$160+ 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — YWG
Oct 8 — Oct 151
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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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 September 8, 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 September 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Fri 10/163:46 pm -
2 stops24h 39m
Mon 10/195:00 pm -
1 stop11h 55m
Deal found 9/5![Multiple Airlines logo]()
$520
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 11/29:59 pm -
1 stop20h 31m
Mon 11/98:35 pm -
2 stops23h 19m
Deal found 9/7![Multiple Airlines logo]()
$523
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 10/57:00 am -
2 stops16h 10m
Mon 10/125:00 pm -
1 stop11h 55m
Deal found 9/5![Multiple Airlines logo]()
$540
This FlightHub deal was found by Cheapflights users on 9/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:11 am -
2 stops11h 59m
Mon 10/129:05 pm -
2 stops12h 06m
Deal found 9/5![WestJet logo]()
$650
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Tue 9/296:00 am -
2 stops34h 19m
Tue 10/205:40 pm -
1 stop4h 50m
Deal found 9/7![Multiple Airlines logo]()
$673
This oojo deal was found by Cheapflights users on 9/5. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:41 pm -
2 stops9h 14m
Mon 10/197:10 pm -
2 stops14h 01m
Deal found 9/5![WestJet logo]()
$706
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Sun 9/137:00 am -
2 stops33h 25m
Sun 9/2012:41 pm -
1 stop4h 45m
Deal found 9/6![Multiple Airlines logo]()
$716
This oojo deal was found by Cheapflights users on 9/7. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/294:00 pm -
2 stops9h 55m
Tue 10/206:00 am -
2 stops14h 04m
Deal found 9/7![WestJet logo]()
$778
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 9/237:00 pm -
1 stop30h 35m
Sat 9/269:05 pm -
2 stops12h 10m
Deal found 9/4![Multiple Airlines logo]()
$807
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 September 8, 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 September 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Fri 10/163:46 pm -
2 stops24h 39m
Mon 10/195:00 pm -
1 stop11h 55m
Deal found 9/5![Multiple Airlines logo]()
$520
This oojo deal was found by Cheapflights users on 9/5. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:41 pm -
2 stops9h 14m
Mon 10/197:10 pm -
2 stops14h 01m
Deal found 9/5![WestJet logo]()
$706
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Fri 10/1610:41 am -
2 stops12h 52m
Mon 10/198:45 am -
1 stop13h 17m
Deal found 9/7![United Airlines logo]()
$823
This Air Canada deal was found by Cheapflights users on 9/6. 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.
Fri 10/162:45 pm -
1 stop7h 29m
Mon 10/1910:50 am -
1 stop6h 33m
Deal found 9/6![Air Canada logo]()
$904
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Tue 9/296:00 am -
2 stops34h 19m
Tue 10/205:40 pm -
1 stop4h 50m
Deal found 9/7![Multiple Airlines logo]()
$673
This Justfly.com deal was found by Cheapflights users on 9/7. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1912:00 pm -
2 stops13h 10m
Tue 1/267:55 pm -
2 stops26h 11m
Deal found 9/7![WestJet logo]()
$758
This Justfly.com deal was found by Cheapflights users on 9/7. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/211:03 am -
1 stop25h 45m
Mon 11/98:35 pm -
2 stops20h 58m
Deal found 9/7![WestJet logo]()
$836
This United deal was found by Cheapflights users on 9/5. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:20 am -
1 stop8h 17m
Mon 10/1210:50 am -
1 stop6h 33m
Deal found 9/5![Multiple Airlines logo]()
$870
This FlightHub deal was found by Cheapflights users on 9/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am -
1 stop6h 51m
Tue 10/205:40 pm -
1 stop4h 50m
Deal found 9/7![WestJet logo]()
$912
Last-minute flights from Cleveland to WinnipegDiscover last-minute flight deals from Cleveland to Winnipeg. Data last updated September 8, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Winnipeg. Data last updated September 8, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Sun 9/137:00 am -
2 stops33h 25m
Sun 9/2012:41 pm -
1 stop4h 45m
Deal found 9/6![Multiple Airlines logo]()
$716
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 9/237:00 pm -
1 stop30h 35m
Sat 9/269:05 pm -
2 stops12h 10m
Deal found 9/4![Multiple Airlines logo]()
$807
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Tue 9/296:00 am -
2 stops34h 19m
Tue 10/205:40 pm -
1 stop4h 50m
Deal found 9/7![Multiple Airlines logo]()
$673
This oojo deal was found by Cheapflights users on 9/7. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/294:00 pm -
2 stops9h 55m
Tue 10/206:00 am -
2 stops14h 04m
Deal found 9/7![WestJet logo]()
$778
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 10/57:00 am -
2 stops16h 10m
Mon 10/125:00 pm -
1 stop11h 55m
Deal found 9/5![Multiple Airlines logo]()
$540
This FlightHub deal was found by Cheapflights users on 9/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:11 am -
2 stops11h 59m
Mon 10/129:05 pm -
2 stops12h 06m
Deal found 9/5![WestJet logo]()
$650
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Fri 10/163:46 pm -
2 stops24h 39m
Mon 10/195:00 pm -
1 stop11h 55m
Deal found 9/5![Multiple Airlines logo]()
$520
This oojo deal was found by Cheapflights users on 9/5. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:41 pm -
2 stops9h 14m
Mon 10/197:10 pm -
2 stops14h 01m
Deal found 9/5![WestJet logo]()
$706
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Fri 10/165:20 am -
1 stop8h 17m
Mon 10/198:45 am -
1 stop8h 54m
Deal found 9/7![United Airlines logo]()
$813
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 September 8, 2026.
Search for one-way flight options from Cleveland to Winnipeg. Find affordable one-way fares based on user searches. Data last updated September 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 10/227:00 am -
2 stops33h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$160
This Air Canada deal was found by Cheapflights users on 9/3. 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.
Thu 10/222:45 pm -
1 stop7h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$417
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 September 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $520 (Kiwi.com) |
One-way from | $160 (Kiwi.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 September 8, 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
Thu 10/22
7:00 am-3:25 pm
2 stops33h 25m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$160
Quickest round-trip
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Thu 10/22
2:45 pm-9:14 pm
1 stop7h 29m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$417
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Fri 10/16
3:46 pm-3:25 pm
2 stops24h 39m
Winnipeg
Mon 10/19
5:00 pm-5:55 am
1 stop11h 55m
$520
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Tue 9/29
6:00 am-3:19 pm
2 stops34h 19m
Winnipeg
Tue 10/20
5:40 pm-11:30 pm
1 stop4h 50m
$673
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Fri 10/16
4:41 pm-12:55 am
2 stops9h 14m
Winnipeg
Mon 10/19
7:10 pm-10:11 am
2 stops14h 01m
$706
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Tue 1/19
12:00 pm-12:10 am
2 stops13h 10m
Winnipeg
Tue 1/26
7:55 pm-11:06 pm
2 stops26h 11m
$758
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Fri 10/16
10:41 am-10:33 pm
2 stops12h 52m
Winnipeg
Mon 10/19
8:45 am-11:02 pm
1 stop13h 17m
$823
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Mon 11/2
11:03 am-11:48 am
1 stop25h 45m
Winnipeg
Mon 11/9
8:35 pm-6:33 pm
2 stops20h 58m
$836
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Mon 10/5
5:20 am-12:37 pm
1 stop8h 17m
Winnipeg
Mon 10/12
10:50 am-6:23 pm
1 stop6h 33m
$870
ClevelandWinnipeg
CLE Cleveland Hopkins Intl - YWG Winnipeg
CLEYWG
Cleveland Hopkins Intl
Fri 10/16
2:45 pm-9:14 pm
1 stop7h 29m
Winnipeg
Mon 10/19
10:50 am-6:23 pm
1 stop6h 33m
$904
Showing 1-10 of 11 resultsSorted 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 September.
| 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 September 8, 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.
Boarding
7.7
Crew
8.1
Comfort
7.3
Food
6.7
Overall
7.4
Entertainment
7.1
Reviews
1 / 20
6.0
GoodMiz,Oct 2024
EWR - YYZ
Boarding
7.7
Crew
8.1
Comfort
7.3
Food
6.7
Overall
7.4
Entertainment
7.1
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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Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 8, 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 September 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$308 | Average$740 | FlexibilityNo cancel fee | On-time69% |