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Manitoba

$133+ Cheap flights from Chicago (CHI) to Manitoba

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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YWG
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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Cheap flight deals from Chicago to Manitoba

Keep the following information in mind while searching for Chicago to Manitoba flight deals. Data was last updated February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$258
(Kiwi.com)

One-way from

$137
(Kiwi.com)

Popular in

February

Cheapest in

March

Average price

$752

Good round-trip deal

$594 or less
Provider with most accurate pricing for Chicago (CHI)-Winnipeg flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Winnipeg flights.
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From Chicago (CHI) to Manitoba
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One-way flight from Chicago (CHI) to Manitoba
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High demand for flights, 20% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Manitoba.
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Find flight deals from Chicago to Manitoba

Cheapest flights from Chicago to Manitoba
Explore the most affordable flight options available from Chicago to Manitoba. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/21. 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 4/104:45 pmORD - YWG
1 stop7h 59mWestJet
Sun 4/138:15 amYWG - ORD
1 stop7h 41mWestJet
Deal found 2/21$246
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 6/36:00 amORD - YWG
1 stop10h 28mMultiple Airlines
Mon 6/98:30 amYWG - ORD
1 stop8h 14mMultiple Airlines
Deal found 2/22$258
This Kissandfly.com deal was found by Cheapflights users on 2/22. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/810:13 amMDW - YWG
2 stops14h 31mMultiple Airlines
Tue 4/157:30 amYWG - MDW
1 stop12h 15mMultiple Airlines
Deal found 2/22$300
This Lucky2Go deal was found by Cheapflights users on 2/22. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/275:35 pmMDW - YWG
2 stops24h 24mPorter Airlines
Mon 3/315:00 amYWG - MDW
1 stop11h 40mPorter Airlines
Deal found 2/22$387
This Kissandfly.com deal was found by Cheapflights users on 2/22. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/87:09 pmMDW - YWG
1 stop16h 51mKLM
Tue 4/155:43 pmYWG - MDW
1 stop15h 57mKLM
Deal found 2/22$459
This Delta deal was found by Cheapflights users on 2/21. 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.
Wed 4/99:30 amORD - YWG
1 stop7h 23mDelta
Wed 4/168:35 amYWG - ORD
1 stop8h 54mDelta
Deal found 2/21$461
This Air Canada deal was found by Cheapflights users on 2/22. 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 3/219:12 pmORD - YWG
1 stop11h 16mAir Canada
Sun 3/237:30 amYWG - ORD
1 stop7h 21mAir Canada
Deal found 2/22$499
This Delta deal was found by Cheapflights users on 2/22. 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 4/810:25 amMDW - YWG
1 stop6h 28mDelta
Tue 4/156:40 amYWG - MDW
1 stop7h 42mDelta
Deal found 2/22$517
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Sat 5/317:10 amORD - YWG
1 stop5h 59mUnited Airlines
Sat 5/314:25 pmYWG - ORD
1 stop8h 00mUnited Airlines
Deal found 2/20$558
This SmartFares deal was found by Cheapflights users on 2/22. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/259:20 amMDW - YWG
2 stops9h 49mWestJet
Mon 4/289:00 amYWG - MDW
1 stop8h 59mWestJet
Deal found 2/22$668

Find flights from Chicago to Manitoba within your budget

Customize your flight search to find flights from Chicago to Manitoba 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 2,558,603 searches. Data last updated February 22, 2025.

Fly from

Chicago

Fly to

Manitoba

Route

Depart

Return

Price

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 4/10

4:45 pm-12:44 am

1 stop7h 59m

Winnipeg

Sun 4/13

8:15 am-3:56 pm

1 stop7h 41m

$246

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 6/3

6:00 am-4:28 pm

1 stop10h 28m

Winnipeg

Mon 6/9

8:30 am-4:44 pm

1 stop8h 14m

$258

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Tue 4/8

10:13 am-12:44 am

2 stops14h 31m

Winnipeg

Tue 4/15

7:30 am-7:45 pm

1 stop12h 15m

$300

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Thu 3/27

5:35 pm-5:59 pm

2 stops24h 24m

Winnipeg

Mon 3/31

5:00 am-4:40 pm

1 stop11h 40m

$387

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Tue 4/8

7:09 pm-12:00 pm

1 stop16h 51m

Winnipeg

Tue 4/15

5:43 pm-9:40 am

1 stop15h 57m

$459

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 4/9

9:30 am-4:53 pm

1 stop7h 23m

Winnipeg

Wed 4/16

8:35 am-5:29 pm

1 stop8h 54m

$461

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 3/21

9:12 pm-8:28 am

1 stop11h 16m

Winnipeg

Sun 3/23

7:30 am-2:51 pm

1 stop7h 21m

$499

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Tue 4/8

10:25 am-4:53 pm

1 stop6h 28m

Winnipeg

Tue 4/15

6:40 am-2:22 pm

1 stop7h 42m

$517

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Sat 5/31

7:10 am-1:09 pm

1 stop5h 59m

Winnipeg

Sat 5/31

4:25 pm-12:25 am

1 stop8h 00m

$558

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Fri 4/25

9:20 am-7:09 pm

2 stops9h 49m

Winnipeg

Mon 4/28

9:00 am-5:59 pm

1 stop8h 59m

$668

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 19 results
1
2

Best time to book a flight from Chicago to Manitoba

Have a flexible travel schedule? Discover the best time to fly to Manitoba from Chicago 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 Chicago to Manitoba

Get recent, data-driven insights about flights from Chicago to Manitoba including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Manitoba?

Currently, August is the cheapest month in which you can book a flight from Chicago to Manitoba (average of $358). Flying from Chicago to Manitoba in April is currently the most expensive (average of $508). 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 CHI to MB?

Find hourly flight availability from Chicago to Manitoba. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 22, 2025.

When flying from Chicago to Manitoba, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Manitoba

Explore weekly flight availability from Chicago to Manitoba. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 22, 2025.

The most flights from CHI to CAMB are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Manitoba by month

Plan your trip to Manitoba by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Manitoba ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Manitoba when rainfall is around 0.8 in.

Temperature in Manitoba by month

Plan your trip to Manitoba by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Manitoba, 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 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

Reviews of airlines servicing Manitoba

Get insights into the airlines that provide service to Manitoba. 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 Manitoba. Reviews last updated February 22, 2025.
See what other customers who have flown with Delta, Porter Airlines and KLM from Chicago to Manitoba have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,203 reviews
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Porter Airlines
7.9
Good
277 reviews
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

KLM
7.8
Good
1,332 reviews
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,754 reviews
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.2
Good
2,800 reviews
Delta
8.0
Very good
8,203 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Manitoba. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Manitoba one-way?

    One-way options have recently been found by users for as low as $211 on WestJet. Other airlines that offer cheap prices include Air Canada from $244 and Delta from $273 one-way.

  • What are the most reliable airlines from Chicago to Manitoba?

    No one likes to see their flight delayed. When booking a flight from Chicago to Manitoba consider choosing SkyWest Airlines (69%), Air Canada (69%) or United Airlines (69%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Manitoba?

    While on average a flight from Chicago to Manitoba is generally $734, our data shows the cheapest flight currently is $107. When looking at the most popular route, (Chicago O'Hare Intl - Winnipeg), you can expect to pay $247 for that flight.

  • Can I find deals for flights from Chicago to Manitoba that include hotel bookings?

    Yes. In addition to deals on Chicago to Manitoba flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Manitoba?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Manitoba.

  • Can I find deals for business class flights from Chicago to Manitoba?

    Yes. Cheapflights offers flight deals from Chicago to Manitoba by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Manitoba?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Manitoba (average of $358). Flying from Chicago to Manitoba in April is currently the most expensive (average of $508). 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.

See more FAQs

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Alternative routes for Chicago to Manitoba

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Manitoba

Discover the top 2 airlines that operate flights from Chicago to Manitoba. 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 2,558,603 searches. Data last updated February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$235Average$617FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$535Average$710FlexibilityNo cancel feeOn-time69%
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