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Find Cheap Flights from Monterey Regional to Chicago (MRY - CHI)

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Monterey Regional to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Monterey Regional
Flight Price $286
Distance 1,854 miles
Airlines American Airlines, United

Top Tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $404 or less.

FAQs for Booking Monterey Regional to Chicago Flights

How long does a flight from Monterey Regional to Chicago take?
There are no direct flights for this route listed on KAYAK, the shortest multi-flight duration is 5h 23m.
Which airlines provide the cheapest flights from Monterey Regional to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on American Airlines ($286) and United ($304)
Do I need a passport to fly between Monterey Regional and Chicago?
No.
What’s the cheapest day of the week to fly Monterey Regional to Chicago?
For Monterey Regional to Chicago, Wednesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Chicago back to Monterey Regional, the best deals are generally found on Tuesday, with Friday being the most expensive.

Book cheap flights from Monterey Regional to Chicago (round-trip)

Airports
Origin
Monterey
$286
only
$286
Destination
Chicago
$286
only
$286
Wed, Oct 3
MRY
Monterey Regional
ORD
Chicago O'Hare International
6h 12m
Tue, Oct 9
ORD
Chicago O'Hare International
MRY
Monterey Regional
9h 37m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 32,923 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
IAD
CLT
Excellent 10.0

The flight was on time

Tiny bathrooms

LAX
ORD
Excellent 8.6

Pilot was informative.

CLT
DAB
Excellent 10.0

The flight was on time and I was upgraded to First Class!

JAX
CLT
Good 6.0

Bumpy

DFW
MCO
Good 7.0

Seats were nice and enjoyed the entertainment. Late flight meant loads of open seats and everyone was very happy about that.

Delayed a half hour to board because flight attendants other flight was late getting in, but they kept us informed the entire time. Wasn’t their faults. Once we were on the plane, our flight was delayed for an hour, once again the pilots kept us informed and it wasn’t their faults. But it was kinda annoying.

Sat, Nov 17
MRY
Monterey Regional
ORD
Chicago O'Hare International
6h 28m
Tue, Nov 27
ORD
Chicago O'Hare International
MRY
Monterey Regional
6h 23m
Trip: 11 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 58,789 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
IAD
DEN
Mediocre 2.0

Second standby adventure of the day got longer as inbound flight was late.

DEN
LAX
Okay 5.0

Although there were a lot of passengers on this flight, the crew was able to get everyone on the plane in an efficient manner.

We were delayed about 2 and a half hours because of the weather in Denver. I was not comfortable at all in my seat because the passenger beside me had his knee and elbow all in my personal space. I asked an attendant if it was okay for me to move and she stated that it was okay, but United switched a lot of passengers flights around so there wouldn't be any empty seats. I was stuck beside the man, all hanging out of my seat, because there wasn't an open seat available. Thank goodness the flight was only 2 hours long. Overall my experience with United was terrible and I will not be flying with them anymore.

CMH
IAD
Excellent 10.0

Agent at the gate

My seats changed so my son and I were not sitting together. The agent at the gate was wonderful and got us seated together.

BRU
IAD
Excellent 10.0

Everything

LHR
IAD
Excellent 10.0

Service

Nothing

Wed, Aug 29
MRY
Monterey Regional
ORD
Chicago O'Hare International
6h 17m
Sun, Sep 2
ORD
Chicago O'Hare International
MRY
Monterey Regional
6h 47m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 32,923 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
AMS
DFW
Excellent 9.0

Great movies and food

Being delayed

JAX
CLT
Good 6.0

Bumpy

CLT
DAB
Excellent 10.0

The flight was on time and I was upgraded to First Class!

DFW
MCO
Good 7.0

Seats were nice and enjoyed the entertainment. Late flight meant loads of open seats and everyone was very happy about that.

Delayed a half hour to board because flight attendants other flight was late getting in, but they kept us informed the entire time. Wasn’t their faults. Once we were on the plane, our flight was delayed for an hour, once again the pilots kept us informed and it wasn’t their faults. But it was kinda annoying.

LGA
ILM
Okay 5.6

Being delayed

Wed, Sep 19
MRY
Monterey Regional
ORD
Chicago O'Hare International
8h 53m
Fri, Sep 21
ORD
Chicago O'Hare International
MRY
Monterey Regional
6h 33m
Trip: 3 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 58,789 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
OKC
IAH
Mediocre 2.0

You had us leaving from Dallas...we were on flight from Houston to Amsterdam

CMH
IAD
Excellent 10.0

Agent at the gate

My seats changed so my son and I were not sitting together. The agent at the gate was wonderful and got us seated together.

EWR
MEX
Excellent 10.0

Everything was on time and on schedule.

No food.

BRU
IAD
Excellent 10.0

Everything

DEN
LAX
Okay 5.0

Although there were a lot of passengers on this flight, the crew was able to get everyone on the plane in an efficient manner.

We were delayed about 2 and a half hours because of the weather in Denver. I was not comfortable at all in my seat because the passenger beside me had his knee and elbow all in my personal space. I asked an attendant if it was okay for me to move and she stated that it was okay, but United switched a lot of passengers flights around so there wouldn't be any empty seats. I was stuck beside the man, all hanging out of my seat, because there wasn't an open seat available. Thank goodness the flight was only 2 hours long. Overall my experience with United was terrible and I will not be flying with them anymore.

Wed, Jan 9
MRY
Monterey Regional
ORD
Chicago O'Hare International
6h 23m
Sat, Jan 12
ORD
Chicago O'Hare International
MRY
Monterey Regional
6h 00m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 32,923 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
MCO
Excellent 8.0

Great crew, on-time arrival, quick boarding

Crowded seats in the back of the plane, Low quality and bland snack options

MSP
MIA
Mediocre 3.3

Let's see - I was in first class. The flight itself was fine - and only one hour + late!

Food - Served the "breakfast" (when it was called a protein plate) I had coming (into MSP). for "lunch" on the way back (called it a meat plate for lunch. One slice turkey, one slice jamon, one egg, cinnamon roll and fruit. Just because they don't want to serve bread - they call it a protein plate? I'm not on a protein diet. Food was pretty sick for the amount I paid for the fight. Stewardess said it was against Republic's rules to give a customer a can of tonic water (so I could add to the small amount of vodka) - she also told me that it was against Delta's, American's and United's rules to give a can - strange? First Class seat did not recline. First Class was freezing per every flight on this segment (the stewardesses sit in the back and don't want to be uncomfortable - if they make the front warm - the back is too hot for them (not joking on this one). So many things to list - that I will finish on the AA site.

CLT
DAB
Excellent 10.0

The flight was on time and I was upgraded to First Class!

IAD
CLT
Excellent 10.0

The flight was on time

Tiny bathrooms

LAX
SFO
Mediocre 2.0

Nothing. Just the pilot

Everything. Bad communication. 1 h delay. Then 3 hs in the plane. We ran out of gas. 2 more hours taxiing Never seen something similar. I really hope my mileage refund.

Sat, Nov 10
MRY
Monterey Regional
ORD
Chicago O'Hare International
6h 04m
Wed, Nov 14
ORD
Chicago O'Hare International
MRY
Monterey Regional
6h 56m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 32,923 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LGA
ILM
Okay 5.6

Being delayed

DFW
MCO
Good 7.0

Seats were nice and enjoyed the entertainment. Late flight meant loads of open seats and everyone was very happy about that.

Delayed a half hour to board because flight attendants other flight was late getting in, but they kept us informed the entire time. Wasn’t their faults. Once we were on the plane, our flight was delayed for an hour, once again the pilots kept us informed and it wasn’t their faults. But it was kinda annoying.

ORD
MCO
Excellent 8.0

Great crew, on-time arrival, quick boarding

Crowded seats in the back of the plane, Low quality and bland snack options

IAD
CLT
Excellent 10.0

The flight was on time

Tiny bathrooms

BCN
JFK
Good 7.6

Even on a big ole B777 you better upgrade to bigger seats

Wed, Dec 19
MRY
Monterey Regional
ORD
Chicago O'Hare International
5h 23m
Thu, Jan 3
ORD
Chicago O'Hare International
MRY
Monterey Regional
6h 35m
Trip: 16 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 58,789 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
LHR
IAD
Excellent 10.0

Service

Nothing

GVA
IAD
Mediocre 2.0

Flight crew from Geneva was nice

The pilot held the Geneva flight for 35 minutes for late arriving inbound passengers. This helped them but hurt far more passengers connecting in Washington DC. We missed our flight and waited in standby mode all evening for a Denver flight.

DEN
LAX
Okay 5.0

Although there were a lot of passengers on this flight, the crew was able to get everyone on the plane in an efficient manner.

We were delayed about 2 and a half hours because of the weather in Denver. I was not comfortable at all in my seat because the passenger beside me had his knee and elbow all in my personal space. I asked an attendant if it was okay for me to move and she stated that it was okay, but United switched a lot of passengers flights around so there wouldn't be any empty seats. I was stuck beside the man, all hanging out of my seat, because there wasn't an open seat available. Thank goodness the flight was only 2 hours long. Overall my experience with United was terrible and I will not be flying with them anymore.

BRU
IAD
Excellent 10.0

Everything

IAD
SAV
Excellent 9.3

Agent at the gate

My seats changed so my son and I were not sitting together. The agent at the gate was wonderful and got us seated together. I had to use the restroom and the flight attendant seemed put out, and gave me a dirty look. She than ignored me and almost hit me with her cart.

Fri, Aug 31
MRY
Monterey Regional
ORD
Chicago O'Hare International
8h 34m
Mon, Sep 3
ORD
Chicago O'Hare International
MRY
Monterey Regional
7h 32m
Trip: 4 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 58,789 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
DEN
LAX
Okay 5.0

Although there were a lot of passengers on this flight, the crew was able to get everyone on the plane in an efficient manner.

We were delayed about 2 and a half hours because of the weather in Denver. I was not comfortable at all in my seat because the passenger beside me had his knee and elbow all in my personal space. I asked an attendant if it was okay for me to move and she stated that it was okay, but United switched a lot of passengers flights around so there wouldn't be any empty seats. I was stuck beside the man, all hanging out of my seat, because there wasn't an open seat available. Thank goodness the flight was only 2 hours long. Overall my experience with United was terrible and I will not be flying with them anymore.

LHR
IAD
Excellent 10.0

Service

Nothing

GVA
IAD
Mediocre 2.0

Flight crew from Geneva was nice

The pilot held the Geneva flight for 35 minutes for late arriving inbound passengers. This helped them but hurt far more passengers connecting in Washington DC. We missed our flight and waited in standby mode all evening for a Denver flight.

ATL
DEN
Okay 5.6

The ease of boarding the plane.

I did not like that the gate changed and we were not notified by the gate operators, but we did receive a text message 20 minutes after the gate was changed.

BUR
DEN
Okay 4.3

Efficient

Delayed departure; cramped seat; minimal amenities

*
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