Find Cheap Flights from Mexico to Chicago Midway

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Fri 12/15
Fri 12/22
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Book cheap flights from Mexico to Chicago Midway (round-trip)

Airports
Origin
Cancun
$237
only
$237
Puerto Vallarta
$317
only
$317
Guadalajara
$307
only
$307
Monterrey
$259
only
$259
Mexico City
$229
only
$229
San José del Cabo
$436
only
$436
Destination
Chicago
$229
only
$229
Fri, Feb 2
MEX
MDW
9h 11m
Tue, Feb 6
MDW
MEX
7h 03m
Trip: 5 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4705 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
IAD
MEX
Good 7.2

At the time to pick up bags it was very confusing, people saying it was on a different band, information was not clear and my bag was already in the floor, for a long time. Very confusing how people on the ground have different information to what the screens are saying

MEX
CUN
Excellent 8.3

Que solo tengan cacahuates y el avión no tenía pinta de haber sido aseado antes de abordar

MEX
LAX
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

LAX
MEX
Mediocre 2.0

LAX supervisor from Aeromexico super rude!!

MEX
TIJ
Good 6.3

More leg room in business class, extra luggage

No personal entertainment, no power ports, no hot food.

Sat, Jan 13
CUN
MDW
8h 28m
Tue, Jan 16
MDW
CUN
8h 10m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14235 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

LGA
YUL
Excellent 8.0

it was easy to navigate .

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.

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

SYR
MSP
Excellent 8.0

WiFi and free tv shows

My seat wouldn’t recline

Wed, Jan 24
GDL
MDW
4h 06m
Wed, Feb 7
MDW
GDL
4h 28m
Trip: 15 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.1
Boarding
7.3
Comfort
6.7
Crew
7.6
Entertainment
5.0
Food
5.4
MEX
SAT
Okay 4.3

Volaris has good pricing and is mostly always on time

Boarding took forever and was not organized. They lined everyone up to check documents and then just left us standing in line for half an hour until boarding.

MEX
MID
Mediocre 2.0

Nothing

It was extremely delayed and the personal was terrible goving information or any solution

MEX
LAX
Poor 0.0

They were able to get me on an Aeromexico flight which got me to LA two hours before the nonexistent flight would have.

although they confirmed a flight to LA on tuesday nov 14, it turned out Volaris did not fly to LA on that date. It took about an hour to arrange for the replacement flight

MEX
LAX
Okay 4.3

After getting off the plane we had to take a shuttle bus to the terminal due to the large amount of planes landing at the same time (but that’s not the issue), the problem was that while on the bus, the pilot assumed I couldn’t understand Spanish and began to make demeaning comments about a “certain kind of people” (as he put it) referring to gay men. I understand that may not be the way the airline feels about the LGBTQ community; however, the pilot is the highest ranking member of it for this particular flight making him the “image” of Volaris while wearing the company uniform. But the rest of the crew was very nice.

GDL
LAX
Good 6.0

The fly was asking for money for mexican kids, that is not right

Fri, Mar 16
SJD
MDW
16h 51m
Mon, Mar 19
MDW
SJD
12h 32m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 17
MEX
MDW
10h 20m
Wed, Jan 24
MDW
MEX
6h 40m
Trip: 8 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4705 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
IAD
MEX
Good 7.2

At the time to pick up bags it was very confusing, people saying it was on a different band, information was not clear and my bag was already in the floor, for a long time. Very confusing how people on the ground have different information to what the screens are saying

CUN
MEX
Okay 4.0

Just OK!

Took forever to take off, AC was nonoperational. Very discomforting!

LAX
GDL
Okay 4.0

Nothing Aeromexico personal was rude again

They said that we need to paid them the baggage’s and didn’t want to solve the situation. Be Aware if you book a trip with this two airline as you will finish paying twice the baggage fees. THEY STEAL YOUR MONEY!!

MEX
CUN
Excellent 8.3

Que solo tengan cacahuates y el avión no tenía pinta de haber sido aseado antes de abordar

LIM
MEX
Mediocre 2.0

Tons of delays. A 12hr flight took close to 36 hrs to complete.

Tue, Dec 26
CUN
MDW
9h 57m
Wed, Jan 3
MDW
CUN
8h 06m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14235 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
YUL
Excellent 8.0

it was easy to navigate .

SLC
SNA
Excellent 8.0

Comfortable seats in coach Good snacks Friendly crew

Nothing

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

GSO
ATL
Excellent 10.0

Plane nice and comfortable

Wed, Jan 24
MEX
MDW
8h 15m
Mon, Jan 29
MDW
MEX
7h 03m
Trip: 6 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4705 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
MEX
LAX
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

JFK
MEX
Excellent 10.0

The crew kept us informed and the flight attendants were nice awesome plane!

IAD
MEX
Good 7.2

At the time to pick up bags it was very confusing, people saying it was on a different band, information was not clear and my bag was already in the floor, for a long time. Very confusing how people on the ground have different information to what the screens are saying

CUN
MEX
Okay 4.0

Just OK!

Took forever to take off, AC was nonoperational. Very discomforting!

LAX
MEX
Mediocre 2.0

AEROMEXICO left 25 mins early leaving several passengers then said it was our fault because we were not there 1 hour before.

Them blaming us.

Fri, Mar 9
CUN
MDW
11h 22m
Sat, Mar 17
MDW
CUN
12h 48m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14235 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
YYZ
Excellent 10.0

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

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.

SLC
SNA
Excellent 8.0

Comfortable seats in coach Good snacks Friendly crew

Nothing

DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

Thu, Mar 1
MEX
MDW
8h 05m
Sun, Mar 4
MDW
MEX
7h 15m
Trip: 4 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4705 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
MEX
CUN
Excellent 8.3

Que solo tengan cacahuates y el avión no tenía pinta de haber sido aseado antes de abordar

LAX
GDL
Okay 4.0

Nothing Aeromexico personal was rude again

They said that we need to paid them the baggage’s and didn’t want to solve the situation. Be Aware if you book a trip with this two airline as you will finish paying twice the baggage fees. THEY STEAL YOUR MONEY!!

CUN
MEX
Okay 4.0

Just OK!

Took forever to take off, AC was nonoperational. Very discomforting!

PVR
MEX
Good 6.0

I enjoyed the movies on board, entertainment great!

This my 3rd trip to PVR on airline. As a delta frequent flyer I have always gotten upgraded or standby list. For what ever reason on my return it seemed staff working at airport today ALL gave me false info and finally in the end when I wanted to pay for upgrade told flight sold out ! False ! 3 Empty AM Plus seats 5 Ross in front of me . So I was separated from my friends as they sat in first class. I blame the gate staff since none had a clue ! Horrible e periwnce for first time at Mexico City airport. We also left Aweomexico lounge since was dirty and went to American Express Lounge that was clean z

MEX
LAX
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

Thu, Feb 1
MEX
MDW
7h 55m
Sun, Feb 4
MDW
MEX
9h 23m
Trip: 4 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4705 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
MEX
TIJ
Good 6.3

More leg room in business class, extra luggage

No personal entertainment, no power ports, no hot food.

MEX
LAX
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

PVR
MEX
Good 6.0

I enjoyed the movies on board, entertainment great!

This my 3rd trip to PVR on airline. As a delta frequent flyer I have always gotten upgraded or standby list. For what ever reason on my return it seemed staff working at airport today ALL gave me false info and finally in the end when I wanted to pay for upgrade told flight sold out ! False ! 3 Empty AM Plus seats 5 Ross in front of me . So I was separated from my friends as they sat in first class. I blame the gate staff since none had a clue ! Horrible e periwnce for first time at Mexico City airport. We also left Aweomexico lounge since was dirty and went to American Express Lounge that was clean z

LAX
MEX
Mediocre 2.0

AEROMEXICO left 25 mins early leaving several passengers then said it was our fault because we were not there 1 hour before.

Them blaming us.

MEX
DTW
Excellent 10.0

Overall trip was ok

Fri, Feb 16
GDL
MDW
4h 02m
Mon, Feb 19
MDW
GDL
4h 28m
Trip: 4 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.1
Boarding
7.3
Comfort
6.7
Crew
7.6
Entertainment
5.0
Food
5.4
MEX
MID
Mediocre 2.0

Nothing

It was extremely delayed and the personal was terrible goving information or any solution

MEX
SAT
Okay 4.3

Volaris has good pricing and is mostly always on time

Boarding took forever and was not organized. They lined everyone up to check documents and then just left us standing in line for half an hour until boarding.

MEX
LAX
Okay 4.3

After getting off the plane we had to take a shuttle bus to the terminal due to the large amount of planes landing at the same time (but that’s not the issue), the problem was that while on the bus, the pilot assumed I couldn’t understand Spanish and began to make demeaning comments about a “certain kind of people” (as he put it) referring to gay men. I understand that may not be the way the airline feels about the LGBTQ community; however, the pilot is the highest ranking member of it for this particular flight making him the “image” of Volaris while wearing the company uniform. But the rest of the crew was very nice.

MEX
CUL
Excellent 10.0

Efficient on time boarding.

PHX
GDL
Good 6.3

People are great.

Seats are way too small. I was crippled after the hour flight. The web site does not work well. It is hard to order add on services like more luggage or a bigger seat.

Fri, Jan 26
CUN
MDW
8h 42m
Sat, Feb 3
MDW
CUN
9h 31m
Trip: 9 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4705 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
LIM
MEX
Mediocre 2.0

Tons of delays. A 12hr flight took close to 36 hrs to complete.

MEX
DTW
Excellent 10.0

Overall trip was ok

MEX
CUN
Excellent 8.3

Que solo tengan cacahuates y el avión no tenía pinta de haber sido aseado antes de abordar

MEX
LAX
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

LAX
GDL
Okay 4.0

Nothing Aeromexico personal was rude again

They said that we need to paid them the baggage’s and didn’t want to solve the situation. Be Aware if you book a trip with this two airline as you will finish paying twice the baggage fees. THEY STEAL YOUR MONEY!!

Tue, Mar 27
PVR
MDW
8h 53m
Tue, Apr 3
MDW
PVR
6h 56m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14235 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

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

LGA
YUL
Excellent 8.0

it was easy to navigate .

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.

Fri, Feb 16
GDL
MDW
4h 02m
Fri, Feb 23
MDW
GDL
4h 28m
Trip: 8 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.1
Boarding
7.3
Comfort
6.7
Crew
7.6
Entertainment
5.0
Food
5.4
MEX
LAX
Poor 0.0

They were able to get me on an Aeromexico flight which got me to LA two hours before the nonexistent flight would have.

although they confirmed a flight to LA on tuesday nov 14, it turned out Volaris did not fly to LA on that date. It took about an hour to arrange for the replacement flight

MEX
MID
Mediocre 2.0

Nothing

It was extremely delayed and the personal was terrible goving information or any solution

GDL
LAX
Good 6.0

The fly was asking for money for mexican kids, that is not right

HMO
TIJ
Okay 5.0

Great price on direct flight to destination. Easy checkin & quick .

1hr delay and seat cushion are thin.

JFK
GDL
Mediocre 2.0

Delayed flight by 3 hr just 25dlls of compensation

Thu, Jan 18
MTY
MDW
11h 10m
Wed, Jan 24
MDW
MTY
8h 10m
Trip: 7 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4705 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
LAX
MEX
Mediocre 2.0

AEROMEXICO left 25 mins early leaving several passengers then said it was our fault because we were not there 1 hour before.

Them blaming us.

MEX
CUN
Excellent 8.3

Que solo tengan cacahuates y el avión no tenía pinta de haber sido aseado antes de abordar

LIM
MEX
Mediocre 2.0

Tons of delays. A 12hr flight took close to 36 hrs to complete.

MEX
DTW
Excellent 10.0

Overall trip was ok

MEX
TIJ
Good 6.3

More leg room in business class, extra luggage

No personal entertainment, no power ports, no hot food.

Thu, Mar 8
GDL
MDW
4h 02m
Thu, Mar 15
MDW
GDL
4h 28m
Trip: 7 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.1
Boarding
7.3
Comfort
6.7
Crew
7.6
Entertainment
5.0
Food
5.4
MEX
SAT
Okay 4.3

Volaris has good pricing and is mostly always on time

Boarding took forever and was not organized. They lined everyone up to check documents and then just left us standing in line for half an hour until boarding.

JFK
GDL
Mediocre 2.0

Delayed flight by 3 hr just 25dlls of compensation

MEX
CUL
Excellent 10.0

Efficient on time boarding.

MEX
LAX
Poor 0.0

They were able to get me on an Aeromexico flight which got me to LA two hours before the nonexistent flight would have.

although they confirmed a flight to LA on tuesday nov 14, it turned out Volaris did not fly to LA on that date. It took about an hour to arrange for the replacement flight

HMO
TIJ
Okay 5.0

Great price on direct flight to destination. Easy checkin & quick .

1hr delay and seat cushion are thin.

Fri, Dec 29
PVR
MDW
25h 17m
Tue, Jan 2
MDW
PVR
30h 15m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14235 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
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.

SYR
MSP
Excellent 8.0

WiFi and free tv shows

My seat wouldn’t recline

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

Tue, Jan 9
MEX
MDW
16h 35m
Tue, Jan 16
MDW
MEX
8h 22m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sun, Dec 24
GDL
MDW
4h 02m
Thu, Jan 11
MDW
GDL
4h 44m
Trip: 19 days
10.0ExcellentShow reviews
Overall 10.0 Excellent
Based on 1 reviews
Overall
7.1
Boarding
7.3
Comfort
6.7
Crew
7.6
Entertainment
5.0
Food
5.4
SFO
MEX
Excellent 8.3

On time, no hassles about carry ons, great one way gate.

JFK
GDL
Mediocre 2.0

Delayed flight by 3 hr just 25dlls of compensation

HMO
TIJ
Okay 5.0

Great price on direct flight to destination. Easy checkin & quick .

1hr delay and seat cushion are thin.

MEX
LAX
Poor 0.0

They were able to get me on an Aeromexico flight which got me to LA two hours before the nonexistent flight would have.

although they confirmed a flight to LA on tuesday nov 14, it turned out Volaris did not fly to LA on that date. It took about an hour to arrange for the replacement flight

MEX
CUL
Excellent 10.0

Efficient on time boarding.

Sun, Dec 24
MEX
MDW
7h 35m
Fri, Jan 12
MDW
MEX
10h 15m
Trip: 20 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4705 reviews
Overall
7.4
Boarding
7.3
Comfort
7.3
Crew
7.7
Entertainment
7.1
Food
6.9
LAX
GDL
Okay 4.0

Nothing Aeromexico personal was rude again

They said that we need to paid them the baggage’s and didn’t want to solve the situation. Be Aware if you book a trip with this two airline as you will finish paying twice the baggage fees. THEY STEAL YOUR MONEY!!

CUN
MEX
Okay 4.0

Just OK!

Took forever to take off, AC was nonoperational. Very discomforting!

LAX
MEX
Mediocre 2.0

LAX supervisor from Aeromexico super rude!!

JFK
MEX
Excellent 10.0

The crew kept us informed and the flight attendants were nice awesome plane!

MEX
LAX
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

*
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