Cheap flights from Illinois to Massachusetts

ORD — BOS
Feb 5 — Feb 121

What is the cheapest month to fly from Illinois to Massachusetts?

Our data shows that February tends to be the cheapest month to fly to Massachusetts from Illinois. Users have commonly found prices around $232 for the month, but tickets can be as low as $97. Due to multiple factors, prepare for potentially higher prices in June.

When is the cheapest time to fly from Illinois to Massachusetts (IL - MA)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Massachusetts as you normally would.

Cheap flights from Illinois to Massachusetts in January, February 2023

The best prices found for Illinois to Massachusetts flights for January, February
Feb 28 - Mar 7
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

22h 35m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

12h 45m
$117

Spirit Airlines

Pick Dates

Deal found 1/31

Feb 10 - Feb 12
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 25m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 12m
$118

Delta

Pick Dates

Deal found 1/31

Feb 7 - Feb 9
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

15h 05m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

7h 00m
$119

Multiple Airlines

Pick Dates

Deal found 1/30

Illinois to Massachusetts 2023 flight deals

Cheap flights to Massachusetts from Illinois found for this year
Mar 1 - Mar 8
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

14h 24m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

7h 22m
$116

Multiple Airlines

Pick Dates

Deal found 1/31

Feb 28 - Mar 7
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

22h 35m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

12h 45m
$117

Spirit Airlines

Pick Dates

Deal found 1/31

Feb 10 - Feb 12
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 25m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 12m
$118

Delta

Pick Dates

Deal found 1/31

Cheap JetBlue flights from Illinois to Massachusetts

Feb 10 - Feb 12
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 19m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 11m
$118

JetBlue

Pick Dates

Deal found 1/29

Feb 10 - Feb 12
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

4h 41m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 11m
$128

JetBlue

Pick Dates

Deal found 1/30

Feb 10 - Feb 13
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

4h 41m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

6h 00m
$137

JetBlue

Pick Dates

Deal found 1/29

Cheap Spirit Airlines flights from Illinois to Massachusetts

Feb 28 - Mar 7
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

22h 35m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

23h 57m
$120

Spirit Airlines

Pick Dates

Deal found 1/29

Feb 7 - Feb 13
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

10h 17m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

18h 35m
$130

Spirit Airlines

Pick Dates

Deal found 1/30

Feb 11 - Feb 13
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

26h 06m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

18h 35m
$132

Spirit Airlines

Pick Dates

Deal found 1/28

Non-stop flights to Massachusetts from Illinois

Save time with Illinois to Massachusetts direct flight deals
Feb 10 - Feb 12
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 25m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 12m
$118

Delta

Pick Dates

Deal found 1/31

Feb 15 - Feb 22
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 25m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 00m
$138

Delta

Pick Dates

Deal found 1/31

Feb 10 - Feb 12
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 34m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 09m
$150

Alaska Airlines

Pick Dates

Deal found 1/29

Last minute flights from Illinois to Massachusetts

Late deals on return flights to Massachusetts from Illinois, departing today and this week
Feb 6 - Feb 8
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 27m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 00m
$117

Delta

Pick Dates

Deal found 1/28

Feb 10 - Feb 12
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 25m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 12m
$118

Delta

Pick Dates

Deal found 1/31

Feb 7 - Feb 9
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

15h 05m
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

7h 00m
$119

Multiple Airlines

Pick Dates

Deal found 1/30

One-way flights to Massachusetts from Illinois

The cheapest one-way flights from Illinois to Massachusetts
Feb 28
MDW

Chicago Midway

BOS

Boston Logan Intl

1 stop

13h 58m
$43

Frontier

Pick Dates

Deal found 1/30

Mar 7
MDW

Chicago Midway

BOS

Boston Logan Intl

1 stop

14h 06m
$44

Frontier

Pick Dates

Deal found 1/28

Mar 1
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

14h 24m
$52

Multiple Airlines

Pick Dates

Deal found 1/28

Reviews of Airlines Servicing Massachusetts

Delta
7.9
Good
2,028 reviews

Boarding

8.0

Food

7.2

Entertainment

7.8

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 10

This had nothing to do with Delta! When my area was called to board, as I got up to walk, something snapped in my foot, I was in pain but managed to get on board. The flight crew were great & helpful, got me a wheelchair etc., helped get my bag. I sadly spent the next 6 hours in the ER once I got home. Compared to some of the other airlines operating out there, Delta & American really rock!

Delta
7.9
Good
2,028 reviews
Delta
7.9
Good
2,028 reviews

Boarding

8.0

Food

7.2

Entertainment

7.8

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 10

This had nothing to do with Delta! When my area was called to board, as I got up to walk, something snapped in my foot, I was in pain but managed to get on board. The flight crew were great & helpful, got me a wheelchair etc., helped get my bag. I sadly spent the next 6 hours in the ER once I got home. Compared to some of the other airlines operating out there, Delta & American really rock!

JetBlue
7.7
Good
375 reviews
Delta
7.9
Good
2,028 reviews

Boarding

8.0

Food

7.2

Entertainment

7.8

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 10

This had nothing to do with Delta! When my area was called to board, as I got up to walk, something snapped in my foot, I was in pain but managed to get on board. The flight crew were great & helpful, got me a wheelchair etc., helped get my bag. I sadly spent the next 6 hours in the ER once I got home. Compared to some of the other airlines operating out there, Delta & American really rock!

United Airlines
7.6
Good
1,173 reviews
Delta
7.9
Good
2,028 reviews

Boarding

8.0

Food

7.2

Entertainment

7.8

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 10

This had nothing to do with Delta! When my area was called to board, as I got up to walk, something snapped in my foot, I was in pain but managed to get on board. The flight crew were great & helpful, got me a wheelchair etc., helped get my bag. I sadly spent the next 6 hours in the ER once I got home. Compared to some of the other airlines operating out there, Delta & American really rock!

Sun Country Air
7.6
Good
71 reviews
Delta
7.9
Good
2,028 reviews

Boarding

8.0

Food

7.2

Entertainment

7.8

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 10

This had nothing to do with Delta! When my area was called to board, as I got up to walk, something snapped in my foot, I was in pain but managed to get on board. The flight crew were great & helpful, got me a wheelchair etc., helped get my bag. I sadly spent the next 6 hours in the ER once I got home. Compared to some of the other airlines operating out there, Delta & American really rock!

Allegiant Air
7.5
Good
95 reviews
Delta
7.9
Good
2,028 reviews

Boarding

8.0

Food

7.2

Entertainment

7.8

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 10

This had nothing to do with Delta! When my area was called to board, as I got up to walk, something snapped in my foot, I was in pain but managed to get on board. The flight crew were great & helpful, got me a wheelchair etc., helped get my bag. I sadly spent the next 6 hours in the ER once I got home. Compared to some of the other airlines operating out there, Delta & American really rock!

Related info for your journey

Useful info, stats and facts about Illinois to Massachusetts flights.

Which airlines flying from Illinois to Massachusetts have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like American Airlines, United Airlines, and Delta flying from Illinois to Massachusetts have implemented new flexible cancellation policies.

Can I find flights from Illinois to Massachusetts for under $200 on Cheapflights?

Yes, there are multiple flights from Illinois to Massachusetts for under $200. The cheapest flight booked recently is on Multiple Airlines for just $117, but on average you can expect to pay $132.

Are there nonstop flights from Illinois to Massachusetts for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Illinois to Massachusetts under $200. A good price for a nonstop flight from Illinois to Massachusetts is less than $175.

Are there last-minute flights available from Illinois to Massachusetts for under $200?

There are currently 20+ open flights from Illinois to Massachusetts within the next 7 days for less than $200.

What days are nonstop flights available from Illinois to Massachusetts?

Days when nonstop flights are available for this flight are: Sunday, Tuesday, Wednesday, Thursday, Friday, Saturday.

How many flights depart from Illinois to Massachusetts on average per day?

On average, you can expect to see 50 flights from Illinois to Massachusetts a day.
Morning (6am - Noon) - 46% of flight departures
Afternoon (Noon - 6pm) - 36% of flight departures
Evening (6pm - Midnight) - 18% of flight departures

How long is the flight from Illinois to Massachusetts?

For as low as $118, JetBlue can have you in Massachusetts from Illinois in 2h 19m. Illinois and Massachusetts are separated by a distance of 869 mi. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines to fly from Illinois to Massachusetts one-way?

For one-way options, check prices for Frontier. According to our data, you can fly for as low as $43. Users have also found prices from $59 and $62 on JetBlue and Spirit Airlines, respectively.

Destination points for flights from Illinois to Massachusetts

Select to see more specific information for flights from Illinois to all places in Massachusetts

Top 7 airlines flying from Illinois to Massachusetts

The chart below displays the airlines Cheapflights users traveling from Illinois to Massachusetts choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$14Average$20FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
JetBlueCheapest$69Average$202FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search JetBlue flights
United AirlinesCheapest$89Average$391FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
DeltaCheapest$89Average$395FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
Spirit AirlinesCheapest$98Average$237FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
American AirlinesCheapest$116Average$460FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
Alaska AirlinesCheapest$248Average$361FlexibilityNo cancel feeOn-time75%COVID-19 safety
Search Alaska Airlines flights

Hourly flight availability from Illinois to Massachusetts

See what time of day planes typically take off from Illinois to Massachusetts
1%of flight departuresEarly morningMidnight to 6 am
67%of flight departuresMorning6 am to noon
19%of flight departuresAfternoonNoon to 6 pm
13%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM
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