Find Cheap Flights from Chicago to Boston Logan International (CHI - BOS)

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Good to Know

Low Season:
September
Best time to beat the crowds
3%
expected price decrease
High Season:
April
Most popular time to fly
12%
expected price increase
Average Price:
$229
(avg. price over the last 2 weeks)
Good Deal:
$152
or less (round trip)

When to Book Flights from Chicago to Boston Logan International

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 $152 or less.
The cheapest flight from Chicago to Boston Logan International was found 85 days before departure, on average.
Book at least 7 weeks before departure in order to get a below-average price.
High season is considered to be March, April and May. The cheapest month to fly is September.
Morning departure is around 10% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago to Boston Logan International Flights

How long does a flight from Chicago to Boston Logan International take?
An average nonstop flight takes 2h 11m, covering a distance of 851 miles.
How many flights are there between Chicago and Boston Logan International?
There are 681 (nonstop) flights between Chicago and Boston Logan International per week, averaging 103 per day.
Which airlines provide the cheapest flights from Chicago to Boston Logan International?
In the past 3 days, the cheapest round-trip tickets were found on American Airlines ($113), Spirit Airlines ($113) and Multiple Airlines ($119).
Do I need a passport to fly between Chicago and Boston Logan International?
No.
Which airlines fly most frequently between Chicago and Boston Logan International?
United (15 times daily), American Airlines (13 times daily), ANA (11 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago to Boston Logan International?
For Chicago to Boston Logan International, Saturday is the cheapest day to fly on average and Monday is the most expensive. Flying from Boston Logan International back to Chicago, the best deals are generally found on Tuesday, with Saturday being the most expensive.

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

Airports
Origin
Chicago
$113
only
$113
Destination
Boston
$113
only
$113
Sat, Feb 10
ORD
BOS
2h 14m
Sun, Feb 11
BOS
ORD
3h 03m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 52 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
BOS
Excellent 10.0

Very affordable! Traveling can be difficult, especially from Chicago O'hare - one of the busiest airports in the country - but everything was made easy for me and was a breeze!

No complaints here!

ORD
BOS
Good 7.0

Staff was very nice; very courteous.

We were delayed for 2 hours! I had a premium seat but still ended up boarding with Group 6. Almost ran out of room and had to check my roller. Not happy with late boarding given that when I booked my ticket, it said I'd have priority seating.

ORD
BOS
Okay 4.0

Nothing

Thought it was funny I didn't get a survey about my disaster trying to leave Boston, only the on time flight getting back. 6 hour delay leaving because of a warning light they didn't catch to begin with. Missed a whole day of vaca. No help once they deplaned us. Horrible flight. First time on American too. Paid for a window seat specific and had no window.

ORD
BOS
Good 6.0

flight kept getting changed from delayed to on time then we finally get on the runway and have to shut the engines down and we were told that we would have to wait there for an hour

ORD
BOS
Excellent 8.0

Overall it was a fine flight we were delayed an hour boarding. But this is good because apparently they didn't have a place for us to unload in Boston and we would rather be walking around the terminal in Chicago than sitting on the plane on the runway

Tue, Apr 17
ORD
BOS
2h 28m
Mon, Apr 23
BOS
ORD
2h 48m
Trip: 7 days
5.0OkayShow reviews
Overall 5.0 Okay
Based on 189 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
BOS
Mediocre 2.0

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.

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
Mediocre 2.0

they charged $52 for 1 baggage then $55 if overweight. That is a rip off. Never again.

ORD
BOS
Excellent 10.0

Everyone was so friendly and helpful

That I couldn't take all the friendly and helpful people home with me...to make them a proper meal

ORD
BOS
Mediocre 2.0

PURE HELL

ORD
BOS
Mediocre 2.0

Would not let me use my ticket because I missed incoming flight

Worst customer experience had to book new flight cost another hundred dollars flight was then delayed for 3 hours a total nightmare

Mon, Jan 29
ORD
BOS
2h 15m
Fri, Feb 9
BOS
ORD
2h 51m
Trip: 12 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 1
ORD
BOS
2h 11m
Tue, Feb 13
BOS
ORD
3h 03m
Trip: 13 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 26 reviews
Overall
8.2
Boarding
8.2
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
ORD
BOS
Okay 4.0

Extra leg room

On both legs of our vacation, going and coming we experienced long delays , 2 hours Boston.to Vhicago and 3 hours Chicago to Boston

ORD
BOS
Mediocre 2.0

Captain and crew

Luggage handling

ORD
BOS
Excellent 8.0

Both ways my flight was significantly delayed. Although Jet Blue sent me notices, none of those came before I was on my way to the airport.

ORD
BOS
Excellent 10.0

You took great care of my wife who needed a wheelchair. the flight itself was delayed due to weather. I totally understand. I love the extra legroom

ORD
BOS
Excellent 10.0

L.L Bean crew was amazing!! The tv channels and movies!!

Sun, Feb 4
ORD
BOS
2h 20m
Tue, Feb 13
BOS
ORD
2h 52m
Trip: 10 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 170 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
BOS
Okay 4.3

Flight was short.

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.

ORD
BOS
Mediocre 3.0

Flight attendant was nice

Three hrs late. Direct tv for 1st class was non existent. Gave us a bag of chips as a "premier snack"

ORD
BOS
Excellent 9.0

Crew was excellent

N/A

ORD
BOS
Excellent 9.2

Boarding went well and all agents and crew encountered were very nice

in flight entertainment through personal devices didn't work very well. Needed to use United wi-fi, and watch on United app. Great idea, but wi-fi kept cutting out.

ORD
BOS
Good 7.6

It was ok

Too much confusion on seating...people were moved because of double seating then I was asked to move I seat back. I only agreed so the parent could sit with his two children

Sun, Feb 11
ORD
BOS
2h 14m
Thu, Feb 22
BOS
ORD
2h 53m
Trip: 12 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 52 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
BOS
Excellent 9.3

The in-flight entertainment, the refreshments, the staff.

Flight was a little late. Flight also had many different boarding classes that were seated earlier than us - what seemed like an abnormal amount of loyalty/upgrade classes.

ORD
BOS
Good 7.0

Staff was very nice; very courteous.

We were delayed for 2 hours! I had a premium seat but still ended up boarding with Group 6. Almost ran out of room and had to check my roller. Not happy with late boarding given that when I booked my ticket, it said I'd have priority seating.

ORD
BOS
Okay 4.0

Nothing

Thought it was funny I didn't get a survey about my disaster trying to leave Boston, only the on time flight getting back. 6 hour delay leaving because of a warning light they didn't catch to begin with. Missed a whole day of vaca. No help once they deplaned us. Horrible flight. First time on American too. Paid for a window seat specific and had no window.

ORD
BOS
Excellent 8.0

Overall it was a fine flight we were delayed an hour boarding. But this is good because apparently they didn't have a place for us to unload in Boston and we would rather be walking around the terminal in Chicago than sitting on the plane on the runway

ORD
BOS
Good 6.4

The entertainment system in my seat was broken. Was a bummer since we added a extra hour ground hold for weather.

Tue, Apr 24
ORD
BOS
2h 28m
Thu, May 3
BOS
ORD
2h 48m
Trip: 10 days
5.0OkayShow reviews
Overall 5.0 Okay
Based on 189 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
BOS
Mediocre 2.0

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

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.

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
Mediocre 2.0

The worst experience traveling by far

It felt like they had a personal vendetta

ORD
BOS
Mediocre 2.0

Would not let me use my ticket because I missed incoming flight

Worst customer experience had to book new flight cost another hundred dollars flight was then delayed for 3 hours a total nightmare

ORD
BOS
Mediocre 2.0

they charged $52 for 1 baggage then $55 if overweight. That is a rip off. Never again.

Tue, Jan 30
ORD
BOS
2h 15m
Fri, Feb 9
BOS
ORD
2h 51m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Feb 3
ORD
BOS
2h 15m
Tue, Feb 13
BOS
ORD
3h 03m
Trip: 11 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 26 reviews
Overall
8.2
Boarding
8.2
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
ORD
BOS
Okay 4.0

flight was delayed 2 hours :(

ORD
BOS
Excellent 8.0

Both ways my flight was significantly delayed. Although Jet Blue sent me notices, none of those came before I was on my way to the airport.

ORD
BOS
Excellent 10.0

You took great care of my wife who needed a wheelchair. the flight itself was delayed due to weather. I totally understand. I love the extra legroom

ORD
BOS
Excellent 10.0

The staff is great, the seats are comfortable, and the food is good

ORD
BOS
Good 6.0

Turbulence was terrible, understand that is not JetBlue issue - wanted to note.

Tue, Feb 6
ORD
BOS
2h 20m
Mon, Feb 12
BOS
ORD
2h 56m
Trip: 7 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 170 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
BOS
Good 7.6

Excellent crew and snacks, we were on time, actually arrived early in Boston.

The strong exhaust fumes while in the gate was really uncomfortable. It finally cleared once under way but 10 minutes of breathing it was not pleasant.

ORD
BOS
Okay 4.3

Flight was short.

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.

ORD
BOS
Mediocre 3.6

18 mini pretzels. really?

ORD
BOS
Good 7.2

The flight was as comfortable as can be. I really appreciated the great cup of coffee brewed. This was the 2nd and final segment of an overnight itinerary. What else can be said?

ORD
BOS
Mediocre 3.6

Wouldn't let me bring my bag even though there was plenty of space.

Tue, Feb 13
ORD
BOS
2h 14m
Sun, Feb 25
BOS
ORD
3h 03m
Trip: 13 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 52 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
BOS
Good 7.0

Staff was very nice; very courteous.

We were delayed for 2 hours! I had a premium seat but still ended up boarding with Group 6. Almost ran out of room and had to check my roller. Not happy with late boarding given that when I booked my ticket, it said I'd have priority seating.

ORD
BOS
Good 6.0

Short flight

Really unconfortable seats.

ORD
BOS
Good 6.0

flight kept getting changed from delayed to on time then we finally get on the runway and have to shut the engines down and we were told that we would have to wait there for an hour

ORD
BOS
Excellent 9.3

The in-flight entertainment, the refreshments, the staff.

Flight was a little late. Flight also had many different boarding classes that were seated earlier than us - what seemed like an abnormal amount of loyalty/upgrade classes.

ORD
BOS
Excellent 10.0

First class flight attendant was awesome!!

Tue, Apr 24
ORD
BOS
2h 28m
Thu, May 3
BOS
ORD
2h 48m
Trip: 10 days
5.0OkayShow reviews
Overall 5.0 Okay
Based on 189 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
BOS
Mediocre 2.0

Would not let me use my ticket because I missed incoming flight

Worst customer experience had to book new flight cost another hundred dollars flight was then delayed for 3 hours a total nightmare

ORD
BOS
Excellent 10.0

All

Nothing

ORD
BOS
Okay 4.0

The counter staff are rude and incompetent.

ORD
BOS
Mediocre 2.0

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

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 2.0

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!

Wed, Jan 31
ORD
BOS
2h 20m
Fri, Feb 9
BOS
ORD
2h 53m
Trip: 10 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Feb 10
ORD
BOS
2h 26m
Thu, Feb 22
BOS
ORD
2h 57m
Trip: 13 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 170 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
BOS
Good 7.6

It was ok

Too much confusion on seating...people were moved because of double seating then I was asked to move I seat back. I only agreed so the parent could sit with his two children

ORD
BOS
Okay 4.3

Flight was short.

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.

ORD
BOS
Mediocre 3.0

Flight attendant was nice

Three hrs late. Direct tv for 1st class was non existent. Gave us a bag of chips as a "premier snack"

ORD
BOS
Mediocre 3.6

18 mini pretzels. really?

ORD
BOS
Good 7.2

The flight was as comfortable as can be. I really appreciated the great cup of coffee brewed. This was the 2nd and final segment of an overnight itinerary. What else can be said?

Wed, Feb 14
ORD
BOS
2h 14m
Sun, Feb 25
BOS
ORD
3h 03m
Trip: 12 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 52 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
BOS
Good 6.3

Ok flight

Not iberia

ORD
BOS
Excellent 10.0

United airlines canceled a flight last minute that I needed in order to get to my best friends' wedding on time, I usually fly AA but the United flights were slightly cheaper at the time. The options United gave me would have had me missing the wedding, AA had more flights that allowed me to make it in time, considering it was booked 12 hours before take-off, it was decently reasonable and left on time and got in early (imagine that, United). Thank you American Airlines, again!

ORD
BOS
Okay 4.0

Nothing

Thought it was funny I didn't get a survey about my disaster trying to leave Boston, only the on time flight getting back. 6 hour delay leaving because of a warning light they didn't catch to begin with. Missed a whole day of vaca. No help once they deplaned us. Horrible flight. First time on American too. Paid for a window seat specific and had no window.

ORD
BOS
Good 6.0

Short flight

Really unconfortable seats.

ORD
BOS
Excellent 10.0

Very affordable! Traveling can be difficult, especially from Chicago O'hare - one of the busiest airports in the country - but everything was made easy for me and was a breeze!

No complaints here!

Wed, Apr 25
ORD
BOS
2h 28m
Thu, May 3
BOS
ORD
2h 48m
Trip: 9 days
5.0OkayShow reviews
Overall 5.0 Okay
Based on 189 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
BOS
Mediocre 2.0

PURE HELL

ORD
BOS
Mediocre 2.0

Would not let me use my ticket because I missed incoming flight

Worst customer experience had to book new flight cost another hundred dollars flight was then delayed for 3 hours a total nightmare

ORD
BOS
Mediocre 2.0

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
Excellent 10.0

All

Nothing

ORD
BOS
Mediocre 2.0

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

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.

Fri, Feb 2
ORD
BOS
2h 14m
Tue, Feb 13
BOS
ORD
2h 57m
Trip: 12 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Feb 12
ORD
BOS
2h 12m
Tue, Feb 20
BOS
ORD
2h 59m
Trip: 9 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 170 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
BOS
Good 7.6

Excellent crew and snacks, we were on time, actually arrived early in Boston.

The strong exhaust fumes while in the gate was really uncomfortable. It finally cleared once under way but 10 minutes of breathing it was not pleasant.

ORD
BOS
Good 7.6

It was ok

Too much confusion on seating...people were moved because of double seating then I was asked to move I seat back. I only agreed so the parent could sit with his two children

ORD
BOS
Okay 4.3

Flight was short.

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.

ORD
BOS
Okay 4.0

Bumpy but spectacular ride through a thunderstorm on descent.

Flight assistants were not particularly helpful with our baby. Same complaint about baggage, but on this longer flight, why make us pay extra for food and entertainment too?!

ORD
BOS
Good 7.2

The flight was as comfortable as can be. I really appreciated the great cup of coffee brewed. This was the 2nd and final segment of an overnight itinerary. What else can be said?

Thu, Feb 15
ORD
BOS
2h 14m
Sun, Feb 25
BOS
ORD
3h 03m
Trip: 11 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 52 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
BOS
Excellent 10.0

First class flight attendant was awesome!!

ORD
BOS
Good 7.0

Staff was very nice; very courteous.

We were delayed for 2 hours! I had a premium seat but still ended up boarding with Group 6. Almost ran out of room and had to check my roller. Not happy with late boarding given that when I booked my ticket, it said I'd have priority seating.

ORD
BOS
Excellent 8.0

Overall it was a fine flight we were delayed an hour boarding. But this is good because apparently they didn't have a place for us to unload in Boston and we would rather be walking around the terminal in Chicago than sitting on the plane on the runway

ORD
BOS
Excellent 9.3

The in-flight entertainment, the refreshments, the staff.

Flight was a little late. Flight also had many different boarding classes that were seated earlier than us - what seemed like an abnormal amount of loyalty/upgrade classes.

ORD
BOS
Good 6.4

The entertainment system in my seat was broken. Was a bummer since we added a extra hour ground hold for weather.

Thu, Apr 26
ORD
BOS
2h 28m
Mon, Apr 30
BOS
ORD
2h 48m
Trip: 5 days
5.0OkayShow reviews
Overall 5.0 Okay
Based on 189 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
BOS
Mediocre 2.0

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

PURE HELL

ORD
BOS
Mediocre 2.0

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

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 2.0

they charged $52 for 1 baggage then $55 if overweight. That is a rip off. Never again.

ORD
BOS
Excellent 10.0

Everyone was so friendly and helpful

That I couldn't take all the friendly and helpful people home with me...to make them a proper meal

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Chicago to Boston Logan International Flight Information

Avg. Flight Duration 2h 37m
Flights Arrive in Boston Logan International
Flights Depart from Chicago
Flight Price $113
Distance 851 miles
Airlines American Airlines, Spirit Airlines, JetBlue, United
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Prices are per person and are for e–tickets and include all taxes & fees in USD.

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.