

    The travel and health documents you'll need for your trip to Kentucky may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Kentucky. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Winnipeg to Kentucky

Compare and see reviews for airlines that fly from Winnipeg to Kentucky with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 679Free CancellationRating
7.2
3,204 reviews
Search WestJet flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Kentucky?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Winnipeg to Kentucky for you.

Can I find flights from Winnipeg to Kentucky with flexible booking policies on momondo?

momondo does allow users to show only those flights to Kentucky from Winnipeg which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Winnipeg to Kentucky?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Kentucky from Winnipeg.

I’m not ready to book a flight from Winnipeg to Kentucky right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Winnipeg to Kentucky now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Kentucky and let you know when they change.

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