$193+ Cheap flights from Cleveland (CLE) to Winnipeg (YWG)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — YWG
Nov 18 — Nov 251
Round-trip
1 adult, Economy
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Find cheap flights from Cleveland to Winnipeg with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Cleveland to Winnipeg
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Last-minute
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Cheapest flights from Cleveland to WinnipegExplore the most affordable flight options available from Cleveland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2026.
Explore the most affordable flight options available from Cleveland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2026.
This Mytrip deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:00 pm -
3 stops24h 25m
Sun 11/229:35 pm -
2 stops12h 02m
Deal found 10/17![Multiple Airlines logo]()
$533
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/169:10 am -
2 stops14h 47m
Fri 12/187:00 am -
1 stop26h 41m
Deal found 10/16![Multiple Airlines logo]()
$623
This Kiwi.com deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/177:04 pm -
1 stop20h 36m
Fri 1/11:10 pm -
2 stops15h 20m
Deal found 10/17![Multiple Airlines logo]()
$650
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:35 pm -
1 stop8h 58m
Sun 11/225:45 pm -
1 stop4h 20m
Deal found 10/17![Delta logo]()
$911
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:00 am -
1 stop7h 23m
Mon 12/73:15 pm -
1 stop6h 06m
Deal found 10/16![United Airlines logo]()
$943
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/167:35 pm -
2 stops27h 22m
Fri 12/183:15 pm -
2 stops17h 29m
Deal found 10/16![United Airlines logo]()
$958
Best flights from Cleveland to WinnipegDiscover carefully curated flight deals from Cleveland to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
Discover carefully curated flight deals from Cleveland to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:35 pm -
1 stop8h 58m
Sun 11/225:45 pm -
1 stop4h 20m
Deal found 10/17![Delta logo]()
$911
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:00 am -
1 stop7h 23m
Mon 12/73:15 pm -
1 stop6h 06m
Deal found 10/16![United Airlines logo]()
$943
This Mytrip deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/167:50 pm -
2 stops15h 25m
Fri 12/187:00 am -
3 stops26h 12m
Deal found 10/16![Multiple Airlines logo]()
$1,109
This WestJet deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:00 am -
2 stops19h 44m
Mon 12/79:35 pm -
2 stops11h 56m
Deal found 10/16![WestJet logo]()
$1,198
This American Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/175:16 am -
2 stops18h 46m
Fri 1/17:00 am -
3 stops11h 57m
Deal found 10/17![American Airlines logo]()
$1,342
This United Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:00 am -
1 stop7h 23m
Wed 12/93:15 pm -
1 stop4h 34m
Deal found 10/17![United Airlines logo]()
$943
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/167:35 pm -
2 stops27h 22m
Fri 12/183:15 pm -
2 stops17h 29m
Deal found 10/16![United Airlines logo]()
$958
Last-minute flights from Cleveland to WinnipegDiscover last-minute flight deals from Cleveland to Winnipeg. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Winnipeg. Data last updated October 19, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:00 pm -
1 stop5h 47m
Thu 10/2210:50 am -
1 stop6h 33m
Deal found 10/15![Air Canada logo]()
$1,386
This Mytrip deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:00 pm -
3 stops24h 25m
Sun 11/229:35 pm -
2 stops12h 02m
Deal found 10/17![Multiple Airlines logo]()
$533
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:35 pm -
1 stop8h 58m
Sun 11/225:45 pm -
1 stop4h 20m
Deal found 10/17![Delta logo]()
$911
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:00 am -
1 stop7h 23m
Mon 12/73:15 pm -
1 stop6h 06m
Deal found 10/16![United Airlines logo]()
$943
This WestJet deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:00 am -
2 stops19h 44m
Mon 12/79:35 pm -
2 stops11h 56m
Deal found 10/16![WestJet logo]()
$1,198
One-way flights from Cleveland to WinnipegSearch for one-way flight options from Cleveland to Winnipeg. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
Search for one-way flight options from Cleveland to Winnipeg. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
This Trip.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:35 am -
2 stops19h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/305:33 pm -
3 stops48h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:18 pm -
2 stops36h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$396
This Delta deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2911:03 am -
1 stop6h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Delta logo]()
$606
Find flight deals from Cleveland to Winnipeg
Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $533 (Mytrip) |
One-way from | $193 (Trip.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Cleveland to Winnipeg 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 7,457,451 searches. Data last updated October 19, 2026.
Use the filters below to find and compare flights from Cleveland to Winnipeg that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Mon 11/30
5:33 pm-6:25 pm
3 stops48h 52m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$252
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Thu 10/29
7:28 am-5:25 pm
3 stops34h 57m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$488
Quickest round-trip
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Thu 10/29
11:03 am-4:50 pm
1 stop6h 47m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$606
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Tue 11/17
4:35 pm-1:33 am
1 stop8h 58m
Winnipeg
Sun 11/22
5:45 pm-10:05 pm
1 stop4h 20m
$911
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Mon 11/30
7:00 am-2:23 pm
1 stop7h 23m
Winnipeg
Mon 12/7
3:15 pm-9:21 pm
1 stop6h 06m
$943
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Wed 12/2
7:00 am-2:23 pm
1 stop7h 23m
Winnipeg
Wed 12/9
3:15 pm-7:49 pm
1 stop4h 34m
$943
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Wed 12/16
7:35 pm-10:57 pm
2 stops27h 22m
Winnipeg
Fri 12/18
3:15 pm-8:44 am
2 stops17h 29m
$958
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Wed 12/16
7:50 pm-11:15 am
2 stops15h 25m
Winnipeg
Fri 12/18
7:00 am-9:12 am
3 stops26h 12m
$1,109
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Mon 11/30
7:00 am-2:44 am
2 stops19h 44m
Winnipeg
Mon 12/7
9:35 pm-9:31 am
2 stops11h 56m
$1,198
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Thu 12/17
5:16 am-12:02 am
2 stops18h 46m
Winnipeg
Fri 1/1
7:00 am-6:57 pm
3 stops11h 57m
$1,342
Sorted by cheapest first
Compare providers for flights from Cleveland to Winnipeg
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cleveland to Winnipeg in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Cleveland-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cleveland-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cleveland-Winnipeg flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Cleveland-Winnipeg flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cleveland-Winnipeg flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Cleveland to Winnipeg
Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Cleveland with our price prediction graph.
CLE-YWG
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.
Reviews of airlines servicing Winnipeg
Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated October 19, 2026.
Get a feel of what it's like to fly with United Airlines from Cleveland to Winnipeg by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.3
Entertainment
7.1
Food
6.7
Comfort
7.3
Crew
8.1
Boarding
7.7
Reviews
1 / 20
6.0
GoodMiz,Oct 2024
EWR - YYZ
Overall
7.3
Entertainment
7.1
Food
6.7
Comfort
7.3
Crew
8.1
Boarding
7.7
Reviews
1 / 20
6.0
GoodMiz,Oct 2024
EWR - YYZ
Related info for your journey
Find useful and relevant information for your journey from Cleveland to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Winnipeg?
Book flights to Winnipeg if you plan to visit one of these locationsPortage la Prairie
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Cleveland and Winnipeg flights
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Other flights from Cleveland
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Other flights to Winnipeg
Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 19, 2026.
Top airline flying from Cleveland to Winnipeg
Discover the top airline that operate flights from Cleveland to Winnipeg. 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 7,457,451 searches. Data last updated October 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$308 | Average$740 | FlexibilityNo cancel fee | On-time69% |