Find Cheap Flights from Maine to Chicago

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

Airports
Origin
Bangor
$286
only
$286
Portland
$160
only
$160
Destination
Chicago
$160
only
$160
$336
only
$336
Tue, Mar 20
PWM
ORD
5h 10m
Tue, Mar 27
ORD
PWM
6h 24m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28245 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DFW
SFO
Mediocre 3.3

The only positive thing to be said for the flight was that the seat was not uncomfortable.

Entertainment system did not work during entire flight; crew (stewards) lied to passengers on the ground that it would work after takeoff, only admitting after we were in the air that they had been told by the technicians it would not work at all. Crew did not respond to call lights when pressed (in First Class), nor did they know how to operate the power system.

IND
PHL
Good 6.3

I got to sneak into the economy plus seats and no one said anything.

Flight attendants clearly did not like each other and argued constantly. Sub-par coffee (even by international standards).

DCA
ORD
Okay 5.6

Nice crew even though the plain was late and we had to wait for ramp to come.

It was hot and very little space. Poor choice of snack.

DCA
ORF
Mediocre 2.0

Long time sitting in the plane without any updates from the crew. Very inefficient process in re-booking passengers and switching planes. Maintenance issues are are a trend at American Airlines.

SAN
CLT
Mediocre 2.0

Racist gate agent made me check my baggage even though it fit.

Sat, Jun 9
PWM
ORD
5h 54m
Tue, Jun 12
ORD
PWM
6h 11m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Aug 30
PWM
ORD
6h 13m
Tue, Sep 4
ORD
PWM
5h 16m
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 8457 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
SDQ
BOS
Excellent 10.0

Good

ALB
FLL
Good 6.6

Overall good experience

ATL
BOS
Excellent 10.0

Landed early and safe

JAX
JFK
Excellent 10.0

Plenty of room and friendly flight attendants made my first trip vis JetBlue outstanding.

SRQ
BOS
Excellent 8.6

Hailey and Sam were great. The other was fine but didn’t demonstrate same enthusiastic customer service. Sam gave my kids wings. Disappointed that Beef it Up isn’t an option anymore.

Food options. Ink on trays and seats.

Fri, Mar 23
BGR
ORD
8h 26m
Tue, Mar 27
ORD
BGR
6h 31m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
MCI
ATL
Excellent 8.0

Rare, the flight wasn’t so full that everyone was uncomfortable. The flight attendant staff were friendly.

MCI
LGA
Mediocre 2.0

Not much

Late bumby ride

LGA
MCI
Excellent 10.0

The service and non stop smooth ride. Boarding was a new experiance taking a bus to the plane. Was quick and crew helpful storing my carryon. Everyone very helpful.

STL
ATL
Okay 4.6

They changed my flight to a different one departing 2 hours earlier and did not notify me! The original flight was still available & they would not let me take it despite my reservation paper work. CRAZY! I have a two hour drive to the airport this gave me the option to leave home at 2:30am or go the night before and pay for a hotel. Flight was managed by DELTA who also did not care! All involved blamed each other. Beware

MSP
MZT
Mediocre 2.0

The flight was a Christmas gift for my mother to spend some time with her friends in Mazatlán. I heard she spent the entire day waiting at the airport as her flight was rescheduled 4 times.

Mon, Apr 9
PWM
ORD
7h 32m
Wed, Apr 11
ORD
PWM
5h 34m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28245 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DFW
IAH
Mediocre 3.0

Not much, the flight attendants were fine

They boarded the plane for the ‘on-time departure’ scam, then proceeded to do maintenance for 30 minutes, then when you think your on your way we wait another 15 minutes for takeoff. We spent more time sitting still than we did in motion. Horrible.

PHL
BWI
Okay 4.6

Got two seats to myself.

I don't even know who our flight attendants were. Did we have them? Isn't that a requirement?? Guy in seat in front of me was super rude (yes, I know it's not the airline's fault.). Terrible turbulence (again, not AA's fault).

HSV
CLT
Excellent 8.3

Too cramped.

IND
PHL
Good 6.3

I got to sneak into the economy plus seats and no one said anything.

Flight attendants clearly did not like each other and argued constantly. Sub-par coffee (even by international standards).

JFK
MAD
Good 6.6

The food was good and the crew was nice.

We were delayed for 90 minutes. And the entertainment options were awful for such a long flight.

Wed, May 2
PWM
ORD
8h 07m
Mon, May 7
ORD
PWM
5h 54m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Apr 26
BGR
ORD
5h 02m
Tue, May 1
ORD
BGR
7h 11m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
MSP
MZT
Mediocre 2.0

The flight was a Christmas gift for my mother to spend some time with her friends in Mazatlán. I heard she spent the entire day waiting at the airport as her flight was rescheduled 4 times.

MCI
LGA
Good 6.0

Too crowded overhead storage got filled right away. Had to place my bag under seat. Could not extend my legs.

CZM
ATL
Excellent 10.0

easy but long day coming home

however on the initial trip to cozumel we where rerouted from kc to huntvilles therefore missing our connecting flight to cozumel so the airline was accomodating and reseated us on a flight to cancun instead and I was thankful but i know that that flight was cheaper when i booked this but i didnt want to make the treak to cancun and bus and then ferry to cozumel but ended up doing that anyway is there any way at all to be compensated for the diffrence I am not upset at all but that made for a really long day getting there Just putting it out there

CUN
MSP
Excellent 10.0

The flights were on time and they did two drink and snack services. Great crew!

DTW
AMS
Good 7.0

The vegan meal was not good

Thu, Jun 14
PWM
ORD
8h 05m
Mon, Jun 18
ORD
PWM
7h 11m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 28245 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
MIA
ATL
Excellent 8.0

Cookies they offered were vegan friendly.

Had to sit in the very last row which didn’t recline.

JFK
MAD
Good 6.6

Ease of boarding, friendly and efficient crew.

Space was very tight, music choices were terrible, no plug to charge my phone, no individual screen for entertainment, movie screen went black half way through the movie I was watching and it never came back on

IND
PHL
Good 6.3

I got to sneak into the economy plus seats and no one said anything.

Flight attendants clearly did not like each other and argued constantly. Sub-par coffee (even by international standards).

DFW
IAH
Mediocre 3.0

Not much, the flight attendants were fine

They boarded the plane for the ‘on-time departure’ scam, then proceeded to do maintenance for 30 minutes, then when you think your on your way we wait another 15 minutes for takeoff. We spent more time sitting still than we did in motion. Horrible.

HSV
CLT
Excellent 8.3

Too cramped.

Sat, May 26
PWM
ORD
5h 12m
Fri, Jun 1
ORD
PWM
5h 42m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jun 21
BGR
ORD
6h 39m
Mon, Jun 25
ORD
BGR
5h 37m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
STL
ATL
Okay 4.6

They changed my flight to a different one departing 2 hours earlier and did not notify me! The original flight was still available & they would not let me take it despite my reservation paper work. CRAZY! I have a two hour drive to the airport this gave me the option to leave home at 2:30am or go the night before and pay for a hotel. Flight was managed by DELTA who also did not care! All involved blamed each other. Beware

LGA
MCI
Excellent 10.0

The service and non stop smooth ride. Boarding was a new experiance taking a bus to the plane. Was quick and crew helpful storing my carryon. Everyone very helpful.

MSP
MZT
Mediocre 2.0

The flight was a Christmas gift for my mother to spend some time with her friends in Mazatlán. I heard she spent the entire day waiting at the airport as her flight was rescheduled 4 times.

MCI
ATL
Excellent 8.0

Rare, the flight wasn’t so full that everyone was uncomfortable. The flight attendant staff were friendly.

CZM
ATL
Excellent 10.0

easy but long day coming home

however on the initial trip to cozumel we where rerouted from kc to huntvilles therefore missing our connecting flight to cozumel so the airline was accomodating and reseated us on a flight to cancun instead and I was thankful but i know that that flight was cheaper when i booked this but i didnt want to make the treak to cancun and bus and then ferry to cozumel but ended up doing that anyway is there any way at all to be compensated for the diffrence I am not upset at all but that made for a really long day getting there Just putting it out there

Sat, Feb 24
PWM
ORD
7h 13m
Mon, Feb 26
ORD
PWM
4h 12m
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 8457 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
ALB
FLL
Good 6.6

Overall good experience

MCO
LAX
Good 7.3

Being in the front you board and de board quickly always a plis

Seats partitions are very uncomfortable

BOS
HOU
Okay 4.0

The aircraft was small. It took so long (almost 5:30 h) to get there, instead of normal 3 h time

JFK
IAD
Excellent 10.0

Exceptional, as retired military, the representative made a special notification for retired military to board. Would like to thank them for the recognition.

JAX
JFK
Excellent 10.0

Plenty of room and friendly flight attendants made my first trip vis JetBlue outstanding.

Wed, Mar 7
PWM
MDW
9h 21m
Wed, Apr 11
MDW
PWM
7h 40m
Trip: 35 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
AMS
Good 7.0

The vegan meal was not good

OKC
DTW
Excellent 10.0

As usual

Landing was a bit rough

MCI
LGA
Good 6.0

Too crowded overhead storage got filled right away. Had to place my bag under seat. Could not extend my legs.

MSP
MZT
Mediocre 2.0

The flight was a Christmas gift for my mother to spend some time with her friends in Mazatlán. I heard she spent the entire day waiting at the airport as her flight was rescheduled 4 times.

CUN
MSP
Excellent 10.0

The flights were on time and they did two drink and snack services. Great crew!

Sat, May 26
PWM
MDW
6h 12m
Fri, Jun 1
MDW
PWM
6h 50m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
OKC
DTW
Excellent 10.0

As usual

Landing was a bit rough

MCI
LGA
Good 6.0

Too crowded overhead storage got filled right away. Had to place my bag under seat. Could not extend my legs.

DTW
AMS
Good 7.0

The vegan meal was not good

MSP
MZT
Mediocre 2.0

The flight was a Christmas gift for my mother to spend some time with her friends in Mazatlán. I heard she spent the entire day waiting at the airport as her flight was rescheduled 4 times.

CUN
MSP
Excellent 10.0

The flights were on time and they did two drink and snack services. Great crew!

Thu, Aug 30
PWM
MDW
4h 25m
Tue, Sep 4
MDW
PWM
5h 42m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
OKC
DTW
Excellent 10.0

As usual

Landing was a bit rough

CUN
MSP
Excellent 10.0

The flights were on time and they did two drink and snack services. Great crew!

STL
ATL
Okay 4.6

They changed my flight to a different one departing 2 hours earlier and did not notify me! The original flight was still available & they would not let me take it despite my reservation paper work. CRAZY! I have a two hour drive to the airport this gave me the option to leave home at 2:30am or go the night before and pay for a hotel. Flight was managed by DELTA who also did not care! All involved blamed each other. Beware

MCI
ATL
Excellent 8.0

Rare, the flight wasn’t so full that everyone was uncomfortable. The flight attendant staff were friendly.

LGA
MCI
Excellent 10.0

The service and non stop smooth ride. Boarding was a new experiance taking a bus to the plane. Was quick and crew helpful storing my carryon. Everyone very helpful.

Fri, May 4
PWM
MDW
9h 47m
Sun, May 6
MDW
PWM
6h 26m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
OKC
DTW
Excellent 10.0

As usual

Landing was a bit rough

MCI
LGA
Mediocre 2.0

Not much

Late bumby ride

AMS
PDX
Mediocre 3.0

NOTHING

LGA
MCI
Excellent 10.0

The service and non stop smooth ride. Boarding was a new experiance taking a bus to the plane. Was quick and crew helpful storing my carryon. Everyone very helpful.

ATL
EYW
Excellent 8.6

Once we hit the coast we skirted down the coas of Florida which provided a spectacular view. The approach and landing at Key West airport was thrilling and absolutely perfect. We’ve flown Delta many times but this was our first but not last time to Key West.

Nothing

Thu, Mar 22
BGR
MDW
7h 15m
Mon, Mar 26
MDW
BGR
9h 39m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
AMS
PDX
Mediocre 3.0

NOTHING

STL
ATL
Okay 4.6

They changed my flight to a different one departing 2 hours earlier and did not notify me! The original flight was still available & they would not let me take it despite my reservation paper work. CRAZY! I have a two hour drive to the airport this gave me the option to leave home at 2:30am or go the night before and pay for a hotel. Flight was managed by DELTA who also did not care! All involved blamed each other. Beware

DTW
AMS
Good 7.0

The vegan meal was not good

MCI
ATL
Excellent 8.0

Rare, the flight wasn’t so full that everyone was uncomfortable. The flight attendant staff were friendly.

LGA
MCI
Excellent 10.0

The service and non stop smooth ride. Boarding was a new experiance taking a bus to the plane. Was quick and crew helpful storing my carryon. Everyone very helpful.

Fri, Apr 6
PWM
MDW
4h 12m
Mon, Apr 9
MDW
PWM
5h 34m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
EYW
Excellent 8.6

Once we hit the coast we skirted down the coas of Florida which provided a spectacular view. The approach and landing at Key West airport was thrilling and absolutely perfect. We’ve flown Delta many times but this was our first but not last time to Key West.

Nothing

STL
ATL
Okay 4.6

They changed my flight to a different one departing 2 hours earlier and did not notify me! The original flight was still available & they would not let me take it despite my reservation paper work. CRAZY! I have a two hour drive to the airport this gave me the option to leave home at 2:30am or go the night before and pay for a hotel. Flight was managed by DELTA who also did not care! All involved blamed each other. Beware

AMS
JFK
Okay 5.6

Food was better than the usual airline food. We also got a Valentine's day chocolate.

seats too narrow, barely have room to sit and stand. No USB charger

OKC
DTW
Excellent 10.0

As usual

Landing was a bit rough

CUN
MSP
Excellent 10.0

The flights were on time and they did two drink and snack services. Great crew!

Tue, Feb 27
BGR
ORD
7h 51m
Thu, Mar 1
ORD
BGR
6h 31m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
CZM
ATL
Excellent 10.0

easy but long day coming home

however on the initial trip to cozumel we where rerouted from kc to huntvilles therefore missing our connecting flight to cozumel so the airline was accomodating and reseated us on a flight to cancun instead and I was thankful but i know that that flight was cheaper when i booked this but i didnt want to make the treak to cancun and bus and then ferry to cozumel but ended up doing that anyway is there any way at all to be compensated for the diffrence I am not upset at all but that made for a really long day getting there Just putting it out there

AMS
PDX
Mediocre 3.0

NOTHING

STL
ATL
Okay 4.6

They changed my flight to a different one departing 2 hours earlier and did not notify me! The original flight was still available & they would not let me take it despite my reservation paper work. CRAZY! I have a two hour drive to the airport this gave me the option to leave home at 2:30am or go the night before and pay for a hotel. Flight was managed by DELTA who also did not care! All involved blamed each other. Beware

LGA
MCI
Excellent 10.0

The service and non stop smooth ride. Boarding was a new experiance taking a bus to the plane. Was quick and crew helpful storing my carryon. Everyone very helpful.

AMS
JFK
Okay 5.6

Food was better than the usual airline food. We also got a Valentine's day chocolate.

seats too narrow, barely have room to sit and stand. No USB charger

Fri, Mar 23
PWM
ORD
4h 58m
Sun, Mar 25
ORD
PWM
5h 46m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
MCI
ATL
Excellent 8.0

Rare, the flight wasn’t so full that everyone was uncomfortable. The flight attendant staff were friendly.

AMS
JFK
Okay 5.6

Food was better than the usual airline food. We also got a Valentine's day chocolate.

seats too narrow, barely have room to sit and stand. No USB charger

LGA
MCI
Excellent 10.0

The service and non stop smooth ride. Boarding was a new experiance taking a bus to the plane. Was quick and crew helpful storing my carryon. Everyone very helpful.

OKC
DTW
Excellent 10.0

As usual

Landing was a bit rough

DTW
AMS
Good 7.0

The vegan meal was not good

Fri, Feb 23
PWM
MDW
7h 22m
Sun, Feb 25
MDW
PWM
6h 45m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16046 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
AMS
Good 7.0

The vegan meal was not good

OKC
DTW
Excellent 10.0

As usual

Landing was a bit rough

AMS
JFK
Okay 5.6

Food was better than the usual airline food. We also got a Valentine's day chocolate.

seats too narrow, barely have room to sit and stand. No USB charger

MCI
ATL
Excellent 8.0

Rare, the flight wasn’t so full that everyone was uncomfortable. The flight attendant staff were friendly.

MCI
LGA
Mediocre 2.0

Not much

Late bumby ride

Maine to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Maine
Flight Price $160
Airlines American Airlines, JetBlue, Delta
*
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