Cheap flights from Midway (MDW) to Winnipeg (YWG) from $181

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 5/14. 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.
MDW — YWG
Mar 2 — Mar 91

Cheap flight deals from Midway to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 February 26, 2024.

Round-trip from

$363

One-way from

$250
From Chicago Midway to Winnipeg
One-way flight from Chicago Midway to Winnipeg

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

Travelers have found it’s best to book a flight 8 days in advance to save up to 162% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 8 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago Midway Airport to Winnipeg 1-2 weeks in advance for as low as $337, or $1,274 for flights within the next 24 hours.

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

May is one of the best times of the year to fly to Winnipeg from Chicago Midway Airport. Prices for May average $590 per person but you can even find prices for as low as $207. The most expensive prices can be found in the month of December. Opting for a May flight can save you 52% on your journey compared to booking in December

When is the cheapest time to fly from Chicago Midway Airport to Winnipeg (MDW - YWG)?

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

Cheap Delta flights from Midway to Winnipeg

Explore cheap flight options specifically provided by Delta for the route between Midway 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 3,409,476 searches. Data last updated February 26, 2024.
Take a peek at the cheapest Delta flights we've detected traveling from Chicago to Winnipeg. Make sure to double check the flight details before booking.
Wed 5/85:45 pmMDW - YWG
2 stops23h 01mDelta
Sat 5/116:55 amYWG - MDW
1 stop3h 44mDelta
Deal found 2/24$434
Wed 5/85:45 pmMDW - YWG
2 stops23h 01mDelta
Sat 5/116:55 amYWG - MDW
2 stops9h 19mDelta
Deal found 2/24$439
Wed 5/85:45 pmMDW - YWG
2 stops23h 01mDelta
Sat 5/116:55 amYWG - MDW
1 stop3h 44mDelta
Deal found 2/25$444
Wed 5/85:45 pmMDW - YWG
2 stops23h 01mDelta
Sat 5/116:55 amYWG - MDW
2 stops9h 19mDelta
Deal found 2/25$449
Wed 5/86:00 amMDW - YWG
1 stop9h 25mDelta
Sat 5/116:55 amYWG - MDW
1 stop3h 44mDelta
Deal found 2/25$457
Thu 4/189:30 amMDW - YWG
2 stops13h 55mDelta
Sun 4/217:00 amYWG - MDW
1 stop3h 37mDelta
Deal found 2/25$466
Tue 4/29:26 amMDW - YWG
2 stops9h 49mDelta
Fri 4/55:00 amYWG - MDW
2 stops11h 31mDelta
Deal found 2/26$597
Thu 4/189:30 amMDW - YWG
2 stops14h 41mDelta
Sun 4/215:00 amYWG - MDW
2 stops11h 49mDelta
Deal found 2/25$599
Mon 3/119:26 amMDW - YWG
2 stops9h 55mDelta
Wed 3/135:35 pmYWG - MDW
1 stop4h 09mDelta
Deal found 2/25$631

Cheap WestJet flights from Midway to Winnipeg

Explore cheap flight options specifically provided by WestJet for the route between Midway 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 3,409,476 searches. Data last updated February 26, 2024.
Browse through some of the cheapest WestJet flights traveling from Chicago to Winnipeg. Deals are refreshing constantly so come back soon for more options.
Sun 4/289:30 amMDW - YWG
2 stops15h 01mWestJet
Sun 5/57:00 amYWG - MDW
1 stop14h 32mWestJet
Deal found 2/25$422
Thu 4/186:00 amMDW - YWG
1 stop8h 55mWestJet
Sun 4/217:00 amYWG - MDW
1 stop14h 32mWestJet
Deal found 2/25$436
Sun 4/286:00 amMDW - YWG
1 stop9h 25mWestJet
Sun 5/55:35 pmYWG - MDW
1 stop3h 57mWestJet
Deal found 2/25$476
Sun 4/286:30 amMDW - YWG
1 stop16h 55mWestJet
Sun 5/55:35 pmYWG - MDW
1 stop3h 57mWestJet
Deal found 2/25$487
Sun 4/289:30 amMDW - YWG
2 stops15h 01mWestJet
Sun 5/57:30 amYWG - MDW
2 stops14h 02mWestJet
Deal found 2/25$537
Thu 3/2812:50 pmMDW - YWG
2 stops20h 47mWestJet
Tue 4/95:35 pmYWG - MDW
1 stop3h 57mWestJet
Deal found 2/25$543
Sun 4/289:30 amMDW - YWG
2 stops15h 01mWestJet
Sun 5/57:50 pmYWG - MDW
2 stops21h 15mWestJet
Deal found 2/25$570
Thu 3/289:26 amMDW - YWG
2 stops24h 11mWestJet
Mon 4/18:15 pmYWG - MDW
2 stops20h 16mWestJet
Deal found 2/25$573
Thu 3/2812:50 pmMDW - YWG
2 stops20h 47mWestJet
Tue 4/98:15 pmYWG - MDW
2 stops12h 35mWestJet
Deal found 2/25$574

Cheap Midway to Winnipeg flights in February & March 2024

Find cheap flight options from Midway to Winnipeg specifically for the months of February and March 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,409,476 searches. Prices were last updated on February 26, 2024.
The lowest fares we've come across on flights traveling from Chicago to Winnipeg in February and March 2024. Check back soon for alternative fares.
Thu 3/2812:50 pmMDW - YWG
2 stops20h 47mWestJet
Tue 4/95:35 pmYWG - MDW
1 stop3h 57mWestJet
Deal found 2/25$543
Thu 3/289:26 amMDW - YWG
2 stops24h 11mWestJet
Mon 4/18:15 pmYWG - MDW
2 stops20h 16mWestJet
Deal found 2/25$573
Thu 3/2812:50 pmMDW - YWG
2 stops20h 47mWestJet
Tue 4/98:15 pmYWG - MDW
2 stops12h 35mWestJet
Deal found 2/25$574
Thu 3/289:26 amMDW - YWG
2 stops24h 11mWestJet
Mon 4/16:55 amYWG - MDW
1 stop14h 49mWestJet
Deal found 2/25$607
Mon 3/259:26 amMDW - YWG
2 stops9h 55mWestJet
Mon 4/15:35 pmYWG - MDW
1 stop4h 09mWestJet
Deal found 2/26$621
Mon 3/119:26 amMDW - YWG
2 stops9h 55mDelta
Wed 3/135:35 pmYWG - MDW
1 stop4h 09mDelta
Deal found 2/25$631
Mon 3/111:14 pmMDW - YWG
2 stops11h 02mDelta
Wed 3/135:00 amYWG - MDW
2 stops11h 31mDelta
Deal found 2/25$642
Mon 3/116:19 amMDW - YWG
1 stop17h 17mWestJet
Wed 3/137:30 amYWG - MDW
1 stop9h 01mWestJet
Deal found 2/25$661
Thu 3/286:00 amMDW - YWG
1 stop8h 55mWestJet
Mon 4/15:35 pmYWG - MDW
1 stop4h 09mWestJet
Deal found 2/25$683

Midway to Winnipeg 2024 flight deals

Discover exclusive flight deals for travel between Midway and Winnipeg in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,409,476 searches. Data last updated February 26, 2024.
The lowest fares we've come across on flights traveling from Chicago to Winnipeg in February and March 2024. Check back soon for alternative fares.
Sun 4/289:30 amMDW - YWG
2 stops15h 01mWestJet
Sun 5/57:00 amYWG - MDW
1 stop14h 32mWestJet
Deal found 2/25$422
Wed 5/85:45 pmMDW - YWG
2 stops23h 01mDelta
Sat 5/116:55 amYWG - MDW
1 stop3h 44mDelta
Deal found 2/24$434
Thu 4/186:00 amMDW - YWG
1 stop8h 55mWestJet
Sun 4/217:00 amYWG - MDW
1 stop14h 32mWestJet
Deal found 2/25$436
Wed 5/85:45 pmMDW - YWG
2 stops23h 01mDelta
Sat 5/116:55 amYWG - MDW
2 stops9h 19mDelta
Deal found 2/24$439
Wed 5/85:45 pmMDW - YWG
2 stops23h 01mDelta
Sat 5/116:55 amYWG - MDW
1 stop3h 44mDelta
Deal found 2/25$444
Wed 5/85:45 pmMDW - YWG
2 stops23h 01mDelta
Sat 5/116:55 amYWG - MDW
2 stops9h 19mDelta
Deal found 2/25$449
Wed 5/86:00 amMDW - YWG
1 stop9h 25mDelta
Sat 5/116:55 amYWG - MDW
1 stop3h 44mDelta
Deal found 2/25$457
Thu 4/189:30 amMDW - YWG
2 stops13h 55mDelta
Sun 4/217:00 amYWG - MDW
1 stop3h 37mDelta
Deal found 2/25$466
Sun 4/286:00 amMDW - YWG
1 stop9h 25mWestJet
Sun 5/55:35 pmYWG - MDW
1 stop3h 57mWestJet
Deal found 2/25$476

Midway to Winnipeg flights leaving soon

Find last-minute flight options from Midway to Winnipeg for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,409,476 searches. Data last updated February 26, 2024.
Check out these flights departing soon from Chicago to Winnipeg. Users should examine the flight details to ensure there are no surprises.
Thu 3/711:28 amMDW - YWG
2 stops31h 53mWestJet
Fri 3/157:30 amYWG - MDW
1 stop26h 23mWestJet
Deal found 2/24$807
Thu 3/711:28 amMDW - YWG
2 stops31h 53mWestJet
Fri 3/155:00 amYWG - MDW
2 stops28h 53mWestJet
Deal found 2/24$811
Thu 3/76:20 amMDW - YWG
1 stop5h 25mDelta
Fri 3/156:55 amYWG - MDW
1 stop3h 52mDelta
Deal found 2/24$832

One-way flights to Winnipeg from Midway

Search for one-way flight options from Midway 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 3,409,476 searches. Data last updated February 26, 2024.
Users in need of a one-way flight from Chicago to Winnipeg can choose from these deals. Those needing a return flight from Chicago to Winnipeg can use the search form above.
Tue 5/145:14 pmMDW - YWG
1 stop6h 11mDelta
Deal found 2/25$181
Tue 5/149:30 amMDW - YWG
2 stops15h 01mWestJet
Deal found 2/25$206
Mon 3/115:15 pmMDW - YWG
1 stop24h 24mPorter Airlines
Deal found 2/26$250
Mon 3/119:26 amMDW - YWG
2 stops9h 55mDelta
Deal found 2/26$295
Mon 3/116:19 amMDW - YWG
1 stop17h 17mWestJet
Deal found 2/25$337
Mon 7/296:00 amMDW - YWG
1 stop9h 22mWestJet
Deal found 2/25$355
Thu 3/711:28 amMDW - YWG
2 stops31h 53mWestJet
Deal found 2/24$357
Mon 7/291:05 pmMDW - YWG
2 stops11h 22mWestJet
Deal found 2/25$377
Mon 3/116:19 amMDW - YWG
1 stop5h 18mDelta
Deal found 2/25$407

Find flights from Midway to Winnipeg within your budget

Customize your flight search to find flights from Midway 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 3,409,476 searches. Data last updated February 26, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$422 - $769

Route

Depart

Return

Price

Chicago MidwayWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sun 4/28

2 stops15h 01m

Winnipeg

Sun 5/5

1 stop14h 32m

$422

Chicago MidwayWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Wed 5/8

2 stops23h 01m

Winnipeg

Sat 5/11

1 stop3h 44m

$434

Chicago MidwayWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Thu 4/18

1 stop8h 55m

Winnipeg

Sun 4/21

1 stop14h 32m

$436

Chicago MidwayWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Wed 5/8

2 stops23h 01m

Winnipeg

Sat 5/11

2 stops9h 19m

$439

Chicago MidwayWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Wed 5/8

2 stops23h 01m

Winnipeg

Sat 5/11

1 stop3h 44m

$444

Chicago MidwayWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Wed 5/8

2 stops23h 01m

Winnipeg

Sat 5/11

2 stops9h 19m

$449

Chicago MidwayWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sun 4/28

1 stop9h 25m

Winnipeg

Sun 5/5

1 stop3h 57m

$476

Chicago MidwayWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sun 4/28

1 stop16h 55m

Winnipeg

Sun 5/5

1 stop3h 57m

$487

Chicago MidwayWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Mon 3/11

2 stops11h 20m

Winnipeg

Mon 3/11

1 stop14h 20m

$769

Flights are sorted by cheapest first

Deals found on 2/25

Average price of flights to Winnipeg by month

Plan your trip from Midway to Winnipeg by taking into account the cheapest months to travel. The average price of a one-way flight from Midway to Winnipeg is currently $307 while a round-trip flight costs $484. Price data was last updated on February 18, 2024.

Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Winnipeg (average of $363). Flying from Chicago Midway Airport to Winnipeg in July is currently the most expensive (average of $570). 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

$510

March

$472

April

$530

May

$539

June

$565

July

$570

August

$506

September

$483

October

$494

November

$363

December

$412

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 February 26, 2024.
To help decide which airline to fly from Chicago to Winnipeg, see what other customers have to say about Delta and WestJet. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
11,853 reviews

Boarding

8.2

Overall

8.1

Entertainment

8.1

Food

7.5

Comfort

7.9

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

8.1
Very good
11,853 reviews
8.1
Very good
11,853 reviews

Boarding

8.2

Overall

8.1

Entertainment

8.1

Food

7.5

Comfort

7.9

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

7.6
Good
3,139 reviews
8.1
Very good
11,853 reviews

Boarding

8.2

Overall

8.1

Entertainment

8.1

Food

7.5

Comfort

7.9

Crew

8.6

Reviews

1 / 10

It was a good experience other than a short delay.

7.4
Good
491 reviews
8.1
Very good
11,853 reviews

Boarding

8.2

Overall

8.1

Entertainment

8.1

Food

7.5

Comfort

7.9

Crew

8.6

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 Midway 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 Midway?

Located just 4.6 mi from the city center, Winnipeg is the airport most travelers will use when flying to Winnipeg from Chicago Midway. Booking flights from Chicago Midway to Winnipeg (YWG) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 0 different airlines.

Can I find flights from Chicago Midway Airport to Winnipeg for under $500 on Cheapflights?

Yes, there are multiple flights from Chicago Midway Airport to Winnipeg for under $500. The cheapest flight booked recently is on WestJet for just $422, but on average you can expect to pay $515.

Are there last-minute flights available from Chicago Midway Airport to Winnipeg for under $900?

There are currently 3+ open flights from Chicago Midway Airport to Winnipeg within the next 7 days for less than $900.

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

Cheapflights users have booked flights from Chicago Midway Airport to Winnipeg round-trip from $422. Another airline that can offer you cheap pricing is Delta.

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

To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $181. WestJet flights start at $206 while deals on Porter Airlines start at $250 one-way.

What does MDW to YWG mean?

MDW and YWG are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. MDW to YWG refers to a flight route from Chicago Midway Airport to Winnipeg Airport.

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midway to Winnipeg
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Search flights from Midway to Winnipeg by cabin class

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

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User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations

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 Midway to Winnipeg?

Cheapflights makes it easy to find Midway to Winnipeg flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Midway to Winnipeg for you. Better yet — we are completely free to use.

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

Yes! Cheapflights helps users easily find flights from Midway to Winnipeg with no change fees.

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

Yes, Cheapflights offers price alerts on Midway to Winnipeg flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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