O'Hare Intl

$136+ Cheap flights from Winnipeg (YWG) to O'Hare Intl (ORD)

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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORD
Nov 5 — Nov 121
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The best prices from Winnipeg to Chicago O'Hare Intl are usually found in January or March, booked 80 days in advance, depart on a Monday or Saturday and return on a Thursday

Cheap flight deals from Winnipeg to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to O'Hare Intl (ORD). 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 31, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

May

Cheapest in

January

Round-trip from

$342
(Mytrip)

One-way from

$146
(Trip.com)
Provider with most accurate pricing for Winnipeg-Chicago O'Hare Intl flight deals.
Provider most trusted by Cheapflights users for Winnipeg-Chicago O'Hare Intl flights.
High demand for flights, 26% potential price rise
Best time to find cheap flights, 11% potential price drop
From Winnipeg to Chicago O'Hare Intl
One-way flight from Winnipeg to Chicago O'Hare Intl

Find flight deals from Winnipeg to O'Hare Intl

Cheapest flights from Winnipeg to O'Hare Intl
Explore the most affordable flight options available from Winnipeg to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2024.

This Mytrip deal was found by Cheapflights users on 10/30. 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.
Mon 11/187:30 amYWG - ORD
2 stops13h 38mMultiple Airlines
Wed 12/115:00 amORD - YWG
2 stops16h 09mMultiple Airlines
Deal found 10/30$342
This Air Canada deal was found by Cheapflights users on 10/30. 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 12/22:15 pmYWG - ORD
Nonstop2h 30mAir Canada
Wed 12/47:20 amORD - YWG
1 stop9h 03mAir Canada
Deal found 10/30$403
This Delta deal was found by Cheapflights users on 10/30. 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.
Sat 11/236:55 amYWG - ORD
2 stops17h 04mDelta
Sun 12/15:30 pmORD - YWG
1 stop5h 57mDelta
Deal found 10/30$408
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/62:15 pmYWG - ORD
Nonstop2h 30mUnited Airlines
Mon 12/99:36 pmORD - YWG
1 stop15h 51mUnited Airlines
Deal found 10/30$415
This FlightHub deal was found by Cheapflights users on 10/30. 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.
Fri 12/67:30 amYWG - ORD
1 stop27h 16mWestJet
Mon 12/910:10 amORD - YWG
2 stops29h 24mWestJet
Deal found 10/30$453
This Aeromexico deal was found by Cheapflights users on 10/30. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/218:00 pmYWG - ORD
2 stops27h 14mAeromexico
Sun 11/241:05 amORD - YWG
2 stops34h 21mAeromexico
Deal found 10/30$1,956

Find flights from Winnipeg to O'Hare Intl within your budget

Customize your flight search to find flights from Winnipeg to O'Hare Intl 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 2,570,725 searches. Data last updated October 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sun 12/8

7:30 am-11:51 pm

1 stop16h 21m

$136

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Wed 12/4

2:15 pm-4:45 pm

Nonstop2h 30m

$217

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 1/10

6:40 am-1:14 pm

2 stops6h 34m

$238

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Mon 2/24

12:20 pm-10:32 am

2 stops22h 12m

$264

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Thu 1/9

2:15 pm-4:51 pm

Nonstop2h 36m

$283

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Tue 11/19

7:30 am-4:56 pm

1 stop9h 26m

Chicago O'Hare Intl

Thu 12/5

5:59 pm-3:10 pm

1 stop21h 11m

$271

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Tue 12/3

7:45 am-2:45 pm

1 stop7h 00m

Chicago O'Hare Intl

Tue 12/10

9:50 am-5:08 pm

1 stop7h 18m

$391

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 11/23

6:55 am-11:59 pm

2 stops17h 04m

Chicago O'Hare Intl

Sun 12/1

5:30 pm-11:27 pm

1 stop5h 57m

$408

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 12/6

2:15 pm-4:45 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 12/9

9:36 pm-1:27 pm

1 stop15h 51m

$415

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 12/6

7:30 am-10:46 am

1 stop27h 16m

Chicago O'Hare Intl

Mon 12/9

10:10 am-3:34 pm

2 stops29h 24m

$453

Flights are sorted by cheapest first

Deals found on 10/31

Showing 1-10 of 11 results
1
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Compare providers for flights from Winnipeg to O'Hare Intl

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 Winnipeg to O'Hare Intl in October.
ProviderPrice AccuracyTrust Score*Cancellation Policy
FlightHubPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
eDreamsPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Winnipeg-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Winnipeg-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Winnipeg-Chicago O'Hare Intl Airport 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 Winnipeg-Chicago O'Hare Intl Airport 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 Winnipeg to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Winnipeg 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.

Travel insights for flights from Winnipeg to O'Hare Intl

Get recent, data-driven insights about flights from Winnipeg to O'Hare Intl including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Winnipeg to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to O'Hare Intl. Price data was last updated on October 25, 2024.

The price you pay for your flight from Winnipeg to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 80 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Winnipeg to Chicago O'Hare Intl Airport?

Currently, September is the cheapest month in which you can book a flight from Winnipeg to Chicago O'Hare Intl Airport (average of $232). Flying from Winnipeg to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YWG to ORD?

Find hourly flight availability from Winnipeg to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 31, 2024.

Unlike at noon, when flights are generally more expensive, you can save up to 9% on flights from Winnipeg to Chicago O'Hare Intl Airport by exploring options for tickets in the morning.

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated October 31, 2024.
Peruse reviews from past customers who have flown with United Airlines, Air Canada and WestJet from Winnipeg to Chicago to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
8,835 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

8.0
Very good
8,835 reviews
8.0
Very good
8,835 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

7.5
Good
2,032 reviews
8.0
Very good
8,835 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

7.4
Good
9,240 reviews
8.0
Very good
8,835 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

7.3
Good
2,804 reviews
8.0
Very good
8,835 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

7.0
Good
8,095 reviews
8.0
Very good
8,835 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to O'Hare Intl. 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 Winnipeg to Chicago O'Hare Intl?

    For a flight from Winnipeg to Chicago O'Hare Intl, you will be flying from Winnipeg. Winnipeg (YWG) is just 4.6 mi from the center of the city. Winnipeg is the only Winnipeg airport and it handles 1 outbound flight to Chicago O'Hare Intl per day. 3 airlines have flights to Chicago O'Hare Intl from Winnipeg on a regular basis.

  • Can I find flights from Winnipeg to Chicago O'Hare Intl Airport for under $400 on Cheapflights?

    Yes, there are multiple flights from Winnipeg to Chicago O'Hare Intl Airport for under $400. The cheapest flight booked recently is on Multiple Airlines for just $342, but on average you can expect to pay $638.

  • Are there nonstop flights from Winnipeg to Chicago O'Hare Intl Airport for under $500 on Cheapflights?

    Cheapflights has at least 2 direct flights from Winnipeg to Chicago O'Hare Intl Airport under $500. A good price for a nonstop flight from Winnipeg to Chicago O'Hare Intl Airport is less than $409.

  • Are there last-minute flights available from Winnipeg to Chicago O'Hare Intl Airport for under $700?

    There are currently 3+ open flights from Winnipeg to Chicago O'Hare Intl Airport within the next 7 days for less than $700.

  • What are the cheapest airlines flying from Winnipeg to Chicago O'Hare Intl Airport round-trip?

    Cheapflights users have booked flights from Winnipeg to Chicago O'Hare Intl Airport round-trip from $403. Other airlines that can offer you cheap pricing are Delta, from $408, and United Airlines, from $415. You may be able to fly from Winnipeg to Chicago O'Hare Intl Airport for 21% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Winnipeg to Chicago O'Hare Intl Airport one-way?

    $217 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on Delta and WestJet, with prices starting from $238 and $264, respectively.

  • What are the most reliable airlines from Winnipeg to Chicago O'Hare Intl Airport?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Winnipeg to Chicago O'Hare Intl Airport on time: Air Canada (93%), Air New Zealand (93%), SkyWest Airlines (92%).

  • What are the cheapest flights from Winnipeg to Chicago O'Hare Intl Airport?

    On average you can expect to pay $596 for a flight from Winnipeg to Chicago O'Hare Intl Airport. The cheapest flight overall is $209 while the most popular route, (Winnipeg - Chicago O'Hare Intl) is currently priced at $309.

  • What does YWG to ORD mean?

    Winnipeg Airport is YWG and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service.

  • Can I find deals for flights from Winnipeg to O'Hare Intl that include extra baggage allowance?

    The amount of baggage you can bring on your Winnipeg to O'Hare Intl flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Winnipeg to O'Hare Intl with specific airlines?

    Yes, Cheapflights allows you to browse and filter Winnipeg to O'Hare Intl flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Winnipeg to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Winnipeg to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to O'Hare Intl.

  • Can I find deals for business class flights from Winnipeg to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Winnipeg to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Winnipeg to O'Hare Intl that allow pets onboard?

    Many airlines flying from Winnipeg to O'Hare Intl offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Winnipeg to O'Hare Intl?

    Yes, you can often find last-minute deals on Winnipeg to O'Hare Intl flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Winnipeg to Chicago O'Hare Intl Airport flight deals updated?

    The Winnipeg to Chicago O'Hare Intl Airport flight deals you see on this page were last updated on 10/30.

  • What is the cheapest month to book a flight from Winnipeg to Chicago O'Hare Intl Airport?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to Chicago O'Hare Intl Airport (average of $232). Flying from Winnipeg to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Winnipeg to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Winnipeg to O'Hare Intl

Discover the top 3 airlines that operate flights from Winnipeg to O'Hare Intl. 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 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$289Average$556FlexibilityNo cancel feeOn-time67%
DeltaCheapest$370Average$671FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$441Average$533FlexibilityNo cancel feeOn-time69%
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