CHI - BOS

$59 Find Cheap JetBlue Flights from Chicago to Boston

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Flights Deals

Cheap JetBlue Flight Deals from Chicago to Boston

 
Here are some of the best deals found on KAYAK recently from JetBlue for round-trip flights from Chicago to Boston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip JetBlue flight deals from Chicago to Boston

KAYAK's recommended round-trip JetBlue deals departing in the coming months from Chicago to Boston.
Discover the best prices for you by selecting your travel dates on KAYAK.
JetBlue Logo
4:51 pm - 8:27 pmORD-BOS
2h 36mnonstop
JetBlue Logo
6:00 am - 7:55 amBOS-ORD
2h 55mnonstop
$117JetBlue
Find Deal
Fri, Jun 20 - Mon, Jun 23
JetBlue Logo
10:50 am - 2:18 pmORD-BOS
2h 28mnonstop
JetBlue Logo
6:00 am - 8:00 amBOS-ORD
3h 00mnonstop
$118JetBlue
Find Deal
Sat, May 10 - Sun, May 11
JetBlue Logo
4:03 pm - 12:17 amORD-BOS
7h 14m1 stop
JetBlue Logo
6:00 am - 8:00 amBOS-ORD
3h 00mnonstop
$140JetBlue
Find Deal
Wed, May 21 - Sun, May 25
JetBlue Logo
7:31 pm - 11:00 pmORD-BOS
2h 29mnonstop
JetBlue Logo
6:00 am - 8:00 amBOS-ORD
3h 00mnonstop
$148JetBlue
Find Deal
Thu, May 29 - Mon, Jun 2
JetBlue Logo
6:15 am - 2:14 pmORD-BOS
6h 59m1 stop
JetBlue Logo
6:00 am - 8:00 amBOS-ORD
3h 00mnonstop
$151JetBlue
Find Deal
Wed, May 28 - Wed, Jun 4
JetBlue Logo
5:51 pm - 9:26 pmORD-BOS
2h 35mnonstop
JetBlue Logo
6:00 am - 7:55 amBOS-ORD
2h 55mnonstop
$152JetBlue
Find Deal
Fri, Aug 1 - Thu, Aug 21
JetBlue Logo
6:10 am - 11:42 amORD-BOS
4h 32m1 stop
JetBlue Logo
6:00 am - 8:00 amBOS-ORD
3h 00mnonstop
$159JetBlue
Find Deal
Sat, May 31 - Mon, Jun 9
JetBlue Logo
6:00 am - 11:51 amORD-BOS
4h 51m1 stop
JetBlue Logo
6:00 am - 7:55 amBOS-ORD
2h 55mnonstop
$160JetBlue
Find Deal
Tue, Aug 19 - Sat, Aug 23
JetBlue Logo
6:15 am - 2:14 pmORD-BOS
6h 59m1 stop
JetBlue Logo
6:00 am - 8:00 amBOS-ORD
3h 00mnonstop
$165JetBlue
Find Deal
Thu, May 29 - Tue, Jun 3
JetBlue Logo
6:00 am - 11:51 amORD-BOS
4h 51m1 stop
JetBlue Logo
6:00 am - 7:55 amBOS-ORD
2h 55mnonstop
$166JetBlue
Find Deal
Fri, Jul 11 - Tue, Jul 15
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Good to know

Low seasonFebruary
High seasonOctober
Cheapest flight$59
Average price round-trip$293
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Chicago O'Hare Airport to Boston
(price for this month)

When to Book Flights with JetBlue from Chicago to Boston

Average price per month
Flight prices as travel date approaches

FAQs for flying to Boston with JetBlue

  • How far in advance should I book tickets for a flight with JetBlue from Chicago to Boston?

    Generally, when trying to get a below average price for your ticket, try to book around 7 days before departure. For the cheapest possible price, our data suggests booking 24 days before departure.

  • Is JetBlue the cheapest airline to fly with from Chicago to Boston?

    With an average price of $205 return, JetBlue is not the cheapest airline to fly from Chicago to Boston with. Instead, for the lowest price, our data suggests flying with Spirit Airlines, where a return flight costs $94 on average.

  • What is the cheapest JetBlue flight from Chicago to Boston?

    In the last 3 days, the lowest price for a flight with JetBlue from Chicago to Boston was $97 for a return flight and $48 for a one-way flight.

  • Does JetBlue fly direct to Boston from Chicago?

    Yes, JetBlue does offer direct flights for the route, with around 2 flights per week.

  • What’s the cheapest day of the week to fly from Chicago to Boston with JetBlue?

    On average, the cheapest day of the week to fly from Chicago to Boston with JetBlue is Tuesday, when prices are around $59. The most expensive day is generally Saturday, where the average price is around $130.

  • What’s the cheapest month to fly from Chicago to Boston with JetBlue?

    The cheapest month for JetBlue flights to Boston from Chicago is generally February, where plane tickets cost $83 on average. If possible, try to avoid the most expensive months of April and December, where tickets cost $169 and $198 respectively.

JetBlue Customer Reviews

7.3
GoodBased on 2,922 verified guest reviews
7.5Boarding
8.0Crew
6.7Food
7.3Entertainment
7.6Comfort

Pros +
  • I flew jet blue because prior experiences have been amazing. (in 105 reviews)
Cons -
  • The almost 2-hour delay and gate change due to “airplane maintenance” was terrible. (in 243 reviews)

Show reviews that mention
Traveler rating:
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J
10.0 Wonderful
LAX-BOS
I loved the in-flight pantry!
P
10.0 Wonderful
BOS-AMS
Excellent from start to finish. All staff members were amazing!
V
10.0 Wonderful
LGA-FLL
Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.
J
8.0 Very good
GCM-BOS
Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).
M
10.0 Wonderful
BOS-LHR
Very professional service.
M
10.0 Wonderful
FLL-BOS
I liked the spacious seats.
C
8.0 Very good
SVD-JFK
The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.
K
2.0 Poor
MCO-BDL
Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.
J
8.0 Very good
SJO-MCO
The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart
V
8.0 Very good
SEA-BOS
It was too hot in the cabin. The AC did not help.

Everything you need to know for your flight from Chicago to Boston

Other airlines flying from Chicago to Boston

Flight deals from the most popular airlines with KAYAK users flying the route

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