Cheap flights from Winnipeg to Illinois

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Winnipeg (YWG)
Chicago (ORD)
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How to find the cheapest flight from
Winnipeg (YWG) to Illinois

All the information you need to plan the best YWG to ORD flight in 2021: compare Winnipeg to Illinois flight prices with the expected peak season, weather and rainfall in Illinois.
When is the cheapest time to fly from Winnipeg to Illinois (YWG - IL)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Illinois as you normally would.

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

To save on the cost of your flight from Winnipeg to Illinois, book at least 60 days before your planned departure. Booking around this time can save you about 98% on the cost of this flight compared to booking a flight leaving this week. We have found prices from C$ 746 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as C$ 1,131.

Cheap flights from Winnipeg to Illinois in November, December 2021

The best prices found for YWG to Illinois flights for November, December
22 Dec - 27 Dec
C$ 616pp
YWG
Winnipeg
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YWG
Winnipeg
22 Dec - 30 Dec
C$ 659pp
YWG
Winnipeg
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YWG
Winnipeg
22 Dec - 29 Dec
C$ 721pp
YWG
Winnipeg
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YWG
Winnipeg

Winnipeg to Illinois 2022 flight deals

Cheap flights to Illinois from Winnipeg found for next year
22 Dec - 27 Dec
C$ 616pp
YWG
Winnipeg
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YWG
Winnipeg
22 Dec - 30 Dec
C$ 659pp
YWG
Winnipeg
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YWG
Winnipeg
22 Dec - 29 Dec
C$ 721pp
YWG
Winnipeg
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YWG
Winnipeg

Last minute flights from Winnipeg to Illinois

Late deals on round-trip flights to Illinois from Winnipeg, departing today and this week
6 Dec - 8 Dec
C$ 908pp
YWG
Winnipeg
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
YWG
Winnipeg
6 Dec - 8 Dec
C$ 913pp
YWG
Winnipeg
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
YWG
Winnipeg
6 Dec - 8 Dec
C$ 931pp
YWG
Winnipeg
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Air Canada
 
1 STOP
YWG
Winnipeg

One-way flights to Illinois from Winnipeg

The cheapest one-way flights from Winnipeg to Illinois
12:45 a.m. - 7:23 a.m.
Air Canada
1 stop
6h 38m
YWG - ORD
Air Canada
C$ 483
Air Canada
12:45 a.m. - 2:50 a.m.
United Airlines
2 stops
26h 05m
YWG - ORD
United Airlines
C$ 521
United
2:35 a.m. - 10:00 a.m.
Delta
1 stop
7h 25m
YWG - MDW
Delta
C$ 577
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Winnipeg</span> to <span class="emphasized">Illinois</span> flights.

Flight FAQs

From Winnipeg to Illinois

What airport do you fly from for flights from Winnipeg to Illinois?

If you book a flight to Illinois from Winnipeg, you will be flying from Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 7.3 km from the centre of Winnipeg.

Which airlines flying from Winnipeg to Illinois have flexible cancellations due to COVID-19?

United Airlines, Delta, and Air Canada are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Winnipeg to Illinois for under C$ 600 on Cheapflights?

Yes, there are multiple flights from Winnipeg to Illinois for under C$ 600. The cheapest flight booked recently is on Delta for just C$ 547, but on average you can expect to pay C$ 645.

Are there last-minute flights available from Winnipeg to Illinois for under C$ 1,000?

There are currently 3+ open flights from Winnipeg to Illinois within the next 7 days for less than C$ 1,000.

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

For one-way options, check prices for Delta. According to our data, you can fly for as low as C$ 310. Users have also found prices from C$ 483 and C$ 521 on Air Canada and United Airlines, respectively.

What are the cheapest flights from Winnipeg to Illinois?

While on average a flight from Winnipeg to Illinois is generally C$ 466, our data shows the cheapest flight currently is C$ 458. When looking at the most popular route, (Winnipeg - Chicago O'Hare Intl), you can expect to pay C$ 551 for that flight.

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

Before booking your flight from Winnipeg to Illinois check out the most popular airlines for this route: Air Canada, Delta or United Airlines.

COVID Restrictions

View COVID Travel Restrictions for Illinois (IL)

Do I need a COVID test to fly to Illinois from Winnipeg?

Information is based on travel restrictions from Winnipeg to Illinois

Most visitors from Winnipeg need to provide a negative COVID-19 test result and/or quarantine to enter Illinois.

COVID-19 testing requirements
Visitors from Winnipeg must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Illinois.

Quarantine requirements
Visitors from Winnipeg are not required to quarantine after entering Illinois.

Do I need a test to fly back to Winnipeg from Illinois?

Returning to Winnipeg from Illinois

COVID-19 testing requirements
Visitors from Illinois must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Winnipeg.

Quarantine requirements
Visitors from Illinois are not required to quarantine after entering Winnipeg.

Hide COVID Travel Restrictions for Illinois (IL)

Destination points for flights from Winnipeg to Illinois

Select to see more specific information for flights from Winnipeg to all places in Illinois.
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Destination information for Illinois

Things to know before you go - useful duration and weather info for your trip from Winnipeg to Illinois.
Today's exchange rate
C$ 1 = $0.79

Airports servicing Winnipeg

Airports servicing

Bloomington Bloomington-Normal (BMI)
Champaign University-Willard (CMI)
Decatur Arpt (DEC)
Moline (MLI)
Marion Williamson County (MWA)

Top 4 airlines flying from Winnipeg to Illinois

The chart below displays the airlines Cheapflights users travelling from Winnipeg to Illinois choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
WestJet
C$ 236 C$ 423 No cancel fee 60%
Search WestJet flights
Delta
C$ 342 C$ 516 No cancel fee N/A
Search Delta flights
Air Canada
C$ 433 C$ 533 No cancel fee 67%
Search Air Canada flights
United Airlines
C$ 467 C$ 640 No cancel fee 69%
Search United Airlines flights
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