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Wisconsin to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Wisconsin
Flight Price $186
Airlines United Airlines, American Airlines, Delta

Book cheap flights from Wisconsin to Chicago (round-trip)

Airports
Origin
Milwaukee
$222
only
$222
Green Bay
$209
only
$209
Madison
$433
only
$433
Eau Claire
$186
only
$186
La Crosse
$311
only
$311
Wausau
$281
only
$281
Appleton
$209
only
$209
Destination
Chicago
$186
only
$186
$292
only
$292
Sat, Apr 6
EAU
Eau Claire
ORD
Chicago O'Hare Intl
1h 27m
Tue, Apr 9
ORD
Chicago O'Hare Intl
EAU
Eau Claire
1h 21m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 7 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
KOA
SFO
Okay 5.6

Cons: More room for your knees

SFO
HNL
Good 6.0

Pros: crew good, seats good

Cons: The delay was over 2- 1/2 hours on the run way to honolulu..

BRU
IAD
Good 7.6

Pros: They were OK

Cons: Terrible business class seating. You have to climb over your neighbor to go use the rest room.

KOA
SFO
Mediocre 3.5

Pros: Uncomfortable

Cons: A few more inches of seating

DEN
LAX
Mediocre 3.6

Pros: Customer Service was kind and helpful.

Cons: When there was a ground delay, Desk checkin people should not have said go get something to eat when the flight was delayed an hour. Apparently the captain sped up the departure and me and a whole row of people missed the flight despite sitting in front of them with the plane still at gate.

Mon, Sep 2
ATW
Appleton Outagamie County
ORD
Chicago O'Hare Intl
1h 09m
Thu, Sep 12
ORD
Chicago O'Hare Intl
ATW
Appleton Outagamie County
0h 56m
Trip: 11 days
9.0ExcellentShow reviews
Overall 9.0 Excellent
Based on 2 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
MSY
DFW
Good 6.3

Pros: Movies were great!

Cons: They didn’t give customs forms until exiting the plane. Caused huge problems for everyone. Sandwich was still frozen inside.

DFW
LHR
Excellent 9.3

Cons: There isn't enough leg room for those of us who are tall. I'm 6'3 and my knees always strike the seat in front of me.

DFW
SCL
Excellent 8.6

Pros: The crew was amazing! And the seat was comfortable.

Cons: The over weight passenegers need to keep their arms and elbows, within their seat space. And not been inconsiderate and turn a light on at night, while they are sleeping and the other person next to them, is not, because of it!!

DFW
OAK
Excellent 10.0

Pros: Comfortable seat

Cons: Umm, maybe a tv in the headrest

MAD
JFK
Okay 4.6

Pros: The crew was good

Cons: More space in coach between seats

Tue, Apr 23
ATW
Appleton Outagamie County
MDW
Chicago Midway
4h 37m
Sat, Apr 27
MDW
Chicago Midway
ATW
Appleton Outagamie County
7h 23m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,631 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
JFK
MSY
Excellent 9.0

Cons: Snacks

ATL
BOS
Good 6.6

Pros: Delta in flight entertainment is great.

Cons: Always delayed.

DTW
BWI
Excellent 10.0

Cons: Excellent

ATL
BWI
Excellent 10.0

Pros: The flight was on time and quick.

Cons: the number of kids......not too fond. :/

LAS
YYC
Mediocre 3.0

Pros: Seats were horrible, we all booked together and a bunch of my group got bumped to a different flight.

Thu, May 30
EAU
Eau Claire
ORD
Chicago O'Hare Intl
1h 27m
Mon, Jun 3
ORD
Chicago O'Hare Intl
EAU
Eau Claire
1h 21m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 7 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
SFO
PSP
Excellent 9.3

Pros: On time, rare for a full flight.

Cons: A little quicker on the baggage upon arrival would have been nice.

YOW
IAD
Good 7.0

Cons: Better snacks

DCA
IAH
Excellent 8.4

Pros: Smart way they did boarding kept a bunch of people from crowding around the gate. Maple snacks on flight were tasty.

Cons: Really cramped seating.

SAN
DEN
Excellent 9.2

Pros: Flight was on time and crew was friendly

Cons: Seat was quite uncomfortable and I would love more soda choices.

IAH
NRT
Okay 4.6

Pros: Everything was mediocre at best.

Cons: The food was terrible. The cabin crew was aggressive. The seat and leg room was cramped. The temperature was unbelievably hot.

Wed, May 1
GRB
Green Bay Austin-Straubel
ORD
Chicago O'Hare Intl
1h 20m
Sun, May 5
ORD
Chicago O'Hare Intl
GRB
Green Bay Austin-Straubel
1h 04m
Trip: 5 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 14 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
SNA
ORD
Excellent 9.6

Pros: Staff and entertainment

Cons: Comfort, seats felt tight

MCO
EWR
Mediocre 2.0

Pros: Absolutely horrible aircraft. I am 6 ft 3 and there was no way I could fit my body into the seat without crushing my knees. So I had one leg underneath the seat in front of me the other leg in the Isle. The flight attendant came down the aisle with the drink cart running it squarely into my knee.

Cons: I cried out in pain with tears in my eyes and all she could say was you shouldn't have your leg in the Isle.

BOI
SFO
Excellent 10.0

Pros: Good crew, good and safe flight. Thank you!

Cons: Nothing.

GRB
ORD
Excellent 8.0

Pros: Notices of changes before anyone else got them like gate changes.

Cons: Running through Ohare to catch my connection

SJC
ORD
Good 6.3

Cons: The seats are getting smaller and the leg space is nonexistent.

Mon, Apr 1
ATW
Appleton Outagamie County
ORD
Chicago O'Hare Intl
1h 12m
Sat, Apr 20
ORD
Chicago O'Hare Intl
ATW
Appleton Outagamie County
0h 59m
Trip: 20 days
9.0ExcellentShow reviews
Overall 9.0 Excellent
Based on 2 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
MCO
LGA
Okay 4.3

Pros: The Flight Crew was amazing. They accommodated us very well. We were two toddlers, a pregnant mother and a handicapped senior.

Cons: The counter representatives were terrible. They discriminated us & forced us to check our stroller at the counter & not at the gate. Even though another family had the exact same stroller & was permitted to enter with their stroller. We were two toddlers, a pregnant mother and a handicapped senior.

ITH
PHL
Excellent 8.0

Pros: Nice crew!

Cons: Flight delayed

AQP
LIM
Okay 4.0

Cons: The flight attendant didn’t allow me to put my only one personal item I had (with no carry on) to the locker! He allows people from other seats to put their laguagges into my compartment!

LAX
ORD
Excellent 8.6

Cons: My entertainment screen was not operating. Could not recline my seat.

SYR
PHL
Excellent 10.0

Pros: Flights are on time, and the information on the app was accurate and timely

Cons: Not much... it was the easiest flight I’ve taken in some time!

Thu, Jun 13
MKE
Milwaukee-Mitchell
ORD
Chicago O'Hare Intl
0h 54m
Mon, Jun 17
ORD
Chicago O'Hare Intl
MKE
Milwaukee-Mitchell
0h 53m
Trip: 5 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 71 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
BOI
SFO
Excellent 10.0

Pros: Good crew, good and safe flight. Thank you!

Cons: Nothing.

IAH
MSY
Excellent 9.6

Pros: That I can charge my phone.

Cons: That I needed the wall jack part to charge my phone. My side’s wall jack was broken. I think if possible they can make it that I can plug the usb part of the wall jack straight. This way the wall jack won’t be needed. Also they were only two in each roll but they are three seats in each roll.

MKE
ORD
Good 6.6

Cons: La persona que me atendió para abordar y segundo avión con destino a Puerto Rico era una mujer desagradable mal educada trataba mal a toda persona que le estába. Verificando el boarding pass Verguenza me dio que fuera boricua

MKE
ORD
Excellent 10.0

Pros: The staff was efficient, funny, friendly and honest. Smooth landing and good service. Thank you!

FSD
ORD
Good 6.0

Pros: It was just okay

Cons: Nothing just flying in a smaller plane

Thu, Apr 18
MKE
Milwaukee-Mitchell
ORD
Chicago O'Hare Intl
1h 03m
Mon, Apr 22
ORD
Chicago O'Hare Intl
MKE
Milwaukee-Mitchell
0h 48m
Trip: 5 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 13 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
CUN
ORD
Excellent 10.0

Pros: I liked the big 787 plane and the in flight entertainment with individual TVs!

Cons: Not a huge fan of the captive audience announcements for the credit card and the meal pre-orders

MCO
PHL
Excellent 10.0

Pros: Crew was amazing

Cons: N/a

PHL
SAV
Excellent 10.0

Pros: It was a great flight. It was on time, and the plane was clean and the stewardess was courteous

Cons: It was a great flight.

BOS
DFW
Excellent 10.0

Pros: Everything worked out well and plane arrived 20 minutes early.

Cons: Seemed like it took longer than average to get bags from baggage claim.

MBJ
CLT
Excellent 8.6

Pros: The inflight enternet selection was great, totally enjoyed it. Crew service was good and kept us updated as we approached Charlotte.

Cons: Gate C19 was hot and didn’t have adequate seating for passengers in the area

Wed, May 29
CWA
Wausau Central Wisconsin
ORD
Chicago O'Hare Intl
4h 16m
Thu, Jun 13
ORD
Chicago O'Hare Intl
CWA
Wausau Central Wisconsin
3h 47m
Trip: 16 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,631 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
BKK
ICN
Excellent 9.6

Cons: More comfortable seats!!!

JFK
AMS
Excellent 8.0

Pros: Crew was courteous.

DUB
JFK
Excellent 8.0

Cons: The seats are not very comfortable for such a long flight

MCO
IND
Good 7.6

Pros: The flight timings and the arrival time

DEN
ATL
Good 7.0

Pros: Nothing spectacular.

Cons: The headrests won’t stay up. And it’s hot.

Wed, May 29
CWA
Wausau Central Wisconsin
MDW
Chicago Midway
6h 27m
Thu, Jun 13
MDW
Chicago Midway
CWA
Wausau Central Wisconsin
5h 07m
Trip: 16 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,631 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
PDX
MSP
Excellent 10.0

Pros: Fantastic crew!

MEM
MSP
Good 7.3

Cons: I booked a business class ticket through klm, but it was a delta code share flight. Delta was unable to locate me in their system, and I had to contact klm myself to straighten it out.

SEA
IND
Excellent 10.0

Pros: Crew was very upbeat and helpful

SJC
ATL
Good 7.6

Pros: The crew asked a passenger to move so we could all sit together. It was awesome. :)

MSP
BIL
Okay 4.8

Cons: I was assigned a seat on the last row of the plane--these not only don't recline, but it feels as though they push you forward. Also, the engine sound was so deafening with such intense vibration that I was unable to hear the flight attendant speaking to me from 2 feet away, much less anything overh

Tue, Jun 18
MKE
Milwaukee-Mitchell
ORD
Chicago O'Hare Intl
0h 53m
Sun, Jun 23
ORD
Chicago O'Hare Intl
MKE
Milwaukee-Mitchell
0h 55m
Trip: 6 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 71 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
MKE
ORD
Mediocre 2.0

Cons: The delays and poor customer service.

SEA
YVR
Excellent 9.0

Pros: I had the front seat so nice and spacious spot

Cons: Didn't love the wait on the bus to get to the planeb but I guess that is unavoidable

KOA
SFO
Mediocre 3.5

Pros: Uncomfortable

Cons: A few more inches of seating

IAH
MSY
Excellent 9.6

Pros: That I can charge my phone.

Cons: That I needed the wall jack part to charge my phone. My side’s wall jack was broken. I think if possible they can make it that I can plug the usb part of the wall jack straight. This way the wall jack won’t be needed. Also they were only two in each roll but they are three seats in each roll.

MKE
ORD
Good 7.3

Cons: Need water offered free

Thu, Apr 25
CWA
Wausau Central Wisconsin
ORD
Chicago O'Hare Intl
3h 33m
Sun, Apr 28
ORD
Chicago O'Hare Intl
CWA
Wausau Central Wisconsin
3h 23m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,631 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
BRU
JFK
Mediocre 2.6

Cons: Healthier snacks instead of just candy and cookies... an apple for example would be great.

ATL
BWI
Excellent 10.0

Pros: The flight was on time and quick.

Cons: the number of kids......not too fond. :/

ORD
SLC
Good 7.6

Pros: Crew was great.

Cons: Couldn’t hear/understand the pilot

BDL
ATL
Excellent 8.0

Pros: I liked the wide variety of movies and snacks available.

Cons: The kid behind me wouldn't stop kicking my seat.

SEA
SAN
Excellent 10.0

Pros: It was a nice flight. No troubles

Cons: Nothing

Thu, Apr 25
CWA
Wausau Central Wisconsin
MDW
Chicago Midway
3h 39m
Sun, Apr 28
MDW
Chicago Midway
CWA
Wausau Central Wisconsin
3h 13m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,631 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
FCO
ATL
Excellent 10.0

Cons: The customs and border inspection station in Atlanta is an absolute disaster.

DEN
ATL
Good 7.0

Pros: Nothing spectacular.

Cons: The headrests won’t stay up. And it’s hot.

SJD
ATL
Excellent 8.3

Pros: The crew very nice and helpful

RDU
LGA
Good 6.0

Cons: Too much delay - departure was planned on March 15 @ 7 pm and take off happened on March 16 @ 12pm - a complete failure!!!!

CVG
ATL
Excellent 9.0

Pros: Crew was very professional. Seat uncomfortable. No entertainment. did get water or coffee.

Cons: Comfort

Fri, Jul 12
EAU
Eau Claire
ORD
Chicago O'Hare Intl
1h 29m
Wed, Jul 17
ORD
Chicago O'Hare Intl
EAU
Eau Claire
1h 18m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 7 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
BOI
SFO
Excellent 10.0

Pros: Good crew, good and safe flight. Thank you!

Cons: Nothing.

SKB
EWR
Excellent 8.5

Pros: The crew was friendly. After a week in the Caribbean sun, we were tired and had a low tolerance of everything.

SJC
ORD
Good 6.3

Cons: The seats are getting smaller and the leg space is nonexistent.

COU
ORD
Mediocre 2.0

Pros: Nothing

Cons: The flight was canceled, so taking off would have been an improvement.

NRT
DEN
Excellent 8.0

Pros: The UA crew from NRT to DEN met my (lowered) expectations. The best thing is the exceptional comfort afforded by the 787--it is hard to book any other aircraft if I have a choice! Going through immigration and customs at DEN is very efficient as well, and DEN makes a great connecting point.

Cons: I wish the NRT-DEN service were offered by NH instead of UA!

Fri, Apr 12
CWA
Wausau Central Wisconsin
ORD
Chicago O'Hare Intl
1h 26m
Sun, Apr 14
ORD
Chicago O'Hare Intl
CWA
Wausau Central Wisconsin
1h 10m
Trip: 3 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 5 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
SEA
YVR
Excellent 9.0

Pros: I had the front seat so nice and spacious spot

Cons: Didn't love the wait on the bus to get to the planeb but I guess that is unavoidable

CWA
ORD
Excellent 10.0

Pros: I liked the short trip and ease of getting on/off

Cons: Lack of smiles from the attendant

LAX
CLE
Mediocre 2.0

Cons: Horrible, no entertainment, no food on a long flight, and even though we paid extra for comfort seating ours were more cramped than those around us. Reminded us of why we haven't flown United for years

EWR
MCO
Excellent 9.2

Cons: More outlets / usb charge ports

PHL
DEN
Excellent 10.0

Pros: The attendants were amazing, fun, attentive and provided for a very quick four-hour trip!

Cons: Not one thing.

Tue, Jul 23
LSE
La Crosse
ORD
Chicago O'Hare Intl
4h 50m
Thu, Aug 1
ORD
Chicago O'Hare Intl
LSE
La Crosse
6h 40m
Trip: 10 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,631 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
IAD
Excellent 9.2

Pros: The crew was dealing with NOVA/DC residents

SJU
JFK
Good 6.0

Cons: Was refused to use the 1st clas restrooms but 10 minutes layer the flight attendant allowed an older gentleman and a lady to use them. I was in 10A with my service dog

AMS
BOS
Excellent 10.0

Pros: Good seating, great food, good service.

HNL
FUK
Good 7.3

Cons: Ran out of hot water on flight

SLC
SFO
Okay 5.6

Pros: Nice new seats

Cons: Was too warm inside the plane. Boarding address was mobbed and not very well managed

Fri, Apr 12
CWA
Wausau Central Wisconsin
MDW
Chicago Midway
3h 28m
Sun, Apr 14
MDW
Chicago Midway
CWA
Wausau Central Wisconsin
3h 13m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,631 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
CVG
ATL
Excellent 9.0

Pros: Crew was very professional. Seat uncomfortable. No entertainment. did get water or coffee.

Cons: Comfort

SYD
LAX
Excellent 10.0

Pros: Delta always does a superior job - domestically and internationally!

LAX
MSY
Good 6.6

Pros: Great service

Cons: Stuck at landing. For over 20+ minutes

SLC
SFO
Okay 5.6

Pros: Nice new seats

Cons: Was too warm inside the plane. Boarding address was mobbed and not very well managed

CHS
ATL
Okay 5.0

Cons: I had window seats on all flights and was boarded after those in middle/aisle seats 3 out of 4 times. Less legroom in the cheap seats. High whining pitch on speaker during announcements on last leg.

Tue, May 28
MSN
Madison Truax Field
ORD
Chicago O'Hare Intl
1h 00m
Tue, Jun 18
ORD
Chicago O'Hare Intl
MSN
Madison Truax Field
5h 59m
Trip: 22 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 6 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
SYR
PHL
Excellent 10.0

Pros: Flights are on time, and the information on the app was accurate and timely

Cons: Not much... it was the easiest flight I’ve taken in some time!

ITH
PHL
Excellent 8.0

Pros: Nice crew!

Cons: Flight delayed

ORD
SJC
Okay 4.3

Cons: A toilet had no water. The internet was not working for the whole flight

DFW
SCL
Excellent 8.6

Pros: The crew was amazing! And the seat was comfortable.

Cons: The over weight passenegers need to keep their arms and elbows, within their seat space. And not been inconsiderate and turn a light on at night, while they are sleeping and the other person next to them, is not, because of it!!

SNU
MIA
Excellent 8.0

Cons: Okey

Wed, Apr 17
GRB
Green Bay Austin-Straubel
ORD
Chicago O'Hare Intl
4h 03m
Sun, Apr 21
ORD
Chicago O'Hare Intl
GRB
Green Bay Austin-Straubel
5h 26m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,631 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
JFK
DEN
Good 7.2

Pros: Boarding was easy.

Cons: I am 6' 1" tall and weigh 220, so not out of the ordinary and I felt like I was stuffed into a sardine can.

BOS
SEA
Excellent 10.0

Pros: The crew was so lovely and accommodating, flight was smooth, and I was impressed with the meal service. I travel a lot and this was one of my best experiences. I will definitely favor Delta in the future.

DTW
PHX
Excellent 10.0

Pros: All was good

Cons: All was good

LIM
ATL
Excellent 9.2

Pros: Delta did a great job getting our checked bags from an overseas arrival to this flight. Boarding smooth.

Cons: Seats are cramped in coach. Fact of life for all carriers.

MCO
IND
Good 7.6

Pros: The flight timings and the arrival time

Mon, Mar 25
GRB
Green Bay Austin-Straubel
ORD
Chicago O'Hare Intl
1h 09m
Thu, Apr 11
ORD
Chicago O'Hare Intl
GRB
Green Bay Austin-Straubel
7h 20m
Trip: 18 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 4 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
DFW
LAX
Okay 5.2

Pros: The 787 is a nice aircraft

Cons: It should not take 2 hours from touchdown to the terminal. The flight arrived early but by the time the last passenger made it to the terminal, they probably missed their connection.

MCO
LGA
Okay 4.3

Pros: The Flight Crew was amazing. They accommodated us very well. We were two toddlers, a pregnant mother and a handicapped senior.

Cons: The counter representatives were terrible. They discriminated us & forced us to check our stroller at the counter & not at the gate. Even though another family had the exact same stroller & was permitted to enter with their stroller. We were two toddlers, a pregnant mother and a handicapped senior.

ORD
SJD
Okay 4.8

Pros: Crew was friendly.

Cons: 4.5 hour flight to international destination and no meal provided. As usual, if you want a snack pay more. Slow chaotic boarding.

SNU
MIA
Excellent 8.0

Cons: Okey

ORD
SJC
Okay 4.3

Cons: A toilet had no water. The internet was not working for the whole flight

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