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Chicago (ORD) to Winnipeg International (YWG) Flights from ₹21,655

Fares on this route currently start from ₹21,655. Compare live ORD to YWG prices, non-stop and connecting flights, departure times and airline choices before booking. Use the search panel to change origin, destination, passengers, cabin and trip type instantly.
ORD → YWG 14 Jul 2026 Live inventory
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Showing 25 of 120 live flights
westjet
WS-1611
17:30
07/14/2026
ORD
Chicago Airport
7h 25m
1 Stop
⏱ YYC · 1h 30mYYC Airport
00:55
07/15/2026
+1
YWG
Winnipeg International Airport
₹21,655
per person
✕ Non-refundable9 fare options
WestJet
WS-1611
17:30
07/14/2026
ORD
Chicago Airport
17h 40m
1 Stop
⏱ YYC · 11h 45mYYC Airport
11:10
07/15/2026
+1
YWG
Winnipeg International Airport
₹23,147
per person
✕ Non-refundable
WestJet
WS-1611
17:30
07/14/2026
ORD
Chicago Airport
18h 45m
1 Stop
⏱ YYC · 12h 50mYYC Airport
12:15
07/15/2026
+1
YWG
Winnipeg International Airport
₹23,147
per person
✕ Non-refundable
WestJet
WS-1611
17:30
07/14/2026
ORD
Chicago Airport
28h 40m
1 Stop
⏱ YYC · 22h 45mYYC Airport
22:10
07/15/2026
+1
YWG
Winnipeg International Airport
₹23,147
per person
✕ Non-refundable4 fare options
WestJet
WS-1611
17:30
07/14/2026
ORD
Chicago Airport
26h 45m
1 Stop
⏱ YYC · 20h 50mYYC Airport
20:15
07/15/2026
+1
YWG
Winnipeg International Airport
₹23,147
per person
✕ Non-refundable4 fare options
WestJet
WS-1611
17:30
07/14/2026
ORD
Chicago Airport
20h 35m
1 Stop
⏱ YYC · 14h 40mYYC Airport
14:05
07/15/2026
+1
YWG
Winnipeg International Airport
₹24,663
per person
✕ Non-refundable5 fare options
WestJet
WS-1611
17:30
07/14/2026
ORD
Chicago Airport
23h 55m
1 Stop
⏱ YYC · 18h 0mYYC Airport
17:25
07/15/2026
+1
YWG
Winnipeg International Airport
₹24,663
per person
✕ Non-refundable5 fare options
WestJet
WS-1611
17:30
07/14/2026
ORD
Chicago Airport
21h 55m
1 Stop
⏱ YYC · 16h 0mYYC Airport
15:25
07/15/2026
+1
YWG
Winnipeg International Airport
₹24,663
per person
✕ Non-refundable5 fare options
Porter Airlines
PD-6031
20:37
07/14/2026
ORD
Chicago Airport
23h 17m
1 Stop
⏱ YYZ · 18h 46mYYZ Airport
19:54
07/15/2026
+1
YWG
Winnipeg International Airport
₹27,760
per person
✕ Non-refundable
Porter Airlines
PD-6031
20:37
07/14/2026
ORD
Chicago Airport
18h 42m
1 Stop
⏱ YYZ · 14h 11mYYZ Airport
15:19
07/15/2026
+1
YWG
Winnipeg International Airport
₹27,760
per person
✕ Non-refundable3 fare options
aircanada
AC-4986
07:09
07/14/2026
ORD
Chicago Airport
7h 16m
1 Stop
⏱ YYZ · 2h 51mYYZ Airport
14:25
07/14/2026
YWG
Winnipeg International Airport
₹28,487
per person
✕ Non-refundable15 fare options
aircanada
AC-504
09:50
07/14/2026
ORD
Chicago Airport
6h 30m
1 Stop
⏱ YYZ · 2h 5mYYZ Airport
16:20
07/14/2026
YWG
Winnipeg International Airport
₹28,760
per person
✕ Non-refundable17 fare options
aircanada
AC-504
09:50
07/14/2026
ORD
Chicago Airport
8h 25m
1 Stop
⏱ YYZ · 4h 0mYYZ Airport
18:15
07/14/2026
YWG
Winnipeg International Airport
₹28,760
per person
✕ Non-refundable15 fare options
Air Canada
AC-520
08:45
07/14/2026
ORD
Chicago Airport
9h 30m
2 Stops
⏱ YUL · 2h 10mYUL Airport⏱ YYZ · 1h 0mYYZ Airport
18:15
07/14/2026
YWG
Winnipeg International Airport
₹29,475
per person
✕ Non-refundable🔥 Last 3 seats4 fare options
United Airlines
UA-1779
21:41
07/14/2026
ORD
Chicago Airport
13h 34m
2 Stops
⏱ BOS · 4h 46mBOS Airport⏱ YYZ · 1h 40mYYZ Airport
11:15
07/15/2026
+1
YWG
Winnipeg International Airport
₹30,952
per person
✕ Non-refundable2 fare options
United Airlines
UA-1779
21:41
07/14/2026
ORD
Chicago Airport
13h 34m
2 Stops
⏱ BOS · 4h 46mBOS Airport⏱ YYZ · 1h 40mYYZ Airport
11:15
07/15/2026
+1
YWG
Winnipeg International Airport
₹30,952
per person
✕ Non-refundable4 fare options
aircanada
AC-4899
12:55
07/14/2026
ORD
Chicago Airport
10h 25m
1 Stop
⏱ YYZ · 5h 54mYYZ Airport
23:20
07/14/2026
YWG
Winnipeg International Airport
₹31,414
per person
✓ Refundable🔥 Last 1 seats4 fare options
Air Canada
AC-8550
14:00
07/14/2026
ORD
Chicago Airport
9h 20m
1 Stop
⏱ YTZ · 4h 58mYTZ Airport
23:20
07/14/2026
YWG
Winnipeg International Airport
₹31,434
per person
✕ Non-refundable5 fare options
Air Canada
AC-8548
07:25
07/14/2026
ORD
Chicago Airport
8h 55m
1 Stop
⏱ YTZ · 4h 33mYTZ Airport
16:20
07/14/2026
YWG
Winnipeg International Airport
₹31,434
per person
✕ Non-refundable5 fare options
aircanada
AC-4407
10:43
07/14/2026
ORD
Chicago Airport
12h 37m
1 Stop
⏱ YYZ · 7h 58mYYZ Airport
23:20
07/14/2026
YWG
Winnipeg International Airport
₹31,716
per person
✕ Non-refundable
aircanada
AC-5138
21:20
07/14/2026
ORD
Chicago Airport
12h 40m
1 Stop
⏱ YYZ · 8h 21mYYZ Airport
10:00
07/15/2026
+1
YWG
Winnipeg International Airport
₹31,716
per person
✕ Non-refundable
aircanada
AC-8914
20:40
07/14/2026
ORD
Chicago Airport
13h 20m
1 Stop
⏱ YYZ · 8h 55mYYZ Airport
10:00
07/15/2026
+1
YWG
Winnipeg International Airport
₹31,716
per person
✕ Non-refundable
aircanada
AC-5138
21:20
07/14/2026
ORD
Chicago Airport
13h 55m
1 Stop
⏱ YYZ · 9h 36mYYZ Airport
11:15
07/15/2026
+1
YWG
Winnipeg International Airport
₹31,716
per person
✕ Non-refundable
aircanada
AC-8914
20:40
07/14/2026
ORD
Chicago Airport
14h 35m
1 Stop
⏱ YYZ · 10h 10mYYZ Airport
11:15
07/15/2026
+1
YWG
Winnipeg International Airport
₹31,716
per person
✕ Non-refundable
aircanada
AC-8548
07:25
07/14/2026
ORD
Chicago Airport
15h 55m
1 Stop
⏱ YTZ · 11h 33mYTZ Airport
23:20
07/14/2026
YWG
Winnipeg International Airport
₹31,716
per person
✕ Non-refundable
😕 No flights match your filters.
Chicago (ORD)
Winnipeg International (YWG)

📅 Results on this page are loaded for 14 Jul 2026. Click Load more flights to expand the full list on this page.

Chicago to Winnipeg International — what to expect when booking

The ORD–YWG route is served by multiple carriers throughout the year. Fares on this route can move quickly — a price available now may not be there 30 minutes later.

If your dates are flexible, try shifting your departure by a day or two using the date strip above. Mid-week departures often show lower base fares compared to weekend starts on many routes.

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Chicago Charlotte
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Chicago Cincinnati
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Chicago Cleveland
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Chicago Colorado Springs
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Chicago Columbia
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Chicago Columbus
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Chicago Copenhagen
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Chicago Dayton
ORD → DAY
Chicago Decatur
ORD → DEC
Chicago Delhi
ORD → DEL
Chicago Denver
ORD → DEN
Chicago Des Moines
ORD → DSM
Chicago Detroit
ORD → DTW
Chicago Doha
ORD → DOH
Chicago Dublin
ORD → DUB
Chicago Duesseldorf
ORD → DUS
Chicago Duluth
ORD → DLH
Chicago Eau Clarie
ORD → EAU
Chicago Edmonton
ORD → YEG
Chicago El Paso
ORD → ELP
Chicago Elmira
ORD → ELM
Chicago Evansville
ORD → EVV
Chicago Fargo
ORD → FAR
Chicago Flint
ORD → FNT
Chicago Fort Lauderdale
ORD → FLL
Chicago Fort Myers
ORD → RSW
Chicago Fort Wayne
ORD → FWA
Chicago Fort Worth
ORD → DFW
Chicago Frankfurt
ORD → FRA
Chicago Grand Cayman
ORD → GCM
Chicago Grand Rapids
ORD → GRR
Chicago Green Bay
ORD → GRB
Chicago Greensboro
ORD → GSO
Chicago Greenville
ORD → GSP
Chicago Guadalajara
ORD → GDL
Chicago Halifax International
ORD → YHZ
Chicago Hancock
ORD → CMX
Chicago Harrisburg
ORD → MDT
Chicago Hartford
ORD → BDL
Chicago Hong Kong
ORD → HKG
Chicago Honolulu
ORD → HNL
Chicago Houston
ORD → IAH
Chicago Huntsville
ORD → HSV
Chicago Indianapolis
ORD → IND
Chicago Istanbul
ORD → IST
Chicago Jackson
ORD → JAN
Chicago Jacksonville
ORD → JAX
Chicago Kahului
ORD → OGG
Chicago Kalamazoo
ORD → AZO
Chicago Kansas City
ORD → MCI
Chicago Kitchener
ORD → YKF
Chicago Knoxville
ORD → TYS
Chicago La Crosse
ORD → LSE
Chicago Lansing
ORD → LAN
Chicago Las Vegas
ORD → LAS
Chicago Lexington
ORD → LEX
Chicago Lincoln
ORD → LNK
Chicago Little Rock
ORD → LIT
Chicago London
ORD → YXU
Chicago London
ORD → LHR
Chicago Los Angeles
ORD → LAX
Chicago Louisville
ORD → SDF
Chicago Madison
ORD → MSN
Chicago Madrid
ORD → MAD
Chicago Manchester
ORD → MAN
Chicago Manchester
ORD → MHT
Chicago Marquette
ORD → MQT
Chicago Memphis
ORD → MEM
Chicago Mexico City
ORD → MEX
Chicago Miami
ORD → MIA
Chicago Milwaukee
ORD → MKE
Chicago Minneapolis
ORD → MSP
Chicago Mobile
ORD → MOB
Chicago Moline
ORD → MLI
Chicago Montego Bay
ORD → MBJ
Chicago Monterrey
ORD → MTY
Chicago Montreal
ORD → YUL
Chicago Muenchen
ORD → MUC
Chicago Myrtle Beach
ORD → MYR
Chicago Nashville
ORD → BNA
Chicago Nassau
ORD → NAS
Chicago New Orleans
ORD → MSY
Chicago New York
ORD → EWR
Chicago Norfolk
ORD → ORF
Chicago Oakland
ORD → OAK
Chicago Oklahoma City
ORD → OKC
Chicago Omaha
ORD → OMA
Chicago Orlando
ORD → MCO
Chicago Ottawa
ORD → YOW
Chicago Paducah
ORD → PAH
Chicago Palm Springs
ORD → PSP
Chicago Panama City
ORD → PTY
Chicago Paris
ORD → CDG
Chicago Pensacola
ORD → PNS
Chicago Peoria
ORD → PIA
Chicago Philadelphia
ORD → PHL
Chicago Phoenix
ORD → PHX
Chicago Pittsburgh International Airport
ORD → PIT
Chicago Portland International
ORD → PDX
Chicago Portland
ORD → PWM
Chicago Providence
ORD → PVD
Chicago Puerto Vallarta
ORD → PVR
Chicago Punta Cana
ORD → PUJ
Chicago Quebec
ORD → YQB
Chicago Raleigh
ORD → RDU
Chicago Rapid City
ORD → RAP
Chicago Regina
ORD → YQR
Chicago Reno
ORD → RNO
Chicago Richmond
ORD → RIC
Chicago Roanoke
ORD → ROA
Chicago Rochester
ORD → ROC
Chicago Rome
ORD → FCO
Chicago Sacramento
ORD → SMF
Chicago Saginaw
ORD → MBS
Chicago Salt Lake City
ORD → SLC
Chicago San Antonio
ORD → SAT
Chicago San Diego
ORD → SAN
Chicago San Francisco
ORD → SFO
Chicago San Jose Cabo
ORD → SJD
Chicago San Jose
ORD → SJO
Chicago San Jose
ORD → SJC
Chicago San Juan
ORD → SJU
Chicago San Salvador
ORD → SAL
Chicago Santa Ana
ORD → SNA
Chicago Sao Paulo
ORD → GRU
Chicago Sarasota
ORD → SRQ
Chicago Saskatoon
ORD → YXE
Chicago Savannah
ORD → SAV
Chicago Seattle
ORD → SEA
Chicago Seoul
ORD → ICN
Chicago Shanghai
ORD → PVG
Chicago Sioux City IA
ORD → SUX
Chicago Sioux Falls
ORD → FSD
Chicago South Bend
ORD → SBN
Chicago Springfield
ORD → SPI
Chicago St. Louis
ORD → STL
Chicago St. Marteen
ORD → SXM
Chicago St. Thomas
ORD → STT
Chicago State College
ORD → SCE
Chicago Stockholm
ORD → ARN
Chicago Syracuse
ORD → SYR
Chicago Tampa
ORD → TPA
Chicago Tokyo
ORD → NRT
Chicago Toronto
ORD → YYZ
Chicago Traverse City
ORD → TVC
Chicago Tucson
ORD → TUS
Chicago Tulsa
ORD → TUL
Chicago Vancouver
ORD → YVR
Chicago Warsaw
ORD → WAW
Chicago Washington DC
ORD → IAD
Chicago Waterloo IA
ORD → ALO
Chicago Wausau
ORD → CWA
Chicago West Palm Beach
ORD → PBI
Chicago White Plains
ORD → HPN
Chicago Wichita
ORD → ICT
Chicago Wien
ORD → VIE
Chicago Wilkes Barre
ORD → AVP
Chicago Zurich
ORD → ZRH
More flights from Winnipeg International (YWG)
19 routes
❓ Frequently asked questions — Chicago to Winnipeg International flights

Generally yes — fares on most routes are most competitive around 4–6 weeks before departure. Booking earlier usually means better availability and a lower base fare when your dates are fixed.

The straight-line distance between Chicago,USA (ORD) and Winnipeg International,Canada (YWG) is approximately shown in the route details above. Actual flying distance may vary slightly depending on routing.

Non-stop availability on this route varies by airline schedule and season. Use the filters below to quickly check whether direct options are available on your selected date.

Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.