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

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The best prices from Chicago to Winnipeg are usually found in February or April, booked 37 days in advance, depart on a Tuesday or Sunday and return on a Wednesday

$630
$510
$400
$285
Price
$285 - $530
Temperature
14 - 81 °F
Rainfall
0 - 3 inches
Most popular in March High demand for flights, 12% potential price rise
Cheapest in February Best time to find cheap flights, 3% potential price drop
Average price $517 Price for this month
Cheapest price $285 From Chicago to Winnipeg

Chicago to Winnipeg 2020 flight deals

Cheap flights to Winnipeg from Chicago found for this year
28 May - 1 Jun
$405pp
MDW
Chicago Midway
Delta
 
1 STOP
YWG
Winnipeg
YWG
Winnipeg
Delta
 
1 STOP
MDW
Chicago Midway
16 Jan - 20 Jan
$416pp
MDW
Chicago Midway
Delta
 
1 STOP
YWG
Winnipeg
YWG
Winnipeg
Delta
 
1 STOP
MDW
Chicago Midway
15 Aug - 19 Aug
$430pp
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
YWG
Winnipeg
YWG
Winnipeg
Delta
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Winnipeg from Chicago

Save time with Chicago to Winnipeg direct flight deals
16 Jan - 20 Jan
$506pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
YWG
Winnipeg
YWG
Winnipeg
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Winnipeg

Late deals on round-trip flights to Winnipeg from Chicago, departing today and this week
18 Dec - 20 Dec
$930pp
MDW
Chicago Midway
Delta
   
2 STOPS
YWG
Winnipeg
YWG
Winnipeg
Delta
   
2 STOPS
MDW
Chicago Midway
18 Dec - 20 Dec
$1001pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
YWG
Winnipeg
YWG
Winnipeg
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Destination information for Winnipeg

Things to know before you go. Useful info for your trip from Chicago to Winnipeg
Today's exchange rate
$1.00 = C$ 1.32
Average temperature for December in Winnipeg
19.4 °F
Avg rainfall for December in Winnipeg
1.1 ″

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Airports servicing Winnipeg

Weekly flight availability
from Chicago to Winnipeg
Sunday
7 daily flights
Monday
7 daily flights
Tuesday
7 daily flights
Wednesday
7 daily flights
Thursday
4 daily flights
Friday
7 daily flights
Saturday
7 daily flights

Related info for your journey

Useful info, stats and facts about Chicago to Winnipeg flights.

Flight FAQs

From Chicago to Winnipeg

What days are nonstop flights available from Chicago to Winnipeg?

Days when nonstop flights are available for this flight are: Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday.

What percent of flights are delayed?

Airlines departing from Chicago to Winnipeg are usually on time.

How many passenger seats are available on a flight on this route?

247 passengers can be comfortably seated on when flying from Chicago to Winnipeg on average per day.

What is the cheapest airline for this route?

When searching, try setting your filters to view flights for ExpressJet, as currently they have the cheapest options available from Chicago to Winnipeg. On average you can find 128 flights for this flight path daily.

How long does the flight from Chicago to Winnipeg take?

A nonstop flight takes up to 3 hours, covering a distance of 441 miles.

How many flights depart from Chicago to Winnipeg on average per day?

On average 14 flights depart from Chicago to Winnipeg per day.
Morning (6am - Noon) - 64% of flight departures
Evening (6pm - Midnight) - 36% of flight departures

Is Chicago weather warmer or cooler than Winnipeg?

Expect the weather to be around 84 °F on average in July. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in Winnipeg is generally colder than in Chicago.