App
Customer Support
EUR
Find Bookings
Worldwide Coverage
Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Secure Payment
Convenient & reliable booking and payment system

Cheap flight deals from Cleveland to Winnipeg Starting at €106

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip
      • CLE03:29 pm
        24h 39m
        1 stop
        YWG03:08 pm
        Thu, Mar 13|Cleveland - Winnipeg|Frontier Airlines
        €106€606
        83% OFF
        83% OFF
        €606€106

        Choose Frontier Airlines flights from Cleveland to Winnipeg. The one-way connecting flight with Frontier Airlines departs from Cleveland Hopkins International Airport on Thu, Mar 13, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €106 including taxes and charges.

      • CLE10:00 pm
        27h 32m
        1 stop
        YWG12:32 am
        Wed, Mar 12|Cleveland - Winnipeg|Frontier Airlines
        €149€606
        75% OFF
        75% OFF
        €606€149

        Choose Frontier Airlines flights from Cleveland to Winnipeg. The one-way connecting flight with Frontier Airlines departs from Cleveland Hopkins International Airport on Wed, Mar 12, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €149 including taxes and charges.

      • CLE08:48 am
        7h 40m
        1 stop
        YWG03:28 pm
        Thu, Mar 13|Cleveland - Winnipeg|United Airlines
        €311€606
        49% OFF
        49% OFF
        €606€311

        Choose United Airlines flights from Cleveland to Winnipeg. The one-way connecting flight with United Airlines departs from Cleveland Hopkins International Airport on Thu, Mar 13, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €311 including taxes and charges.

      • CLE06:00 am
        10h 28m
        1 stop
        YWG03:28 pm
        Wed, Mar 5|Cleveland - Winnipeg|United Airlines
        €337
        €337

        Choose United Airlines flights from Cleveland to Winnipeg. The one-way connecting flight with United Airlines departs from Cleveland Hopkins International Airport on Wed, Mar 5, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €337 including taxes and charges.

      • CLE08:48 am
        7h 40m
        1 stop
        YWG03:28 pm
        Tue, Mar 11|Cleveland - Winnipeg|United Airlines
        €337
        €337

        Choose United Airlines flights from Cleveland to Winnipeg. The one-way connecting flight with United Airlines departs from Cleveland Hopkins International Airport on Tue, Mar 11, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €337 including taxes and charges.

      • CLE08:48 am
        7h 40m
        1 stop
        YWG03:28 pm
        Wed, Mar 12|Cleveland - Winnipeg|United Airlines
        €337
        €337

        Choose United Airlines flights from Cleveland to Winnipeg. The one-way connecting flight with United Airlines departs from Cleveland Hopkins International Airport on Wed, Mar 12, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €337 including taxes and charges.

      • CLE10:57 am
        5h 31m
        1 stop
        YWG03:28 pm
        Sat, Mar 1|Cleveland - Winnipeg|United Airlines
        €349
        €349

        Choose United Airlines flights from Cleveland to Winnipeg. The one-way connecting flight with United Airlines departs from Cleveland Hopkins International Airport on Sat, Mar 1, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €349 including taxes and charges.

      • CLE08:48 am
        7h 40m
        1 stop
        YWG03:28 pm
        Sun, Mar 9|Cleveland - Winnipeg|United Airlines
        €353
        €353

        Choose United Airlines flights from Cleveland to Winnipeg. The one-way connecting flight with United Airlines departs from Cleveland Hopkins International Airport on Sun, Mar 9, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €353 including taxes and charges.

      • CLE06:00 am
        10h 28m
        1 stop
        YWG03:28 pm
        Thu, Feb 27|Cleveland - Winnipeg|United Airlines
        €357
        €357

        Choose United Airlines flights from Cleveland to Winnipeg. The one-way connecting flight with United Airlines departs from Cleveland Hopkins International Airport on Thu, Feb 27, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €357 including taxes and charges.

      • CLE08:48 am
        7h 40m
        1 stop
        YWG03:28 pm
        Fri, Mar 7|Cleveland - Winnipeg|United Airlines
        €360
        €360

        Choose United Airlines flights from Cleveland to Winnipeg. The one-way connecting flight with United Airlines departs from Cleveland Hopkins International Airport on Fri, Mar 7, arriving at Winnipeg James Armstrong Richardson International Airport. One-way Prices start from €360 including taxes and charges.

      • CLE01:00 pm
        3h 5m
        Nonstop
        YWG02:00 pm
        Fri, Feb 28|Cleveland - Winnipeg|Frontier Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Cleveland to Winnipeg Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA5614

    American Airlines

    05:57 am

    CLE

    1.7h

    07:40 am

    DCA

    SMTWTFS
    Search

  2. AA5547

    American Airlines

    07:35 am

    DCA

    2.1h

    09:43 am

    ATL

    -MT--F-

  3. WS1361

    WestJet

    02:05 pm

    ATL

    3.4h

    04:28 pm

    YWG

    SMT-T-S

  4. UA3656

    United Airlines

    06:00 am

    CLE

    1.7h

    06:42 am

    ORD

    SMTWTF-
    Search

  5. UA5748

    United Airlines

    12:57 pm

    ORD

    2.6h

    03:31 pm

    YWG

    SMTWTFS

  6. DL2734

    Delta Air Lines

    06:00 am

    CLE

    2.0h

    07:59 am

    ATL

    SMTWTFS
    Search

  7. WS1361

    WestJet

    02:05 pm

    ATL

    3.4h

    04:28 pm

    YWG

    SMT-T-S

  8. AA4677

    American Airlines

    06:12 am

    CLE

    1.6h

    07:48 am

    LGA

    SMTWTFS
    Search

  9. UA1310

    United Airlines

    10:25 am

    LGA

    2.7h

    12:05 pm

    ORD

    SMTWTFS

  10. UA5748

    United Airlines

    12:57 pm

    ORD

    2.6h

    03:31 pm

    YWG

    SMTWTFS

  11. F93679

    Frontier Airlines

    06:40 am

    CLE

    2.5h

    09:11 am

    TPA

    -M-W--S
    Search

  12. WS1249

    WestJet

    08:55 pm

    TPA

    3.0h

    11:53 pm

    YYZ

    ----T--

  13. WS489

    WestJet

    03:15 pm

    YYZ

    2.7h

    04:58 pm

    YWG

    SMTWT-S

  14. F94136

    Frontier Airlines

    08:32 pm

    CLE

    2.9h

    11:26 pm

    MIA

    -M-W-FS
    Search

  15. F92483

    Frontier Airlines

    06:00 am

    MIA

    2.3h

    08:18 am

    ATL

    SMTWTFS

  16. WS1361

    WestJet

    02:05 pm

    ATL

    3.4h

    04:28 pm

    YWG

    SMT-T-S

  17. F92467

    Frontier Airlines

    09:41 pm

    CLE

    1.9h

    11:38 pm

    ATL

    SMTWTFS
    Search

  18. WS1591

    WestJet

    05:10 pm

    ATL

    4.9h

    08:04 pm

    YYC

    SMTWTFS

  19. WS236

    WestJet

    09:30 pm

    YYC

    2.0h

    12:31 am

    YWG

    SMTWTF-

  20. F92467

    Frontier Airlines

    09:41 pm

    CLE

    1.9h

    11:38 pm

    ATL

    SMTWTFS
    Search

  21. WS6301

    WestJet

    02:52 pm

    ATL

    2.2h

    05:05 pm

    YYZ

    SMTWT-S

  22. WS535

    WestJet

    10:30 pm

    YYZ

    2.7h

    12:13 am

    YWG

    SMTWTFS

  23. F91821

    Frontier Airlines

    09:56 pm

    CLE

    4.7h

    11:40 pm

    LAS

    SMTWTFS
    Search

  24. F91116

    Frontier Airlines

    11:20 pm

    LAS

    4.2h

    06:30 am

    ATL

    SMTWTFS

  25. WS1361

    WestJet

    02:05 pm

    ATL

    3.4h

    04:28 pm

    YWG

    SMT-T-S

  26. UA609

    United Airlines

    11:00 am

    CLE

    1.6h

    11:34 am

    ORD

    SMTWTFS
    Search

  27. UA5748

    United Airlines

    12:57 pm

    ORD

    2.6h

    03:31 pm

    YWG

    SMTWTFS
Find more flights and airlines

When is the cheapest time to fly from Cleveland to Winnipeg?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Cleveland (CLE) to Winnipeg (YWG) the cheapest?

    Airlines adjust prices for flights from Cleveland to Winnipeg based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Cleveland (CLE) to Winnipeg (YWG) cost?

    According to Trip.com's data, the lowest price is around €652.

  • What is the transportation method from the main airport to downtown in Winnipeg?

    • The distance from Winnipeg James Armstrong Richardson International Airport to downtown is about 7 km. It takes about 20 minutes by taxi.

How to find a cheap flight from Cleveland to Winnipeg

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Cleveland to Winnipeg. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Cleveland to Winnipeg

Cheapest nonstop flight price€105
Off-season for travelJanuary
Peak season for travelMay
Flight distance1,512.07 km
Popular airlineFrontier Airlines

Contact Us

About

Other Services

Payment Methods
Our Partners
Copyright © 2025 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd.