Cheap flights from Chicago (CHI) to Winnipeg (YWG) from $158

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 4/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — YWG
Mar 24 — Mar 311

The best prices from Chicago to Winnipeg are usually found in May or January, booked 8 days in advance, depart on a Thursday or Wednesday and return on a Tuesday

Cheap flight deals from Chicago to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 March 19, 2024.

Popular in

December

Cheapest in

May

Round-trip from

$372

One-way from

$242
High demand for flights, 34% potential price rise
Best time to find cheap flights, 35% potential price drop
From Chicago (CHI) to Winnipeg
One-way flight from Chicago (CHI) to Winnipeg

What is the cheapest day to fly round-trip from Chicago to Winnipeg?

Saturday flights are generally found to be more expensive for flights from Chicago to Winnipeg. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Winnipeg.

How far in advance should I book a flight from Chicago to Winnipeg?

To save up to 162% on this flight, we recommend booking at least 8 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to Winnipeg from $337 1-2 weeks out and tickets from $1,274 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago to Winnipeg?

May can be a great time to fly to Winnipeg from Chicago with a flight ticket averaging about $590. Cheapflights users have found deals in the month of May for as cheap as $207. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Chicago to Winnipeg (CHI - YWG)?

One of the essential ways to save on airfare from Chicago to Winnipeg is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 30% on airfare.

Cheap United Airlines flights from Chicago to Winnipeg

Explore cheap flight options specifically provided by United Airlines for the route between Chicago and Winnipeg. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Consider these cheap United Airlines flights we've found departing from Chicago to Winnipeg. Be sure to come back soon if the deals available don't appeal to you at this time.
Wed 6/51:03 pmORD - YWG
Nonstop2h 26mUnited Airlines
Wed 6/192:18 pmYWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 3/18$878
Thu 6/61:03 pmORD - YWG
Nonstop2h 26mUnited Airlines
Sun 6/92:18 pmYWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 3/18$973
Fri 6/71:03 pmORD - YWG
Nonstop2h 26mUnited Airlines
Wed 6/122:18 pmYWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 3/18$1,142
Fri 6/141:03 pmORD - YWG
Nonstop2h 26mUnited Airlines
Wed 6/192:18 pmYWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 3/18$1,201
Thu 6/131:03 pmORD - YWG
Nonstop2h 26mUnited Airlines
Mon 6/172:18 pmYWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 3/18$1,221
Fri 6/71:03 pmORD - YWG
Nonstop2h 26mUnited Airlines
Tue 6/182:18 pmYWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 3/18$1,303
Mon 6/31:03 pmORD - YWG
Nonstop2h 26mUnited Airlines
Sun 6/162:18 pmYWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 3/18$1,324
Tue 6/41:03 pmORD - YWG
Nonstop2h 26mUnited Airlines
Sun 6/162:18 pmYWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 3/18$1,389
Sun 6/161:03 pmORD - YWG
Nonstop2h 26mUnited Airlines
Wed 6/192:18 pmYWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 3/18$1,427

Cheap Delta flights from Chicago to Winnipeg

Explore cheap flight options specifically provided by Delta for the route between Chicago and Winnipeg. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Some of the best deals we've found on Delta flights traveling from Chicago to Winnipeg. Make sure to examine the flight information before completing your reservation.
Sat 6/15:00 pmMDW - YWG
1 stop6h 23mDelta
Sat 6/86:55 amYWG - MDW
1 stop3h 31mDelta
Deal found 3/18$414
Sat 6/85:00 pmMDW - YWG
1 stop6h 21mDelta
Wed 6/126:55 amYWG - MDW
1 stop6h 14mDelta
Deal found 3/18$435
Sat 6/85:00 pmMDW - YWG
1 stop6h 21mDelta
Sat 6/156:55 amYWG - MDW
2 stops9h 20mDelta
Deal found 3/18$445
Sat 6/81:35 pmORD - YWG
2 stops9h 46mDelta
Sat 6/156:55 amYWG - ORD
2 stops5h 42mDelta
Deal found 3/18$450
Sat 6/15:00 pmMDW - YWG
1 stop6h 23mDelta
Sat 6/86:55 amYWG - MDW
2 stops9h 20mDelta
Deal found 3/18$456
Sat 6/85:00 pmMDW - YWG
1 stop6h 21mDelta
Tue 6/186:55 amYWG - MDW
1 stop6h 14mDelta
Deal found 3/18$467
Sat 6/81:35 pmORD - YWG
2 stops9h 46mDelta
Sun 6/166:55 amYWG - ORD
1 stop4h 34mDelta
Deal found 3/18$477
Tue 6/48:45 amORD - YWG
2 stops12h 27mDelta
Tue 6/188:30 amYWG - ORD
1 stop8h 27mDelta
Deal found 3/18$479
Sat 6/151:35 pmORD - YWG
2 stops9h 46mDelta
Sat 6/226:55 amYWG - ORD
2 stops9h 45mDelta
Deal found 3/18$482

Cheap Chicago to Winnipeg flights in March & April 2024

Find cheap flight options from Chicago to Winnipeg specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Prices were last updated on March 19, 2024.
Check out some of the best flight deals from Chicago to Winnipeg in 2024. Check back in a little while for more flight options.
Tue 4/169:34 pmORD - YWG
1 stop18h 31mMultiple Airlines
Tue 4/238:15 pmYWG - ORD
2 stops20h 30mMultiple Airlines
Deal found 3/17$343
Tue 4/169:34 pmORD - YWG
1 stop18h 31mMultiple Airlines
Tue 4/234:00 pmYWG - ORD
3 stops24h 45mMultiple Airlines
Deal found 3/17$359
Mon 4/159:25 pmORD - YWG
3 stops27h 35mMultiple Airlines
Mon 4/227:30 amYWG - ORD
1 stop13h 35mMultiple Airlines
Deal found 3/17$382
Mon 4/159:25 pmORD - YWG
2 stops27h 35mMultiple Airlines
Mon 4/227:30 amYWG - ORD
1 stop13h 35mMultiple Airlines
Deal found 3/17$385
Thu 4/186:00 amORD - YWG
1 stop8h 55mMultiple Airlines
Mon 4/227:30 amYWG - ORD
1 stop13h 35mMultiple Airlines
Deal found 3/17$391
Thu 4/119:25 pmORD - YWG
2 stops23h 54mMultiple Airlines
Mon 4/157:30 amYWG - ORD
2 stops26h 08mMultiple Airlines
Deal found 3/18$397
Mon 4/159:25 pmORD - YWG
3 stops27h 35mMultiple Airlines
Mon 4/227:30 amYWG - ORD
2 stops26h 08mMultiple Airlines
Deal found 3/17$404
Tue 4/161:19 pmORD - YWG
2 stops11h 41mMultiple Airlines
Tue 4/2312:50 pmYWG - ORD
3 stops27h 55mMultiple Airlines
Deal found 3/17$408
Thu 4/119:25 pmORD - YWG
2 stops23h 54mMultiple Airlines
Mon 4/158:00 pmYWG - ORD
3 stops24h 45mMultiple Airlines
Deal found 3/18$413

Chicago to Winnipeg 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Winnipeg in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Check out some of the best flight deals from Chicago to Winnipeg in 2024. Check back in a little while for more flight options.
Tue 4/169:34 pmORD - YWG
1 stop18h 31mMultiple Airlines
Tue 4/238:15 pmYWG - ORD
2 stops20h 30mMultiple Airlines
Deal found 3/17$343
Tue 4/169:34 pmORD - YWG
1 stop18h 31mMultiple Airlines
Tue 4/234:00 pmYWG - ORD
3 stops24h 45mMultiple Airlines
Deal found 3/17$359
Mon 4/159:25 pmORD - YWG
3 stops27h 35mMultiple Airlines
Mon 4/227:30 amYWG - ORD
1 stop13h 35mMultiple Airlines
Deal found 3/17$382
Mon 4/159:25 pmORD - YWG
2 stops27h 35mMultiple Airlines
Mon 4/227:30 amYWG - ORD
1 stop13h 35mMultiple Airlines
Deal found 3/17$385
Thu 4/186:00 amORD - YWG
1 stop8h 55mMultiple Airlines
Mon 4/227:30 amYWG - ORD
1 stop13h 35mMultiple Airlines
Deal found 3/17$391
Thu 4/119:25 pmORD - YWG
2 stops23h 54mMultiple Airlines
Mon 4/157:30 amYWG - ORD
2 stops26h 08mMultiple Airlines
Deal found 3/18$397
Mon 4/159:25 pmORD - YWG
3 stops27h 35mMultiple Airlines
Mon 4/227:30 amYWG - ORD
2 stops26h 08mMultiple Airlines
Deal found 3/17$404
Tue 4/161:19 pmORD - YWG
2 stops11h 41mMultiple Airlines
Tue 4/2312:50 pmYWG - ORD
3 stops27h 55mMultiple Airlines
Deal found 3/17$408
Thu 4/119:25 pmORD - YWG
2 stops23h 54mMultiple Airlines
Mon 4/158:00 pmYWG - ORD
3 stops24h 45mMultiple Airlines
Deal found 3/18$413

Non-stop flights to Winnipeg from Chicago

Discover non-stop flight options from Chicago to Winnipeg. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
To help reduce your travel time, choose from one of these non-stop flights from Chicago to Winnipeg. Search for alternative flights from Chicago to Winnipeg by utilizing the search form above.
Tue 9/101:00 pmORD - YWG
Nonstop2h 24mUnited Airlines
Tue 9/172:15 pmYWG - ORD
Nonstop2h 21mUnited Airlines
Deal found 3/18$658
Sat 6/11:03 pmORD - YWG
Nonstop2h 26mMultiple Airlines
Tue 6/112:18 pmYWG - ORD
Nonstop2h 28mMultiple Airlines
Deal found 3/18$733
Fri 6/211:03 pmORD - YWG
Nonstop2h 26mAir Canada
Tue 6/252:18 pmYWG - ORD
Nonstop2h 28mAir Canada
Deal found 3/17$878
Sun 6/21:03 pmORD - YWG
Nonstop2h 26mMultiple Airlines
Thu 6/132:18 pmYWG - ORD
Nonstop2h 28mMultiple Airlines
Deal found 3/18$894
Sun 6/231:03 pmORD - YWG
Nonstop2h 26mUnited Airlines
Fri 6/282:25 pmYWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 3/18$927
Mon 6/241:03 pmORD - YWG
Nonstop2h 26mUnited Airlines
Sat 6/292:25 pmYWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 3/18$1,006
Tue 6/41:03 pmORD - YWG
Nonstop2h 26mMultiple Airlines
Mon 6/102:18 pmYWG - ORD
Nonstop2h 28mMultiple Airlines
Deal found 3/17$1,032
Thu 6/61:03 pmORD - YWG
Nonstop2h 26mMultiple Airlines
Mon 6/172:18 pmYWG - ORD
Nonstop2h 28mMultiple Airlines
Deal found 3/17$1,042
Fri 7/51:15 pmORD - YWG
Nonstop2h 26mAir Canada
Sun 7/72:25 pmYWG - ORD
Nonstop2h 28mAir Canada
Deal found 3/17$1,050

One-way flights to Winnipeg from Chicago

Search for one-way flight options from Chicago to Winnipeg. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Take a look at some of the one-way flights we've detected from Chicago to Winnipeg. Those seeking round-trip flights from Chicago to Winnipeg should utilize the search form at the the top of the page.
Wed 4/1012:29 pmORD - YWG
1 stop12h 14mMultiple Airlines
Deal found 3/18$158
Tue 5/148:16 pmMDW - YWG
1 stop19h 09mMultiple Airlines
Deal found 3/18$162
Tue 5/149:25 pmORD - YWG
1 stop18h 00mMultiple Airlines
Deal found 3/18$176
Wed 4/105:30 amMDW - YWG
2 stops19h 13mMultiple Airlines
Deal found 3/18$179
Wed 4/1710:00 pmORD - YWG
1 stop16h 55mMultiple Airlines
Deal found 3/17$180
Tue 5/146:40 pmORD - YWG
2 stops20h 45mMultiple Airlines
Deal found 3/18$181
Sun 4/215:45 amORD - YWG
2 stops18h 59mMultiple Airlines
Deal found 3/17$195
Wed 4/179:25 pmORD - YWG
3 stops23h 54mMultiple Airlines
Deal found 3/17$203
Fri 4/1912:05 pmORD - YWG
2 stops28h 00mMultiple Airlines
Deal found 3/17$204

Find flights from Chicago to Winnipeg within your budget

Customize your flight search to find flights from Chicago 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 3,145,932 searches. Data last updated March 19, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$343 - $878

Route

Depart

Return

Price

Chicago O'Hare IntlWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 4/16

1 stop18h 31m

Winnipeg

Tue 4/23

2 stops20h 30m

$343

Chicago O'Hare IntlWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 4/16

1 stop18h 31m

Winnipeg

Tue 4/23

3 stops24h 45m

$359

Chicago O'Hare IntlWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 4/15

3 stops27h 35m

Winnipeg

Mon 4/22

1 stop13h 35m

$382

Chicago MidwayWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sat 6/1

1 stop6h 23m

Winnipeg

Sat 6/8

1 stop3h 31m

$414

Chicago O'Hare IntlWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Sat 6/1

1 stop7h 33m

Winnipeg

Sat 6/8

1 stop4h 34m

$435

Chicago MidwayWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Tue 4/16

1 stop28h 55m

Winnipeg

Tue 4/23

2 stops11h 24m

$453

Chicago O'Hare IntlWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 6/10

1 stop12h 35m

Winnipeg

Tue 6/18

1 stop7h 24m

$456

Chicago O'Hare IntlWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 5/7

1 stop11h 55m

Winnipeg

Wed 5/8

1 stop7h 24m

$457

Chicago O'Hare IntlWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 6/5

Nonstop2h 26m

Winnipeg

Wed 6/19

Nonstop2h 28m

$878

Flights are sorted by cheapest first

Deals found on 3/17

When is the best time to book a flight from Chicago to Winnipeg?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Winnipeg. Price data was last updated on January 28, 2024.
The price you pay for your flight from Chicago to Winnipeg may vary depending on when you book. For the best chance of a lower fare, look to book 7 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Search Deals

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Winnipeg. Price data was last updated on March 10, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Winnipeg flight should consider departing on Thursday at noon when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Winnipeg by month

Plan your trip from Chicago to Winnipeg by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to Winnipeg is currently $182 while a round-trip flight costs $464. Price data was last updated on March 10, 2024.

Currently, November is the cheapest month in which you can book a flight from Chicago to Winnipeg (average of $372). Flying from Chicago to Winnipeg in June is currently the most expensive (average of $574). 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.

January

$495

February

$514

March

$446

April

$518

May

$536

June

$574

July

$573

August

$500

September

$483

October

$498

November

$372

December

$410

Temperature and rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature and rainfall totals by month.

YWG

Temperature

3.2 - 68 °F

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 March 19, 2024.
See what other customers who have flown with United Airlines, Delta and WestJet from Chicago to Winnipeg have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
11,551 reviews

Boarding

8.2

Food

7.5

Overall

8.1

Comfort

7.9

Crew

8.6

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

8.1
Very good
11,551 reviews
8.1
Very good
11,551 reviews

Boarding

8.2

Food

7.5

Overall

8.1

Comfort

7.9

Crew

8.6

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.7
Good
2,809 reviews
8.1
Very good
11,551 reviews

Boarding

8.2

Food

7.5

Overall

8.1

Comfort

7.9

Crew

8.6

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.5
Good
3,066 reviews
8.1
Very good
11,551 reviews

Boarding

8.2

Food

7.5

Overall

8.1

Comfort

7.9

Crew

8.6

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.4
Good
460 reviews
8.1
Very good
11,551 reviews

Boarding

8.2

Food

7.5

Overall

8.1

Comfort

7.9

Crew

8.6

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.4
Good
11,602 reviews
8.1
Very good
11,551 reviews

Boarding

8.2

Food

7.5

Overall

8.1

Comfort

7.9

Crew

8.6

Entertainment

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Winnipeg. 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 into for flights to Winnipeg from Chicago?

    Most people fly into Winnipeg (YWG) if they book a flight to Winnipeg from Chicago. On average, Winnipeg has 0 inbound flights from Chicago per day from 3 airlines. Winnipeg is conveniently located just 4.6 mi from Winnipeg’s city center.

  • Can I find flights from Chicago to Winnipeg for under $400 on Cheapflights?

    Yes, there are multiple flights from Chicago to Winnipeg for under $400. The cheapest flight booked recently is on Multiple Airlines for just $343, but on average you can expect to pay $407.

  • Are there nonstop flights from Chicago to Winnipeg for under $700 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago to Winnipeg under $700. A good price for a nonstop flight from Chicago to Winnipeg is less than $1,089.

  • What are the cheapest airlines flying from Chicago to Winnipeg round-trip?

    Flying on Delta is currently your cheapest option to Winnipeg, with prices starting at $414. Additional round-trip tickets that might be worth considering are offered by WestJet and Air Canada, with the lowest prices starting at $453 and $456, respectively. These flights start at 29% lower than the current average price 3 months from now.

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

    One-way options have recently been found by users for as low as $210 on WestJet. Other airlines that offer cheap prices include Delta from $256 and Porter Airlines from $259 one-way.

  • What are the most popular airlines that fly from Chicago to Winnipeg?

  • What are the cheapest flights from Chicago to Winnipeg?

    The cheapest flight price from Chicago to Winnipeg is $235. On average you can expect to pay $925. The most popular route, (Chicago O'Hare Intl - Winnipeg), can usually be booked for $343.

  • What does ORD to YWG mean?

    Chicago O'Hare Intl Airport is ORD and Winnipeg Airport is YWG. 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. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Winnipeg
See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Chicago to Winnipeg

Discover the top 3 airlines that operate flights from Chicago 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 3,145,932 searches. Data last updated March 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$163Average$531FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapest$457Average$617FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$558Average$801FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Search flights from Chicago to Winnipeg by cabin class

Find flights from Chicago to Winnipeg, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Winnipeg?

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Why should you use Cheapflights to find cheap flight tickets from Chicago to Winnipeg?

Cheapflights simply makes it quick and affordable to book flights from Chicago to Winnipeg by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Chicago to Winnipeg with no change fees?

Need flexible booking options for your flight to Winnipeg from Chicago? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Winnipeg become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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