CHI - BOS

Find Cheap Flights from Chicago to Boston

Round-trip
Economy
Chicago (CHI)
Boston Logan Intl
Thu 7/18
Thu 7/25
Any month
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Chicago to Boston Flight Information

Avg. Flight Duration 2h 36m
Flights Arrive in Boston Logan Intl
Flights Depart from Chicago
Flight Price $110
Distance 851 miles
Airlines Spirit Airlines, American Airlines, Delta, United Airlines, Southwest

Good to Know

Low Season:
September
Best time to beat the crowds
2%
expected price decrease
High Season:
March
Most popular time to fly
6%
expected price increase
Average Price:
$202
(avg. price over the last 2 weeks)
Good Deal:
$145
or less (round trip)

When to Book Flights from Chicago to Boston

Estimated round-trip price
Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top Tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $145 or less.
The cheapest flight from Chicago to Boston was found 90 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be February, March and April. The cheapest month to fly is September.
Morning departure is around 6% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days
If you’re looking at flights from Chicago to Boston, there are two different airports that you can fly out of. O'Hare International Airport is the largest airport in the region and harbors a high concentration of flights, while Chicago Midway International Airport is a smaller choice that is located only several miles from the city’s downtown.
Hoping to have a direct flight from Chicago to Boston? There are several major airlines that you can choose from. Southwest Airlines is popular amongst travelers with a large amount of luggage, as they allow you to check up to two bags for free, while Delta Airlines offers many upgrade options for those who would prefer more comfortable chairs or extra legroom.
For those that are traveling with kids, make sure to stop by one of the several children’s play areas located in Logan International Airport. These play areas are free for all travelers and feature a variety of toys, games, and activities that will help kids (and their parents) unwind after a long day of traveling.
To help pass the time before your flight takes off from O'Hare International Airport, see if you can access one of the airport’s private lounges. American, United, and Delta Airlines all have lounges in Chicago, and they often provide complimentary or reduced price access passes for their customers.
Flying can sometimes be stressful, so make sure you’re taking the time to unwind before boarding your plane. O'Hare International Airport has both a fitness club and a yoga room, both of which are perfect ways to let off some steam and relax before embarking on a day of traveling.

FAQs for Booking Chicago to Boston Flights

How long does a flight from Chicago to Boston take?
An average nonstop flight takes 2h 10m, covering a distance of 851 miles.
How many flights are there between Chicago and Boston?
There are 987 (nonstop) flights between Chicago and Boston per week, averaging 148 per day.
Which airlines provide the cheapest flights from Chicago to Boston?
In the past 3 days, the cheapest round-trip tickets were found on Spirit Airlines ($110), American Airlines ($137) and Delta ($141).
Do I need a passport to fly between Chicago and Boston?
No.
Which airlines fly most frequently between Chicago and Boston?
Air New Zealand (19 times daily), United Airlines (19 times daily), American Airlines (16 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago to Boston?
For Chicago to Boston, Tuesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Boston back to Chicago, the best deals are generally found on Tuesday, with Friday being the most expensive.
Which airports will I be using when flying from Chicago to Boston?
When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at Boston Logan Intl, also known as Boston Airport.
Does Logan International Airport have pet relief areas?
If you are traveling with a pet or service animal, make sure to stop by one of the pet relief areas in Logan International Airport after your flight has landed. There is a designated area conveniently located outside of the Arrivals doors for every terminal, and complimentary waste bags are provided for pet owners.
What are good hotels near Logan International Airport?
The Hilton Boston Logan Airport is a chic, 4-star hotel that is directly connected to Logan International Airport via a skybridge and is less than a 7-minute drive from the Boston Common Park. The Hyatt Regency Boston Harbor is a standard option that is only a mile from the airport and a 5-minute drive from the famous Faneuil Hall.
What dining options are there in Chicago Midway International Airport?
The Go Go White Sox Bar and Grill is located in the Central Market of Chicago Midway International Airport and serves classic American meals, while the Midway Pour House is in Concourse A and is known for having a variety of craft beers. Dunkin’ Donuts and Cafe Espresso are good options for travelers with little time that would like to purchase some to-go items.
Does Logan International Airport have a prayer room?
Logan International Airport has the Our Lady of the Airways Chapel that is located in Terminal C of the Arrivals level. It is open during standard business hours and is available to all travelers, no matter what their spiritual affiliation is.

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

Airports
Origin
Chicago
$110
only
$110
$207
only
$207
Destination
Boston
$110
only
$110
Tue, Aug 20
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 29m
Tue, Aug 27
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 51m
Trip: 8 days
5.1OkayShow reviews
Overall 5.1 Okay
Based on 203 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
ORD
BOS
Mediocre 2.0

Pros: Nothing at all!

Cons: I did not like the fact that the phone adviser told me I was allowed two bags, but neglected to inform me that I needed to pay for the bags. On top of that, The flight was delayed and they people at the boarding station were extremely rude. I would not suggest Spirit Airlines to anyone. It does not save you money.

ORD
BOS
Good 6.5

Pros: Of course it's a great value and flight was on time going one way. Flight crew friendly and nice sense of humor even during delay.

Cons: Flight delayed by many hours coming back home. Area in Boston-Logan being renovated and not enough room for all the people waiting.

ORD
BOS
Mediocre 2.0

Pros: Nothing

Cons: Worst experience ever.

ORD
BOS
Mediocre 2.6

Cons: Flight was delayed twice because of staffing issues! Charged $114.00 for two checked bags!

ORD
BOS
Mediocre 2.0

Pros: I like they're trying to disaggregate costs -- but this ends up feeling like punishment.

Cons: There is a lengthly upsell process which is part of printing your boarding pass and checking luggage. - they charge of 'carry ons', so I paid for the shoulder bag for my computer along with two regular bags....both ways. (note this fee was nearly twice my ticket fee.) - When I arrived and the gate and staff said people make this mistake a lot, there was no way to get a refund other than a time limited credit. - Though this will change, they currently don't allow TSA Pre customers to use that status. They also dont have wifi, a huge business advantage. - When I arrived 30 minutes before the flight, they refused to issue a boarding pass, couldn't transfer me to a same day flight, or refund any portion of my unused tickets or prepaid checked bag fees. Note: I walked to the American Airline counter, bought a ticket, checked bags, and left 30 minutes later -- with more hospitable treatment and only slightlyl higher total cost. I like trying new business approaches -- but I've flown four of their flights and now have the resolution to avoid them at most any cost.

Wed, Oct 2
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 16m
Thu, Oct 3
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 41m
Trip: 2 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 69 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
BCN
ORD
Excellent 10.0

Cons: Try to be on time!

BOS
DCA
Okay 5.6

Cons: Flight got delayed by 2 hours without specifying the reason. Weather was fine. Happened 2 hours delayed. From DC to Boston too when I took flight on 12th. Will avoid AA flights in future

SJC
DFW
Good 7.3

Pros: delivered as expected

Cons: drink cart earlier and more often

ORD
BOS
Good 7.2

Pros: Arranging wheelchair for my husband in Boston. Changing from row 23 to row 7 for easier access. Pleasant personnel.

Cons: Uncomfortable seats, esp. the backs. The delays, which got us in over an hour late.

ORD
BOS
Good 6.0

Pros: Short flight

Cons: Really unconfortable seats.

Fri, Oct 18
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 35m
Mon, Oct 21
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 49m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 25,236 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
LHR
SEA
Excellent 10.0

Pros: Food was so good. Crew was also very nice.

SEA
LAX
Mediocre 2.6

Cons: It was canceled

SLC
PDX
Good 7.0

Pros: Just fine, beverage service was friendly.

Cons: The entertainment system was out the entire flight. The flight attendants were just talking to each other as we left, even when I tried to say thank you.

BNA
MSP
Good 6.8

Cons: Check carefully! Our flights were changed and the first was only ten min difference so didn’t think anything of it but when we went to check in they said we would probably miss our connection. The problem was not the time but they changed GATES were really far apart. Was resolved but kind of a hassl

SEA
ANC
Excellent 8.3

Cons: Food really bad on both segments.

Tue, Dec 24
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 21m
Tue, Dec 31
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 41m
Trip: 8 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 188 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
ORD
BOS
Good 7.6

Pros: The flight attendant could not have been better. For the first time in my life, I had to ask for a seatbelt extender (and sit sideways-ish in the seat), and she very discretely got me one. The previous flight that day, I fit in the seat just fine (as usual) and had some extra length on my normal belt. This seat was definitely the smallest I'd ever been in, but I was thankful to that woman for being SUPER understanding and doing other things throughout the flight that made me more comfortable.

Cons: Just that the seats seemed to have shrunk during my layover. Otherwise, this airline was fantastic!

ORD
BOS
Okay 5.0

Pros: We landed safely

Cons: United continues to blame “ATC” for ridiculous operational delays that other airlines flying the same routes don’t seem to have

ORD
BOS
Okay 5.0

Pros: Crew staff went out of his way to find something for my aisle to snack on when the person next to me asked if there was any snacks on the plane. The plane had to be changed for another plane due to a mechanical issue on the first plane, and the new plane had not been stocked with food after it's previous flight, yet the crew member was able to scrounge up some snacks for us! Also got complimentary directtv - nice, but doesn't make up for not getting home in time yet again.

Cons: United sucks. I have flown it maybe 10-12 times in the past 2.5 years, mostly back and forth between Chicago and Boston. I have had only 3 round trip flights go without a hitch. Every other trip was delayed. This time 4 hours on my return flight to Boston due to a plane switch, boarding of a new plane to discover a mechanical issue, deboarding, waiting for a new plane, then boarding and sitting on the ground for another 40 min before we were able to take off. I was delayed 1.5 hours on the way to Chicago due to another plane swap (no joke). Still doesn't top but my worst 5 hour delay in Chicago on the way back to Boston because the captain didn't show up. United is atrocious and is my last choice or any airline. Only fly when I'm absolutely forced to now due to no other reasonable choices. They are below delta, JetBlue, American, southwest, and embarrassingly, spirit as well. Terrible.

ORD
BOS
Good 6.0

Pros: Same

ORD
BOS
Okay 4.3

Pros: Flight was short.

Cons: I was not informed about the delay until after I checked my bag, otherwise I might have chosen another flight. I was informed that though I could possibly change flights, my bag might not. I have the UA app, and did not receive timely notification. Free WIFI would have been nice as a compensation. A 4 hour delay means I miss my bus and extends my travel time significantly, one more night away from home. You did offer $50 of mt next UA flight for the next year, but I don't fly that often. Considering the reason for the delay was they were waiting for a plane was frustrating.

Thu, Aug 15
MDW
Chicago Midway
BOS
Boston Logan Intl
2h 10m
Sat, Aug 17
BOS
Boston Logan Intl
MDW
Chicago Midway
4h 30m
Trip: 3 days
8.1ExcellentShow reviews
Overall 8.1 Excellent
Based on 30 reviews
Boarding
8.7
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
MDW
BOS
Mediocre 2.0

Cons: Delay

BWI
SAT
Mediocre 3.6

Cons: Mechanical failure of plane. Flight delay by 5 hours. Staff great. Gave us a $100 voucher.

MDW
BOS
Okay 5.6

Cons: I was disappointed about not getting any consideration on my last two flights after two solid weeks of travel that had me on 12 flights in 14 days. So much for that legendary southwest customer service.

SNA
HOU
Excellent 10.0

Pros: No problems with any leg of the trip. Stewards and stewardesses were great

Cons: Non-stop flight from SNA to BOS

HNL
KOA
Excellent 10.0

Pros: It was an amazing flight. First time in Southwest inter island and it was a full flight.

Cons: The cabin seemed very hot at times. Cooler air would be nice.

Wed, Sep 4
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 29m
Wed, Sep 18
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 49m
Trip: 15 days
5.1OkayShow reviews
Overall 5.1 Okay
Based on 203 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
ORD
BOS
Excellent 10.0

Pros: Very entertaining flight crew!

ORD
BOS
Good 7.6

Pros: clean, crew was nice

Cons: The seats are the most uncomfortable seats I have ever sat in. They are small and if you have broad shoulders you will have will be in another space. They are ok for a 2 hour flight.

ORD
BOS
Good 7.0

Pros: Jet seemed new and clean, flight attendant very nice.

Cons: The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay! The 5-hour delay!

ORD
BOS
Excellent 10.0

Pros: All

Cons: Nothing

ORD
BOS
Mediocre 2.6

Cons: Flight was delayed twice because of staffing issues! Charged $114.00 for two checked bags!

Wed, Aug 28
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 29m
Sun, Sep 1
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 51m
Trip: 5 days
5.1OkayShow reviews
Overall 5.1 Okay
Based on 203 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
ORD
BOS
Good 7.0

Pros: Friendly and helpful staff.

Cons: Baggage fee.

ORD
BOS
Okay 4.3

Cons: Baggage policy

ORD
BOS
Mediocre 2.6

Cons: Flight was delayed twice because of staffing issues! Charged $114.00 for two checked bags!

ORD
BOS
Mediocre 2.0

Cons: They left my ten year old son at the gate....... Nothing done....... Awful

ORD
BOS
Mediocre 2.0

Pros: People were nice- not their fault they are screwing your clients over-

Cons: Okay, it took me nine hours to get out of Boston on spirit . Return flight, I had no trouble , but I was so scared of getting bad news again, I started shaking at check in, then crying, not my usual travel behavio. I did not and do not want to use your two free vouchers- but had zero choice in choosing to do that - if I refused to volunteer , I would not be helped by spirit to fly to Chicago at all that day. Some choice. So, basically I paid spirit 200$ to poke a stick in my eye, and because I "volunteered ", spirit has generously agreed to poke a stick in my eye, two more times!! for free!!!!- (door for flight already closed when I volunteered- seriously , volunteered??) I was refused a seat on a flight when I was a confirmed ticket holder- there was no volunteering, call it what you will. Fool me once, shame on you . Fool me twice , shame on me. Just booked Rt to Santo Domingo - with jet blue. Thanks for nothing , Spirit.

Sun, Nov 24
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 16m
Tue, Dec 3
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 49m
Trip: 10 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 69 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
AUS
DFW
Good 6.6

Cons: baggage was not transported from BA flight to London to the BA flight to Glasgow

ORD
BOS
Good 7.2

Pros: Arranging wheelchair for my husband in Boston. Changing from row 23 to row 7 for easier access. Pleasant personnel.

Cons: Uncomfortable seats, esp. the backs. The delays, which got us in over an hour late.

LHR
ORD
Excellent 9.2

Pros: Seats weren't too uncomfortable, and the crew was friendly.

MSY
CLT
Mediocre 2.0

Pros: Nothing, the flight was cancelled and we missed our friends 70th birthday celebration.

Cons: Staff at the ticket counter were curt, rude, and patronizing. They were ill equipped to deal with the situation.

MAN
PHL
Mediocre 3.0

Pros: Not much!

Cons: Flight was 90 minutes late leaving Manchester so J missed my connection in Philadelphia! After a rebooking I was put on a flight to LA but that flight was also late and delayed getting to the gate in LA so I missed the flight to Seattle

Wed, Aug 28
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 29m
Thu, Aug 29
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 48m
Trip: 2 days
5.1OkayShow reviews
Overall 5.1 Okay
Based on 203 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
ORD
BOS
Good 7.3

Pros: There was a delay, but the pilot made up some time.

Cons: paying for a bag

ORD
BOS
Mediocre 2.6

Cons: Flight was delayed twice because of staffing issues! Charged $114.00 for two checked bags!

ORD
BOS
Good 6.0

Pros: The pilot was good. The crew was pleasant.

Cons: The seating is pathetic. Way too little space. Also, Spirit nickels and dimes its passengers to death.

ORD
BOS
Mediocre 3.3

Cons: they put us on the plane and then took us off after about one hour and then about a hour after that they put us back on and taxied out and we sat for about hour and they brought us back to gate and told us they cancelled the flight so we all had to stand in line to get a refund and find another flight we got a southwest flight and got there around 12;30 and when we got to my son's house our clothes were so wet they keep the suite cases out in the rain

ORD
BOS
Mediocre 2.6

Cons: Add-on costs piling up. The only thing left free was the cost to breathe.

Thu, Dec 26
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 20m
Sat, Jan 11
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 44m
Trip: 17 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 69 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
ORD
BOS
Okay 4.0

Pros: Gate agents were timely.

Cons: There was not a wheelchair at the arrival as previously agreed with American. No food on board - just drinks. Boarding took forever.

BOS
DCA
Okay 5.6

Cons: Flight got delayed by 2 hours without specifying the reason. Weather was fine. Happened 2 hours delayed. From DC to Boston too when I took flight on 12th. Will avoid AA flights in future

SJC
LAX
Good 7.6

Pros: Easy check in and boarding

Cons: Flight was delayed 45 minutes while sitting on runway

PHL
ORD
Excellent 10.0

Pros: Efficient crew. Boarded the plane on time. Got to destination on time.

BCN
ORD
Excellent 10.0

Cons: Try to be on time!

Sat, Sep 7
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 30m
Mon, Sep 9
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 49m
Trip: 3 days
5.1OkayShow reviews
Overall 5.1 Okay
Based on 203 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
ORD
BOS
Okay 4.0

Pros: Cheap

Cons: You can't check in in advance, I was unable to check in with the kiosk, and had to wait over an hour as representatives were not helping any customers. When I finally managed to check in, they told me to hurry, as my flight was in 25 minutes. I ran through security and literally ran to the terminal without shoes on to find out the flight had been delayed the whole time with no warning or norice.

ORD
BOS
Mediocre 2.0

Pros: Nothing at all!

Cons: I did not like the fact that the phone adviser told me I was allowed two bags, but neglected to inform me that I needed to pay for the bags. On top of that, The flight was delayed and they people at the boarding station were extremely rude. I would not suggest Spirit Airlines to anyone. It does not save you money.

ORD
BOS
Mediocre 2.0

Pros: Bad airplanes no amenities and charges even for water. Do yourself a favor and spend the extra $0-$50 for a roundtrip fare because you always end up paying at least that much more the way they nickel and dime you.

Cons: Bad airplanes no amenities and charges even for water. Do yourself a favor and spend the extra $0-$50 for a roundtrip fare because you always end up paying at least that much more the way they nickel and dime you.

ORD
BOS
Okay 5.0

Cons: Terrible as always. Lost my carryon, which I had to pay to check. Checked in an hour before the flight departed. No reason why the bag didn't make the flight. Seats don't recline. Make you pay for a soft drink.

ORD
BOS
Excellent 8.0

Pros: Plane was new, clean. Crew was very accommodating. Arrived 30 minutes early!

Cons: Nothing.

Sat, Nov 9
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 30m
Tue, Nov 12
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 49m
Trip: 4 days
5.1OkayShow reviews
Overall 5.1 Okay
Based on 203 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
ORD
BOS
Okay 4.0

Pros: Cheap

Cons: You can't check in in advance, I was unable to check in with the kiosk, and had to wait over an hour as representatives were not helping any customers. When I finally managed to check in, they told me to hurry, as my flight was in 25 minutes. I ran through security and literally ran to the terminal without shoes on to find out the flight had been delayed the whole time with no warning or norice.

ORD
BOS
Okay 5.0

Cons: Terrible as always. Lost my carryon, which I had to pay to check. Checked in an hour before the flight departed. No reason why the bag didn't make the flight. Seats don't recline. Make you pay for a soft drink.

ORD
BOS
Mediocre 3.3

Pros: The crew on the return trip were friendly and funny.

Cons: I found out about the $45 carry on bag fee for each flight with the email check-in notification. This meant my short trip bos-ord was $90 more than I thought. I could have flown on a real airline like JetBlue or American for that price. Kayak needs to tell people that. it's not a true comparison when searching for low fares.

ORD
BOS
Okay 5.0

Pros: Delayed flight

ORD
BOS
Mediocre 2.0

Cons: It's a rip off. Every little thing is charged for. Would have been way cheaper to fly another airline.

Sat, Aug 31
MDW
Chicago Midway
BOS
Boston Logan Intl
5h 59m
Sat, Sep 7
BOS
Boston Logan Intl
MDW
Chicago Midway
2h 45m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 25,283 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
PUJ
JFK
Okay 5.6

Pros: The plane was nice and the entertainment on the flight was great! Flight crew very friendly.

Cons: Our plane was delayed multiple times and we were not provided an explanation as to why. For as expensive as this fare was the fact that Delta was at fault for the delay and did not offer any compensation for that delay is frustrating. A few extra free snacks doesn’t cut it.

ICN
DTW
Excellent 8.6

Pros: Boarding: c'mon...too many groups and subgroups. Radiculous!

Cons: STOP the non-sense of so many boarding goups. What happened to Common Sense boarding? Ill and needing add'l medical help, First Class, Plus Class, then General Boarding. Give me a Break with all the other subgoups for Delta, all B. S. !!

ATL
TUL
Excellent 10.0

Pros: The crew was great.

Cons: Nothing.

MSP
KEF
Good 6.0

Pros: Free movies

Cons: Bad food, cramped seating, slow food service

LAS
DTW
Okay 4.3

Cons: Delayed takeoff by an hour because the plane was too heavy. Had to kick 8 passengers off the flight before they would takeoff.

Wed, Jul 17
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 35m
Tue, Jul 23
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
2h 51m
Trip: 7 days
5.1OkayShow reviews
Overall 5.1 Okay
Based on 203 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
ORD
BOS
Mediocre 2.0

Pros: They charge for everything! But one "personal item" aka your purse. They even charge you for water, soda, peanuts during the flight which most flights have been giving complimentary for years. Very unhappy and i will never fly with them again. Why pay for their flight and extra fees when you can go to any other airline and the bags are free and you actually get water for free during the flight.. Just think about that before you book with Spirit

Cons: Read above

ORD
BOS
Mediocre 2.0

Pros: People were nice- not their fault they are screwing your clients over-

Cons: Okay, it took me nine hours to get out of Boston on spirit . Return flight, I had no trouble , but I was so scared of getting bad news again, I started shaking at check in, then crying, not my usual travel behavio. I did not and do not want to use your two free vouchers- but had zero choice in choosing to do that - if I refused to volunteer , I would not be helped by spirit to fly to Chicago at all that day. Some choice. So, basically I paid spirit 200$ to poke a stick in my eye, and because I "volunteered ", spirit has generously agreed to poke a stick in my eye, two more times!! for free!!!!- (door for flight already closed when I volunteered- seriously , volunteered??) I was refused a seat on a flight when I was a confirmed ticket holder- there was no volunteering, call it what you will. Fool me once, shame on you . Fool me twice , shame on me. Just booked Rt to Santo Domingo - with jet blue. Thanks for nothing , Spirit.

ORD
BOS
Mediocre 3.0

Pros: Nothing

Cons: Cramped seating

ORD
BOS
Mediocre 2.0

Pros: Nothing

Cons: Worst experience ever.

ORD
BOS
Good 6.5

Pros: the crew, the low cost

Cons: the size constraints for baggage and seating as well as the delays

Tue, Jul 9
MDW
Chicago Midway
BOS
Boston Logan Intl
2h 10m
Thu, Jul 11
BOS
Boston Logan Intl
MDW
Chicago Midway
2h 35m
Trip: 3 days
8.1ExcellentShow reviews
Overall 8.1 Excellent
Based on 30 reviews
Boarding
8.7
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
ATL
BWI
Mediocre 2.0

Cons: If the flight had not been cancelled!

DEN
MKE
Good 7.5

Pros: You're kidding right? Was the seat super comfortable? NOOOO

Cons: Seats

LAS
BUR
Okay 5.0

Pros: The Pilot's attempts to calm everyone down

Cons: There was a 3 hour delay for a 42 minute flight

BOS
BWI
Good 6.5

Cons: The seats are small but I'm also a big dude so that might be a factor

GEG
LAS
Okay 4.0

Pros: It was efficient loading.

Cons: We were diverted to Phoenix due to weather. They have no flights to Orlando from Phoenix. Because of this, we were going to have to fly the next day or get another connecting flight. In the meantime, they cannot find our luggage. Apparently, SouthWest doesn’t have a tracking system for luggage!

Fri, Nov 8
MDW
Chicago Midway
BOS
Boston Logan Intl
5h 03m
Sun, Nov 10
BOS
Boston Logan Intl
MDW
Chicago Midway
5h 20m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 25,283 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
PUJ
JFK
Okay 5.6

Pros: The plane was nice and the entertainment on the flight was great! Flight crew very friendly.

Cons: Our plane was delayed multiple times and we were not provided an explanation as to why. For as expensive as this fare was the fact that Delta was at fault for the delay and did not offer any compensation for that delay is frustrating. A few extra free snacks doesn’t cut it.

CUN
LAX
Excellent 9.0

Pros: There was those head rest flaps on my chair head rest. Checkin my luggage was seamless.

Cons: Boarding process was bit disorganized.

LAX
SJC
Poor 0.0

Cons: Can't tell how the flight was because missed connecting flight from LAX to SJC because Westjet from YYZ to LAX had a mechanical issue. They end up replacing a tire which caused a 1.5 hr flight delay

NRT
ATL
Excellent 10.0

Cons: Bring back the Narita to Minneapolis.

ATL
ROA
Mediocre 2.0

Pros: Diverted for unclear reasons. Stuck in TSY with hotel voucher to an overbooked hotel; trying to find out of pocket accommodations after long day of no food at MIDNIGHT was a real downer! I’ll let ya know if I make it home TODAY!!!

Wed, Aug 28
ORD
Chicago O'Hare Intl
BOS
Boston Logan Intl
2h 29m
Mon, Sep 2
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl
6h 45m
Trip: 6 days
5.1OkayShow reviews
Overall 5.1 Okay
Based on 203 reviews
Overall
5.8
Boarding
6.1
Comfort
5.4
Crew
6.5
Entertainment
4.6
Food
4.7
ORD
BOS
Mediocre 2.0

Cons: I cannot believe I had to take this flight. Spirit prides itself as the cheapest flight, well that's because they charge you for everything else! $14 for a seat, $47 for a checked bag, $42 for a carry-on bag. After I refused to pay those fees, they told me I wasn't able to get a refund on my flight. I will never take Spirit again. My flight with Jetblue was a breeze and they even gave free snacks and drinks. DON'T TAKE SPIRIT!

ORD
BOS
Mediocre 2.0

Pros: Nothing

Cons: They didn't seat me and my husband next to each other. Take off and landing was rough. Everything cost extra. Bags snacks drinks. Only 1 bathroom. Crew was rude. Taxiing felt like whip lash.

ORD
BOS
Okay 4.0

Cons: Flight was delayed but no one offered explanation. When speaking over the PA, flight attendants spoke too quickly and mumbled their words. One flight attendant spent his time flirting with another passenger. This flight experience was like the cattle car we feared it might be.

ORD
BOS
Mediocre 2.0

Cons: It's a rip off. Every little thing is charged for. Would have been way cheaper to fly another airline.

ORD
BOS
Mediocre 2.0

Pros: They charge for everything! But one "personal item" aka your purse. They even charge you for water, soda, peanuts during the flight which most flights have been giving complimentary for years. Very unhappy and i will never fly with them again. Why pay for their flight and extra fees when you can go to any other airline and the bags are free and you actually get water for free during the flight.. Just think about that before you book with Spirit

Cons: Read above

Fri, Jun 21
MDW
Chicago Midway
BOS
Boston Logan Intl
5h 05m
Tue, Jun 25
BOS
Boston Logan Intl
MDW
Chicago Midway
5h 30m
Trip: 5 days
8.1ExcellentShow reviews
Overall 8.1 Excellent
Based on 30 reviews
Boarding
8.7
Comfort
8.4
Crew
9.0
Entertainment
8.0
Food
7.9
BWI
MSY
Good 6.6

Cons: The WiFi on the plane was not working and that made it difficult to keep my 4 year old son sitting still

LAS
MCO
Mediocre 2.0

Pros: Didn’t catch flight due to forces rerouting.

Cons: Timing

BWI
ALB
Good 7.3

Cons: Flight delayed And wrong message of boarding when flight was delayed

SAT
MDW
Excellent 9.6

Pros: Crew did an excellent job serving us.

Cons: had a delay on the return flight, minor setback but overall good.

ATL
BWI
Excellent 9.0

Cons: Flight was delayed so I adjust my plans accordingly

Thu, Sep 5
MDW
Chicago Midway
BOS
Boston Logan Intl
5h 51m
Tue, Sep 10
BOS
Boston Logan Intl
MDW
Chicago Midway
6h 29m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 25,283 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
HNL
ATL
Good 7.6

Pros: I was surprised that we received two meals and constant drinks in economy. Delta definitely has better hospitality than American.

Cons: The seats were really tight between the rows. The space between the seats on the same row were typical.

CDG
LAX
Good 6.6

Cons: Again, make sure to note conspicuously that luggage price is not included.

PIT
BOS
Good 7.0

Cons: Wifi didn't work

YVR
MSP
Excellent 10.0

Pros: The ability to charge my cell phone via USB ports. Also the movies on long flights is really nice

Cons: Quicker way to get off plane

SAV
ATL
Excellent 10.0

Pros: Don’t wait to much

Wed, Oct 9
MDW
Chicago Midway
BOS
Boston Logan Intl
5h 48m
Sun, Oct 13
BOS
Boston Logan Intl
MDW
Chicago Midway
4h 07m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 25,283 reviews
Overall
8.1
Boarding
8.2
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
LAX
BNA
Excellent 10.0

Pros: The flight crew was great. Very friendly and efficient and there were free snacks with the comfort + seating with Delta. It’s airplane seating so it is what it is but I was not uncomfortable.

Cons: I’m not sure everything was really great.

FLL
JFK
Good 6.3

Pros: The crew and the boarding were good

Cons: No food. Just unhealthy snacks

ATL
JAX
Excellent 10.0

Cons: It was all good ✈️

NRT
ATL
Excellent 10.0

Cons: Bring back the Narita to Minneapolis.

MCO
CVG
Excellent 10.0

Pros: Excellent flight - smooth, comfortable seats (exit row with lots of leg room), in-flight entertainment was great, snacks and drinks served when I needed. Got to Cincinnati earlier than expected. Couldn't have gone better really.

Cons: I will say the flight to Orlando including an upcharge of $100 for a bag that was 10lbs overweight. I was INCREDIBLY frustrated at the crazy price. I understand fees would apply to overweight bags but $100???? Kind of ridiculous

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