ORD to YWG

Chicago to Winnipeg flight ticket price

Compare fares, departure times, stops and baggage details for this route, then open the full search when you are ready to check current availability and complete booking.

ORD
Chicago (ORD), USAO Hare International
YWG
Winnipeg (YWG), CanadaWinnipeg
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Live flights for Sat, 06 Jun 2026

Review fares, stops, timings and baggage. Use Search or View all flights for the complete search result.

Showing flight options for the selected travel date.
Currency: USD
Sat, 06 JunORD to YWG$530 Sun, 07 JunORD to YWG Mon, 08 JunORD to YWG Tue, 09 JunORD to YWG Wed, 10 JunORD to YWG Thu, 11 JunORD to YWG Fri, 12 JunORD to YWG
Sort By:DepartureDurationArrivalPrice
Delta Air Lines
Delta Air Lines
DL-3813
06:24
2026-06-06
CHICAGO (ORD)United StatesO Hare International
4H :30 M
1 Stop
MSP · 1h 10mMinneapolis (MSP), United States
10:54
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$530
total fare
Non Refundable 8 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-1554
10:15
2026-06-06
CHICAGO (ORD)United StatesO Hare International
6H :36 M
1 Stop
MSP · 3h 25mMinneapolis (MSP), United States
16:51
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$530
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-3815
12:30
2026-06-06
CHICAGO (ORD)United StatesO Hare International
4H :21 M
1 Stop
MSP · 1h 07mMinneapolis (MSP), United States
16:51
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$530
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-1533
15:47
2026-06-06
CHICAGO (ORD)United StatesO Hare International
7H :39 M
1 Stop
MSP · 4h 25mMinneapolis (MSP), United States
23:26
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$530
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-1471
17:41
2026-06-06
CHICAGO (ORD)United StatesO Hare International
5H :45 M
1 Stop
MSP · 2h 39mMinneapolis (MSP), United States
23:26
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$530
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-6909
17:30
2026-06-06
CHICAGO (ORD)United StatesO Hare International
7H :25 M
1 Stop
YYC · 1h 30mCalgary (YYC), Canada
00:55
2026-06-07
Winnipeg (YWG)CanadaWinnipeg
$571
total fare
Non Refundable 7 Seat Left Economy
Cabin: Included
United Airlines
United Airlines
UA-2666
05:00
2026-06-06
CHICAGO (ORD)United StatesO Hare International
15H :57 M
1 Stop
DEN · 10h 51mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Air Canada
Air Canada
AC-5127
05:00
2026-06-06
CHICAGO (ORD)United StatesO Hare International
15H :57 M
1 Stop
DEN · 10h 51mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
United Airlines
United Airlines
UA-2806
06:00
2026-06-06
CHICAGO (ORD)United StatesO Hare International
14H :57 M
1 Stop
DEN · 9h 52mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Air Canada
Air Canada
AC-4798
06:00
2026-06-06
CHICAGO (ORD)United StatesO Hare International
14H :57 M
1 Stop
DEN · 9h 52mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
Delta Air Lines
Delta Air Lines
DL-3813
06:24
2026-06-06
CHICAGO (ORD)United StatesO Hare International
8H :31 M
1 Stop
MSP · 5h 15mMinneapolis (MSP), United States
14:55
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Air Canada
Air Canada
AC-5051
07:05
2026-06-06
CHICAGO (ORD)United StatesO Hare International
13H :52 M
1 Stop
DEN · 8h 38mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
United Airlines
United Airlines
UA-1217
07:05
2026-06-06
CHICAGO (ORD)United StatesO Hare International
13H :52 M
1 Stop
DEN · 8h 38mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
United Airlines
United Airlines
UA-5475
09:14
2026-06-06
CHICAGO (ORD)United StatesO Hare International
2H :38 M
Non Stop
11:52
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Air Canada
Air Canada
AC-3681
09:14
2026-06-06
CHICAGO (ORD)United StatesO Hare International
2H :38 M
Non Stop
11:52
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
Delta Air Lines
Delta Air Lines
DL-1554
10:15
2026-06-06
CHICAGO (ORD)United StatesO Hare International
4H :40 M
1 Stop
MSP · 1h 30mMinneapolis (MSP), United States
14:55
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Air Canada
Air Canada
AC-4720
10:54
2026-06-06
CHICAGO (ORD)United StatesO Hare International
10H :03 M
1 Stop
DEN · 4h 48mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
United Airlines
United Airlines
UA-1803
10:54
2026-06-06
CHICAGO (ORD)United StatesO Hare International
10H :03 M
1 Stop
DEN · 4h 48mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Air Canada
Air Canada
AC-4771
13:30
2026-06-06
CHICAGO (ORD)United StatesO Hare International
7H :27 M
1 Stop
DEN · 2h 16mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 3 Seat Left Economy
United Airlines
United Airlines
UA-2794
13:30
2026-06-06
CHICAGO (ORD)United StatesO Hare International
7H :27 M
1 Stop
DEN · 2h 16mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 3 Seat Left Economy
Cabin: Included
Air Canada
Air Canada
AC-4548
14:33
2026-06-06
CHICAGO (ORD)United StatesO Hare International
6H :24 M
1 Stop
DEN · 1h 03mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 3 Seat Left Economy
United Airlines
United Airlines
UA-2803
14:33
2026-06-06
CHICAGO (ORD)United StatesO Hare International
6H :24 M
1 Stop
DEN · 1h 03mDenver (DEN), United States
20:57
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 3 Seat Left Economy
Cabin: Included

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Air Canada
Air Canada
AC-4022
20:00
2026-06-06
CHICAGO (ORD)United StatesO Hare International
2H :38 M
Non Stop
22:38
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 1 Seat Left Economy
United Airlines
United Airlines
UA-5645
20:00
2026-06-06
CHICAGO (ORD)United StatesO Hare International
2H :38 M
Non Stop
22:38
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$654
total fare
Non Refundable 1 Seat Left Economy
Cabin: Included
United Airlines
United Airlines
UA-8070
09:55
2026-06-06
CHICAGO (ORD)United StatesO Hare International
6H :23 M
1 Stop
YYZ · 2h 05mToronto (YYZ), Canada
16:18
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$663
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Air Canada
Air Canada
AC-504
09:55
2026-06-06
CHICAGO (ORD)United StatesO Hare International
6H :23 M
1 Stop
YYZ · 2h 05mToronto (YYZ), Canada
16:18
2026-06-06
Winnipeg (YWG)CanadaWinnipeg
$663
total fare
Non Refundable 9 Seat Left Economy
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Fare highlights

Selected flight highlights for 06 Jun 2026.

Open full search
Lowest fare $530 Delta Air Lines 06:24
Earliest departure $654 United Airlines 05:00
Shortest duration $654 United Airlines 09:14
Night 00:00-05:59 $654 United Airlines at 05:00
Morning 06:00-11:59 $530 Delta Air Lines at 06:24
Afternoon 12:00-17:59 $530 Delta Air Lines at 12:30
Evening 18:00-23:59 $654 Air Canada at 20:00

Chicago to Winnipeg route details

Chicago (ORD)

O Hare International

USA

Winnipeg (YWG)

Winnipeg

Canada

Flights shown for 06 Jun 2026. View all flights opens the complete search result.

Chicago to Winnipeg - what to expect when booking

The ORD to YWG cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.

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More flights from Chicago (ORD)24 routes
Chicago → Abu Dhabi
ORD → AUH
Chicago → Akron/canton
ORD → CAK
Chicago → Albany
ORD → ALB
Chicago → Albuquerque
ORD → ABQ
Chicago → Allentown
ORD → ABE
Chicago → Amman
ORD → AMM
Chicago → Amsterdam
ORD → AMS
Chicago → Anchorage
ORD → ANC
Chicago → Appleton
ORD → ATW
Chicago → Fletcher
ORD → AVL
Chicago → Atlanta
ORD → ATL
Chicago → Atlantic City
ORD → ACY
Chicago → Austin
ORD → AUS
Chicago → Beijing
ORD → PEK
Chicago → Fayetteville
ORD → XNA
Chicago → Berlin
ORD → TXL
Chicago → Birmingham
ORD → BHM
Chicago → Bloomington-Normal
ORD → BMI
Chicago → Boise
ORD → BOI
Chicago → Boston
ORD → BOS
Chicago → Bozeman
ORD → BZN
Chicago → Brussels
ORD → BRU
Chicago → Buffalo Ny
ORD → BUF
Chicago → Burlington
ORD → BRL
More flights from Winnipeg (YWG)21 routes
Winnipeg → Calgary
YWG → YYC
Winnipeg → Chicago
YWG → ORD
Winnipeg → Churchill Manitoba
YWG → YYQ
Winnipeg → Denver
YWG → DEN
Winnipeg → Edmonton
YWG → YEG
Winnipeg → Flin Flon
YWG → YFO
Winnipeg → Gillam
YWG → YGX
Winnipeg → Las Vegas
YWG → LAS
Winnipeg → London
YWG → YXU
Winnipeg → Minneapolis
YWG → MSP
Winnipeg → Montreal
YWG → YUL
Winnipeg → Ottawa
YWG → YOW
Winnipeg → Rankin Inlet
YWG → YRT
Winnipeg → Regina Saskatchewan
YWG → YQR
Winnipeg → Sanikiluaq
YWG → YSK
Winnipeg → Saskatoon
YWG → YXE
Winnipeg → The Pas
YWG → YQD
Winnipeg → Thompson
YWG → YTH
Winnipeg → Thunder Bay
YWG → YQT
Winnipeg → Toronto
YWG → YYZ
Winnipeg → Vancouver
YWG → YVR
Frequently asked questions - Chicago to Winnipeg flights
Generally yes. When your travel date is fixed, comparing live fares early gives you better visibility of timings, baggage and fare rules before prices change.
The flying distance depends on the routing selected by the airline. Live flight cards show duration and stop details for each result.
Availability changes by airline schedule and date. Use the Stops filter to quickly check non-stop, one-stop and connecting options on this landing page.
Airline inventory can change within minutes. Book Now sends the selected result to the review flow where the fare is checked again before final booking.
Yes. The date strip and search box open the full search for the selected date, while this page keeps the route details easy to compare.