Find Cheap Flights from Italy to Chicago Midway

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Thu 12/14
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Book cheap flights from Italy to Chicago Midway (round-trip)

Airports
Origin
Rome
$472
only
$472
Venice
$647
only
$647
Destination
Chicago
$472
only
$472
Mon, Apr 16
FCO
MDW
27h 17m
Wed, Apr 25
MDW
FCO
15h 45m
Trip: 10 days
Overall 0.0 Poor
Based on 0 reviews
Sun, Apr 15
FCO
MDW
16h 27m
Mon, May 21
MDW
FCO
17h 00m
Trip: 37 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 1536 reviews
Overall
8.0
Boarding
8.0
Comfort
7.7
Crew
8.5
Entertainment
7.2
Food
7.5
JNB
AMS
Excellent 9.6

Comfort economy well worth the extra.

ATL
CLE
Okay 4.6

old plane, tight and uncomfortable

AMS
IAH
Excellent 8.6

Old airplane with not really comfy seats. No outlets for charging devices. Very old entertainment screen.

JFK
AMS
Good 7.6

Two hours delay in the start.

FCO
AMS
Excellent 10.0

Flight crew was pleasant and attentive. Seats were comfortable for economy as well. We were allowed to check in extra baggage for free at check in which really helped since we would be catching a connecting flight in Amsterdam

Wed, Jan 17
FCO
MDW
18h 57m
Thu, Jan 25
MDW
FCO
17h 24m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
LAX
Okay 4.0

Nothing, they didn’t care about you or to help, the llady was so rude and unfriendly, this situation ruin my whole trip

I call in advance to paid the fees for baggage, I call Aeromexico because was the main airline for the fly, but Delta at Seattle made me paid again the fees for baggage’s even by phone they said that I didn’t need to paid. BE AWARE AND CAREFUL BECAUSE THE LADIES IN THE FRONT DESK didn’t even look the paperwork that you have in hand, they only want to charge you saying that your payment thru Aeromexico didn’t help you in the 1st fly. How this can happen when Delta and Aeromexico are two subsidiary one of another ?

IND
DTW
Okay 4.0

No wifi couldn’t do any work

Was looking forward to completing some work but the wifi never came on.

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

SLC
SNA
Excellent 8.0

Comfortable seats in coach Good snacks Friendly crew

Nothing

MFR
SLC
Okay 4.6

Not sure who thought every passenger is 5'6 but for the rest of us, the seat pitch is ridiculously close. Like knees to the seat in front close. I'm 5'10 and I was very uncomfortable the entire flight.

See above

Wed, Apr 18
FCO
MDW
16h 27m
Mon, May 21
MDW
FCO
14h 10m
Trip: 34 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 1536 reviews
Overall
8.0
Boarding
8.0
Comfort
7.7
Crew
8.5
Entertainment
7.2
Food
7.5
FCO
AMS
Excellent 10.0

Flight crew was pleasant and attentive. Seats were comfortable for economy as well. We were allowed to check in extra baggage for free at check in which really helped since we would be catching a connecting flight in Amsterdam

KRK
AMS
Mediocre 3.0

Flight way delayed 3 hours. Staff gave no information and wouldn't help rebook us onto other flights. They gave us food vouchers 2 minutes before we finally boarded, so we couldn't use them. The food on the plane had spoiled so we were all starving on the flight, and we all missed our connections. Horrible experience and wouldn't fly with KLM again.

JNB
AMS
Excellent 8.0

Good multi media access and content

AMS
PRG
Excellent 10.0

Equally friendly crew and experience. It was complimented by the time we got to spend in the fantastic KLM lounge while we waited for the flight.

Nothing!

SFO
AMS
Excellent 10.0

From pre-boarding, to boarding, to the food, and the attentiveness, everything was top notch! The cleanliness of the plane was only topped by the friendliness of the crew.

The flight was marked at almost 11hrs but ended up being only 9...not a negative other than it meant not spending as much time on board!

Wed, Feb 7
FCO
MDW
17h 48m
Wed, Feb 21
MDW
FCO
16h 00m
Trip: 15 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MSP
YXE
Excellent 9.3

I was traveling for medical reasons and the Delta crew took great care of me, made sure I was at my connecting gate on time, and even put me in a better seat on the plane. Not sure if that was a coincidental upgrade, or intentional, but it was perfect.

JFK
SFO
Excellent 10.0

Seats were comfortable ... enough. Boarding process, once underway allowed me to get overhead bin and stash my other luggage in the seat below me. Flight wasn't overly booked (85-95%) so there appeared to be room for others to stretch out. Now about that crying kid...

Ugh. Weather delays. The flight was scheduled to board about 7P but it arrived late and they had to not only unload the self-loading cargo, but clean up afterwards. Would be nice to get a better estimate as to how long it would take to board so that I could hang out in the lounge. In addition, departure from JFK was delayed as well, either we missed the IFR window or got stuck behind some traffic and I fell asleep on the plane only to wake up what seemed an hour later just getting ready to hit V1. No upgrade.

ATL
ABE
Okay 4.0

Long wait for de-Icing. Got on and off the plane 3 times. First wait was 1 hour, but plane aborted takeoff. Second plane waited at gate with all aboard for 2-1/2 hours and never got slot and de-planed. Third plane waited 1-1/2 hours for de-Icing and finally we were headed home. Arrived 8.5 hours after schedule.

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

Tue, Jan 16
FCO
MDW
20h 03m
Thu, Jan 25
MDW
FCO
14h 35m
Trip: 10 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 1536 reviews
Overall
8.0
Boarding
8.0
Comfort
7.7
Crew
8.5
Entertainment
7.2
Food
7.5
JNB
AMS
Excellent 8.0

Good multi media access and content

FCO
AMS
Excellent 10.0

Flight crew was pleasant and attentive. Seats were comfortable for economy as well. We were allowed to check in extra baggage for free at check in which really helped since we would be catching a connecting flight in Amsterdam

SFO
AMS
Excellent 10.0

From pre-boarding, to boarding, to the food, and the attentiveness, everything was top notch! The cleanliness of the plane was only topped by the friendliness of the crew.

The flight was marked at almost 11hrs but ended up being only 9...not a negative other than it meant not spending as much time on board!

ATL
CLE
Okay 4.6

old plane, tight and uncomfortable

SFO
AMS
Okay 5.0

Crew was very helpful.food

Food was not upto the mark.

Wed, Mar 7
FCO
MDW
19h 47m
Sun, Mar 11
MDW
FCO
14h 25m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SYR
MSP
Excellent 8.0

WiFi and free tv shows

My seat wouldn’t recline

ATL
ABE
Okay 4.0

Long wait for de-Icing. Got on and off the plane 3 times. First wait was 1 hour, but plane aborted takeoff. Second plane waited at gate with all aboard for 2-1/2 hours and never got slot and de-planed. Third plane waited 1-1/2 hours for de-Icing and finally we were headed home. Arrived 8.5 hours after schedule.

SEA
LAX
Okay 4.0

Nothing, they didn’t care about you or to help, the llady was so rude and unfriendly, this situation ruin my whole trip

I call in advance to paid the fees for baggage, I call Aeromexico because was the main airline for the fly, but Delta at Seattle made me paid again the fees for baggage’s even by phone they said that I didn’t need to paid. BE AWARE AND CAREFUL BECAUSE THE LADIES IN THE FRONT DESK didn’t even look the paperwork that you have in hand, they only want to charge you saying that your payment thru Aeromexico didn’t help you in the 1st fly. How this can happen when Delta and Aeromexico are two subsidiary one of another ?

LGA
YUL
Excellent 8.0

it was easy to navigate .

JFK
SFO
Excellent 10.0

Seats were comfortable ... enough. Boarding process, once underway allowed me to get overhead bin and stash my other luggage in the seat below me. Flight wasn't overly booked (85-95%) so there appeared to be room for others to stretch out. Now about that crying kid...

Ugh. Weather delays. The flight was scheduled to board about 7P but it arrived late and they had to not only unload the self-loading cargo, but clean up afterwards. Would be nice to get a better estimate as to how long it would take to board so that I could hang out in the lounge. In addition, departure from JFK was delayed as well, either we missed the IFR window or got stuck behind some traffic and I fell asleep on the plane only to wake up what seemed an hour later just getting ready to hit V1. No upgrade.

Tue, Feb 27
VCE
MDW
16h 43m
Wed, Mar 14
MDW
VCE
13h 35m
Trip: 15 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 16
FCO
MDW
20h 03m
Wed, Jan 24
MDW
FCO
16h 45m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 1536 reviews
Overall
8.0
Boarding
8.0
Comfort
7.7
Crew
8.5
Entertainment
7.2
Food
7.5
AMS
ATL
Good 7.0

newer plane, good staff

need better and more food options, more often

SFO
AMS
Okay 5.0

Crew was very helpful.food

Food was not upto the mark.

JFK
AMS
Good 7.6

Two hours delay in the start.

AMS
IAH
Excellent 8.6

Old airplane with not really comfy seats. No outlets for charging devices. Very old entertainment screen.

ATL
CLE
Okay 4.6

old plane, tight and uncomfortable

Wed, Feb 28
VCE
MDW
16h 35m
Wed, Mar 14
MDW
VCE
13h 35m
Trip: 14 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 17
FCO
MDW
16h 49m
Wed, Jan 24
MDW
FCO
16h 45m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 1536 reviews
Overall
8.0
Boarding
8.0
Comfort
7.7
Crew
8.5
Entertainment
7.2
Food
7.5
KRK
AMS
Mediocre 3.0

Flight way delayed 3 hours. Staff gave no information and wouldn't help rebook us onto other flights. They gave us food vouchers 2 minutes before we finally boarded, so we couldn't use them. The food on the plane had spoiled so we were all starving on the flight, and we all missed our connections. Horrible experience and wouldn't fly with KLM again.

AMS
IAH
Excellent 8.6

Old airplane with not really comfy seats. No outlets for charging devices. Very old entertainment screen.

SFO
AMS
Excellent 10.0

From pre-boarding, to boarding, to the food, and the attentiveness, everything was top notch! The cleanliness of the plane was only topped by the friendliness of the crew.

The flight was marked at almost 11hrs but ended up being only 9...not a negative other than it meant not spending as much time on board!

JFK
AMS
Good 7.6

Two hours delay in the start.

SFO
AMS
Okay 5.0

Crew was very helpful.food

Food was not upto the mark.

Mon, Apr 16
FCO
MDW
18h 38m
Wed, May 23
MDW
FCO
13h 55m
Trip: 38 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
LAX
Okay 4.0

Nothing, they didn’t care about you or to help, the llady was so rude and unfriendly, this situation ruin my whole trip

I call in advance to paid the fees for baggage, I call Aeromexico because was the main airline for the fly, but Delta at Seattle made me paid again the fees for baggage’s even by phone they said that I didn’t need to paid. BE AWARE AND CAREFUL BECAUSE THE LADIES IN THE FRONT DESK didn’t even look the paperwork that you have in hand, they only want to charge you saying that your payment thru Aeromexico didn’t help you in the 1st fly. How this can happen when Delta and Aeromexico are two subsidiary one of another ?

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

SLC
SNA
Excellent 8.0

Comfortable seats in coach Good snacks Friendly crew

Nothing

MFR
SLC
Okay 4.6

Not sure who thought every passenger is 5'6 but for the rest of us, the seat pitch is ridiculously close. Like knees to the seat in front close. I'm 5'10 and I was very uncomfortable the entire flight.

See above

MSP
YXE
Excellent 9.3

I was traveling for medical reasons and the Delta crew took great care of me, made sure I was at my connecting gate on time, and even put me in a better seat on the plane. Not sure if that was a coincidental upgrade, or intentional, but it was perfect.

Tue, Feb 27
VCE
MDW
16h 43m
Sun, Mar 18
MDW
VCE
13h 35m
Trip: 19 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 16
FCO
MDW
16h 33m
Sun, Jan 28
MDW
FCO
14h 35m
Trip: 13 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 1536 reviews
Overall
8.0
Boarding
8.0
Comfort
7.7
Crew
8.5
Entertainment
7.2
Food
7.5
FCO
AMS
Excellent 10.0

Flight crew was pleasant and attentive. Seats were comfortable for economy as well. We were allowed to check in extra baggage for free at check in which really helped since we would be catching a connecting flight in Amsterdam

ABZ
AMS
Excellent 10.0

Thankful for coffee being served without charge. Not all airlines do that.

AMS
IAH
Excellent 8.6

Old airplane with not really comfy seats. No outlets for charging devices. Very old entertainment screen.

ATL
CLE
Okay 4.6

old plane, tight and uncomfortable

AMS
ATL
Good 7.0

newer plane, good staff

need better and more food options, more often

Thu, Apr 12
VCE
MDW
19h 08m
Fri, Apr 20
MDW
VCE
15h 55m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MFR
SLC
Okay 4.6

Not sure who thought every passenger is 5'6 but for the rest of us, the seat pitch is ridiculously close. Like knees to the seat in front close. I'm 5'10 and I was very uncomfortable the entire flight.

See above

SEA
LAX
Okay 4.0

Nothing, they didn’t care about you or to help, the llady was so rude and unfriendly, this situation ruin my whole trip

I call in advance to paid the fees for baggage, I call Aeromexico because was the main airline for the fly, but Delta at Seattle made me paid again the fees for baggage’s even by phone they said that I didn’t need to paid. BE AWARE AND CAREFUL BECAUSE THE LADIES IN THE FRONT DESK didn’t even look the paperwork that you have in hand, they only want to charge you saying that your payment thru Aeromexico didn’t help you in the 1st fly. How this can happen when Delta and Aeromexico are two subsidiary one of another ?

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

SYR
MSP
Excellent 8.0

WiFi and free tv shows

My seat wouldn’t recline

ATL
ABE
Okay 4.0

Long wait for de-Icing. Got on and off the plane 3 times. First wait was 1 hour, but plane aborted takeoff. Second plane waited at gate with all aboard for 2-1/2 hours and never got slot and de-planed. Third plane waited 1-1/2 hours for de-Icing and finally we were headed home. Arrived 8.5 hours after schedule.

Wed, Feb 28
VCE
MDW
16h 35m
Sun, Mar 18
MDW
VCE
13h 35m
Trip: 18 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 17
FCO
MDW
16h 49m
Sun, Jan 28
MDW
FCO
16h 13m
Trip: 12 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 1536 reviews
Overall
8.0
Boarding
8.0
Comfort
7.7
Crew
8.5
Entertainment
7.2
Food
7.5
AMS
IAH
Excellent 8.6

Old airplane with not really comfy seats. No outlets for charging devices. Very old entertainment screen.

AMS
ATL
Good 7.0

newer plane, good staff

need better and more food options, more often

KRK
AMS
Mediocre 3.0

Flight way delayed 3 hours. Staff gave no information and wouldn't help rebook us onto other flights. They gave us food vouchers 2 minutes before we finally boarded, so we couldn't use them. The food on the plane had spoiled so we were all starving on the flight, and we all missed our connections. Horrible experience and wouldn't fly with KLM again.

AMS
PRG
Excellent 10.0

Equally friendly crew and experience. It was complimented by the time we got to spend in the fantastic KLM lounge while we waited for the flight.

Nothing!

FCO
AMS
Excellent 10.0

Flight crew was pleasant and attentive. Seats were comfortable for economy as well. We were allowed to check in extra baggage for free at check in which really helped since we would be catching a connecting flight in Amsterdam

Mon, May 14
VCE
MDW
19h 08m
Mon, May 21
MDW
VCE
14h 50m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MFR
SLC
Okay 4.6

Not sure who thought every passenger is 5'6 but for the rest of us, the seat pitch is ridiculously close. Like knees to the seat in front close. I'm 5'10 and I was very uncomfortable the entire flight.

See above

MSP
YXE
Excellent 9.3

I was traveling for medical reasons and the Delta crew took great care of me, made sure I was at my connecting gate on time, and even put me in a better seat on the plane. Not sure if that was a coincidental upgrade, or intentional, but it was perfect.

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

SLC
SNA
Excellent 8.0

Comfortable seats in coach Good snacks Friendly crew

Nothing

JFK
SFO
Excellent 10.0

Seats were comfortable ... enough. Boarding process, once underway allowed me to get overhead bin and stash my other luggage in the seat below me. Flight wasn't overly booked (85-95%) so there appeared to be room for others to stretch out. Now about that crying kid...

Ugh. Weather delays. The flight was scheduled to board about 7P but it arrived late and they had to not only unload the self-loading cargo, but clean up afterwards. Would be nice to get a better estimate as to how long it would take to board so that I could hang out in the lounge. In addition, departure from JFK was delayed as well, either we missed the IFR window or got stuck behind some traffic and I fell asleep on the plane only to wake up what seemed an hour later just getting ready to hit V1. No upgrade.

Thu, Mar 1
VCE
MDW
16h 35m
Wed, Mar 14
MDW
VCE
13h 35m
Trip: 13 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jan 18
FCO
MDW
16h 54m
Thu, Jan 25
MDW
FCO
16h 13m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 1536 reviews
Overall
8.0
Boarding
8.0
Comfort
7.7
Crew
8.5
Entertainment
7.2
Food
7.5
FCO
AMS
Excellent 10.0

Flight crew was pleasant and attentive. Seats were comfortable for economy as well. We were allowed to check in extra baggage for free at check in which really helped since we would be catching a connecting flight in Amsterdam

JNB
AMS
Excellent 9.6

Comfort economy well worth the extra.

JNB
AMS
Excellent 8.0

Good multi media access and content

SFO
AMS
Okay 5.0

Crew was very helpful.food

Food was not upto the mark.

KRK
AMS
Mediocre 3.0

Flight way delayed 3 hours. Staff gave no information and wouldn't help rebook us onto other flights. They gave us food vouchers 2 minutes before we finally boarded, so we couldn't use them. The food on the plane had spoiled so we were all starving on the flight, and we all missed our connections. Horrible experience and wouldn't fly with KLM again.

*
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