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Find Cheap Flights from Illinois to Winnipeg

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Wichita (ICT)
Winnipeg
Sat 11/16
Sat 11/23
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Illinois to Winnipeg Flight Information

Flights Arrive in Winnipeg
Flights Depart from Illinois
Flight Price $395
Airlines Delta, United Airlines

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Book cheap flights from Illinois to Winnipeg (round-trip)

Airports
Origin
Chicago
$395
only
$395
$395
only
$395
Destination
Winnipeg
$395
only
$395
Sat, Nov 9
MDW
Chicago Midway
YWG
Winnipeg
5h 24m
Mon, Nov 11
YWG
Winnipeg
MDW
Chicago Midway
4h 59m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
LGA
GSP
Excellent 8.4

Pros: Exit row seating for no extra charge

Cons: Seat mate not friendly

DEN
LGA
Okay 4.0

Pros: Nothing

Cons: Idk terrible flight experience with delta

SLC
SJC
Good 6.0

Cons: Bag drop agent was not helpful.

MSP
MKE
Excellent 8.0

Pros: Good Flight

YUL
MSP
Mediocre 3.6

Cons: I’m skinny and 5’2” and I felt squashed. Like I was in a dollhouse. The space is too small, it’s too uncomfortable. I couldn’t take my zip front sweater off. The seats and space are not proportional to humans.

Tue, Oct 22
ORD
Chicago O'Hare Intl
YWG
Winnipeg
2h 21m
Wed, Oct 23
YWG
Winnipeg
ORD
Chicago O'Hare Intl
11h 38m
Trip: 2 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 15 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.6
Food
6.5
MFR
SFO
Excellent 10.0

Pros: The beverage service and entertainment was fantastic!

Cons: I wish the seats were slightly roomier.

EIS
SJU
Good 6.6

Pros: Pilot is polite Flight is on time I git in earlier flight than my scheduled one Ground crew at check in counter is quite pleasant

Cons: Air craft is quite old Wish it could be newer

SAN
EWR
Good 6.6

Cons: Free food was lacking for a 5 hr flight. Pretzels and a pack of cookies.

LAX
SAN
Excellent 8.0

Cons: The time of the flight was super late. I wish we could have left earlier. All other aspects were fine.

OKC
EWR
Excellent 8.6

Pros: Fast and efficient

Cons: Seats could be more comfortable. Especially head rest.

Sat, Nov 9
MDW
Chicago Midway
YWG
Winnipeg
5h 24m
Mon, Nov 11
YWG
Winnipeg
MDW
Chicago Midway
4h 59m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
LGA
ORD
Good 7.2

Cons: Small plane, feels cramped

IAH
SLC
Good 6.8

Pros: Good movie selection

Cons: Always late to depart. Seating was cramped and uncomfortable

SJU
JFK
Excellent 10.0

Pros: Fast service and precise timing

LGA
SAV
Excellent 8.4

Pros: We left on time and arrived early. The seat in comfort class had excellent leg room.

Cons: The food was mediocre, to say the least.

CHS
LGA
Excellent 9.5

Cons: Traveled Comfort Plus. Looking really crowded in the main cabin.

Fri, Nov 15
ORD
Chicago O'Hare Intl
YWG
Winnipeg
6h 33m
Tue, Nov 19
YWG
Winnipeg
ORD
Chicago O'Hare Intl
4h 22m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
SEA
ORD
Okay 5.6

Pros: Nice crew

Cons: No leg room for 6’6” person.

SGF
ATL
Okay 5.6

Pros: Plane was held for at least 40+ min for additional passengers. I was in First Class and no drinks were offered until another passenger complained and then the flight team took a a burden to have to offer anything.

Cons: New Flight crew.

LGA
SAV
Excellent 8.4

Pros: We left on time and arrived early. The seat in comfort class had excellent leg room.

Cons: The food was mediocre, to say the least.

LGA
GSP
Excellent 8.4

Pros: Exit row seating for no extra charge

Cons: Seat mate not friendly

DCA
MSP
Excellent 8.0

Pros: Good on time flight

Fri, Nov 15
ORD
Chicago O'Hare Intl
YWG
Winnipeg
6h 33m
Tue, Nov 19
YWG
Winnipeg
ORD
Chicago O'Hare Intl
4h 22m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
LHR
JFK
Excellent 9.6

Pros: Like the pleasantries from the Delta crew

Cons: More snacks :) !!!!

DTW
PHX
Excellent 10.0

Pros: It was a safe journey good rest and a very smooth operation

Cons: More vegan options

JFK
ORD
Good 6.0

Cons: The unfortunate delay prevented me from attending my grandmother’s wake. Fewer delays would be helpful.

SEA
ORD
Okay 5.6

Pros: Nice crew

Cons: No leg room for 6’6” person.

BOS
PHL
Excellent 10.0

Pros: this is the airline

Thu, Nov 28
ORD
Chicago O'Hare Intl
YWG
Winnipeg
6h 03m
Tue, Dec 3
YWG
Winnipeg
ORD
Chicago O'Hare Intl
4h 41m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
IAH
SLC
Good 6.8

Pros: Good movie selection

Cons: Always late to depart. Seating was cramped and uncomfortable

FAY
ATL
Excellent 9.0

Cons: Employee was slow getting to the booth to check us in along with baggage;

SLC
SJC
Good 6.0

Cons: Bag drop agent was not helpful.

SEA
ORD
Okay 5.6

Pros: Nice crew

Cons: No leg room for 6’6” person.

LHR
JFK
Excellent 9.6

Pros: Like the pleasantries from the Delta crew

Cons: More snacks :) !!!!

Thu, Nov 28
ORD
Chicago O'Hare Intl
YWG
Winnipeg
6h 03m
Tue, Dec 3
YWG
Winnipeg
ORD
Chicago O'Hare Intl
4h 41m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
MSP
BOS
Okay 4.0

Pros: Crew were helpful and cheerful.

Cons: Flight on time! Missed connections. In hotel overnight. Missed the event I was travelling to attend!

IAH
SLC
Good 6.8

Pros: Good movie selection

Cons: Always late to depart. Seating was cramped and uncomfortable

DTW
PHX
Excellent 10.0

Pros: It was a safe journey good rest and a very smooth operation

Cons: More vegan options

LGA
FLL
Excellent 8.4

Pros: The crew was amazing

Cons: Other travellers where rude

FCO
ATL
Good 7.6

Pros: the “salad” lunch before landing was excellent

Cons: a cleaner plane and the second lavatory upfront was minuscule

Thu, Dec 5
ORD
Chicago O'Hare Intl
YWG
Winnipeg
6h 51m
Tue, Dec 10
YWG
Winnipeg
ORD
Chicago O'Hare Intl
4h 41m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
FLL
ATL
Excellent 10.0

Pros: Very friendly and professional.

Cons: Better options in economy for food

JFK
SAT
Good 6.0

Pros: The crew were awesome and friendly, both in the air and on the ground.

Cons: Delta communicated no reasoning for delaying our flight three hours. They also did not update estimated departure times even when it was clear we would be delayed multiple times because the plane was not at the gate, the crew were not in place, and the pilot safety checks had not occurred.

IAH
SLC
Good 6.8

Pros: Good movie selection

Cons: Always late to depart. Seating was cramped and uncomfortable

GNV
ATL
Good 6.8

Pros: Good to have on board internet

Cons: Quicker boarding of passengers.

BOS
LAX
Excellent 8.3

Pros: Entertainment. Flight attendants. Food

Cons: PROBLEM WITH LOCATING BAGGAGE CAROUSEL. GIVEN WRKNG LICATION .

Thu, Dec 5
ORD
Chicago O'Hare Intl
YWG
Winnipeg
6h 51m
Tue, Dec 10
YWG
Winnipeg
ORD
Chicago O'Hare Intl
4h 41m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
PNS
ATL
Excellent 10.0

Pros: nice crew and newer plane

LGA
GSP
Excellent 8.4

Pros: Exit row seating for no extra charge

Cons: Seat mate not friendly

SJC
SEA
Good 6.5

Pros: It suited the time i could travel

Cons: I felt although they said the two attendants were great they were at best mediocre especially the man

DCA
MSP
Excellent 8.0

Pros: Good on time flight

MKE
SEA
Excellent 8.3

Pros: Good flight

Tue, Oct 22
ORD
Chicago O'Hare Intl
YWG
Winnipeg
2h 21m
Wed, Oct 23
YWG
Winnipeg
ORD
Chicago O'Hare Intl
11h 38m
Trip: 2 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 15 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.6
Food
6.5
MFR
SFO
Excellent 10.0

Pros: The beverage service and entertainment was fantastic!

Cons: I wish the seats were slightly roomier.

HNL
SFO
Excellent 10.0

Pros: The flight from Honolulu to San Francisco was great! Staff was amazing. Trip was smooth and very enjoyable.

Cons: The flight from San Francisco to Washington was horrible. Terribly overcrowded and i wasn’t offered a thing until 40 minutes till landing. Then the flight from Washington to Chattanooga was delayed over 2 hours. Which i understand safety comes first but it made for a very long two day trip back from Hawaii.

BOS
IAH
Good 6.4

Cons: Free high speed Wifi. More room / comfort

EWR
OKC
Okay 5.0

Pros: Seat belt worked.

Cons: The seats are so uncomfortable. No head or neck support. The entertainment WiFi never worked.

ELP
IAH
Okay 4.5

Pros: It was a mediocre flight. No frills.

Cons: Seats could be more comfortable.

Fri, Nov 8
ORD
Chicago O'Hare Intl
YWG
Winnipeg
3h 57m
Mon, Nov 11
YWG
Winnipeg
ORD
Chicago O'Hare Intl
2h 42m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
YUL
MSP
Mediocre 3.6

Cons: I’m skinny and 5’2” and I felt squashed. Like I was in a dollhouse. The space is too small, it’s too uncomfortable. I couldn’t take my zip front sweater off. The seats and space are not proportional to humans.

GNV
ATL
Good 6.8

Pros: Good to have on board internet

Cons: Quicker boarding of passengers.

MSP
BOS
Okay 4.0

Cons: Delayed and did not explain why

CVG
LGA
Mediocre 3.3

Cons: Late

DCA
ATL
Excellent 9.0

Cons: Gate agent did an excellent job getting everybody on the plane in Atlanta

Fri, Nov 8
ORD
Chicago O'Hare Intl
YWG
Winnipeg
3h 57m
Mon, Nov 11
YWG
Winnipeg
ORD
Chicago O'Hare Intl
2h 42m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
LGA
DCA
Mediocre 2.0

Pros: Nothing

Cons: Terrible flight experience from delta

GNV
ATL
Good 6.8

Pros: Good to have on board internet

Cons: Quicker boarding of passengers.

MSP
MKE
Excellent 8.0

Pros: Good Flight

MEX
LAX
Excellent 10.0

Pros: The crew was amazing and seats were comfortable

Cons: Nothing

FAY
ATL
Excellent 9.0

Cons: Employee was slow getting to the booth to check us in along with baggage;

Mon, Dec 30
ORD
Chicago O'Hare Intl
YWG
Winnipeg
4h 05m
Tue, Jan 7
YWG
Winnipeg
ORD
Chicago O'Hare Intl
9h 11m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
YUL
MSP
Mediocre 3.6

Cons: I’m skinny and 5’2” and I felt squashed. Like I was in a dollhouse. The space is too small, it’s too uncomfortable. I couldn’t take my zip front sweater off. The seats and space are not proportional to humans.

SEA
ORD
Okay 5.6

Pros: Nice crew

Cons: No leg room for 6’6” person.

BWI
ATL
Good 7.6

Pros: Thanks for the monitors.

Cons: The crew seems tired.

DCA
MSP
Excellent 8.0

Pros: Good on time flight

MSP
MKE
Excellent 8.6

Pros: Good crew, on time flight and departure.

Mon, Dec 30
ORD
Chicago O'Hare Intl
YWG
Winnipeg
4h 05m
Tue, Jan 7
YWG
Winnipeg
ORD
Chicago O'Hare Intl
9h 11m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
ORH
DTW
Excellent 10.0

Pros: I felt really comfortable safe and more than happy to fly with Delta. Thank you.

Cons: More vegan options.

JFK
ORD
Good 6.0

Cons: The unfortunate delay prevented me from attending my grandmother’s wake. Fewer delays would be helpful.

MKE
SEA
Excellent 8.3

Pros: Good flight

BOS
LAX
Excellent 8.3

Pros: Entertainment. Flight attendants. Food

Cons: PROBLEM WITH LOCATING BAGGAGE CAROUSEL. GIVEN WRKNG LICATION .

GNV
ATL
Good 6.8

Pros: Good to have on board internet

Cons: Quicker boarding of passengers.

Wed, Jan 1
ORD
Chicago O'Hare Intl
YWG
Winnipeg
6h 40m
Wed, Jan 8
YWG
Winnipeg
ORD
Chicago O'Hare Intl
9h 11m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
CVG
LGA
Mediocre 3.3

Cons: Late

MDT
DTW
Good 6.0

Pros: The pilot and steward

Cons: Both flights delayed. No information at all on my the first one was delayed. The second, due to mechanical incompetence

BWI
ATL
Good 7.6

Pros: Thanks for the monitors.

Cons: The crew seems tired.

LGA
DCA
Mediocre 2.0

Pros: Nothing

Cons: Terrible flight experience from delta

LGA
SAV
Excellent 8.4

Pros: We left on time and arrived early. The seat in comfort class had excellent leg room.

Cons: The food was mediocre, to say the least.

Wed, Jan 1
ORD
Chicago O'Hare Intl
YWG
Winnipeg
6h 40m
Wed, Jan 8
YWG
Winnipeg
ORD
Chicago O'Hare Intl
9h 11m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
LGA
FLL
Excellent 8.4

Pros: The crew was amazing

Cons: Other travellers where rude

ATL
FAY
Excellent 8.5

Cons: Seats are terrible - need replacing-worn out; say like Queen Latina, setting on top of one another; absolutely no leg room!

YUL
MSP
Mediocre 3.6

Cons: I’m skinny and 5’2” and I felt squashed. Like I was in a dollhouse. The space is too small, it’s too uncomfortable. I couldn’t take my zip front sweater off. The seats and space are not proportional to humans.

MSP
MKE
Excellent 8.0

Pros: Good Flight

JFK
MEX
Good 7.0

Cons: More food more room - but hey that’s what we always want

Mon, Dec 30
MDW
Chicago Midway
YWG
Winnipeg
4h 25m
Tue, Jan 7
YWG
Winnipeg
MDW
Chicago Midway
6h 11m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
DCA
ATL
Excellent 9.0

Cons: Gate agent did an excellent job getting everybody on the plane in Atlanta

MEX
LAX
Excellent 10.0

Pros: The crew was amazing and seats were comfortable

Cons: Nothing

LGA
GSP
Excellent 8.4

Pros: Exit row seating for no extra charge

Cons: Seat mate not friendly

CHS
LGA
Excellent 9.5

Cons: Traveled Comfort Plus. Looking really crowded in the main cabin.

JFK
ORD
Good 6.0

Cons: The unfortunate delay prevented me from attending my grandmother’s wake. Fewer delays would be helpful.

Mon, Dec 30
MDW
Chicago Midway
YWG
Winnipeg
4h 25m
Tue, Jan 7
YWG
Winnipeg
MDW
Chicago Midway
6h 11m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
LAS
SLC
Excellent 9.6

Pros: Great crew, nice plane, awesomeness me entertainment

BOS
PHL
Excellent 10.0

Pros: this is the airline

LGA
SAV
Excellent 8.4

Pros: We left on time and arrived early. The seat in comfort class had excellent leg room.

Cons: The food was mediocre, to say the least.

FAY
ATL
Excellent 9.0

Cons: Employee was slow getting to the booth to check us in along with baggage;

FLL
ATL
Excellent 10.0

Pros: Very friendly and professional.

Cons: Better options in economy for food

Wed, Jan 1
MDW
Chicago Midway
YWG
Winnipeg
7h 00m
Wed, Jan 8
YWG
Winnipeg
MDW
Chicago Midway
4h 45m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
SEA
NRT
Excellent 9.0

Pros: Flight was comfortable and smooth all the way

Cons: Tastier food options

LGA
MSY
Okay 5.6

Pros: Once boarding was over, flight and crew were great.

Cons: Flight was delayed by 2 1/2 hours. Better accommodations and notice would have been appreciated.

SGF
ATL
Okay 5.6

Pros: Plane was held for at least 40+ min for additional passengers. I was in First Class and no drinks were offered until another passenger complained and then the flight team took a a burden to have to offer anything.

Cons: New Flight crew.

OGG
LAX
Okay 4.0

Pros: The gate crew were very responsive and told us accurate estimates about the delayed departure time. They even distributed snacks for us.

Cons: The flight crew was subpar. We had been delayed by 2 hours and they did nothing to assuage anyone’s frustrations. Service was minimal and lacklustre. In flight WiFi didn’t work with any streaming service. Plane was noisy and old. Seat was about worn through. Truly the worst in flight experience I can remember having domestically.

DCA
ATL
Excellent 9.0

Cons: Gate agent did an excellent job getting everybody on the plane in Atlanta

Wed, Jan 1
MDW
Chicago Midway
YWG
Winnipeg
7h 00m
Wed, Jan 8
YWG
Winnipeg
MDW
Chicago Midway
4h 45m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,883 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
MKE
SEA
Excellent 8.3

Pros: Good flight

PNS
ATL
Excellent 10.0

Pros: nice crew and newer plane

LGA
GSP
Excellent 8.4

Pros: Exit row seating for no extra charge

Cons: Seat mate not friendly

CVG
LGA
Mediocre 3.3

Cons: Late

JFK
SAT
Good 6.0

Pros: The crew were awesome and friendly, both in the air and on the ground.

Cons: Delta communicated no reasoning for delaying our flight three hours. They also did not update estimated departure times even when it was clear we would be delayed multiple times because the plane was not at the gate, the crew were not in place, and the pilot safety checks had not occurred.

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