Cheap flights from Massachusetts (MA) to Illinois (IL)

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How to find the cheapest flight from
Massachusetts to Illinois

All the information you need to plan the best null to ORD flight in 2021: compare Massachusetts to Illinois flight prices with the expected peak season, weather and rainfall in Illinois.
What is the cheapest month to fly from Massachusetts to Illinois?

Our data shows that August tends to be the cheapest month to fly to Illinois from Massachusetts. Users have commonly found prices around $146 for the month, but tickets can be as low as $34. Due to multiple factors, prepare for potentially higher prices in December.

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

When flying from Massachusetts to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Massachusetts to Illinois in November, December 2021

The best prices found for Massachusetts to Illinois flights for November, December
3 Dec - 5 Dec
$95pp
BOS
Boston Logan Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BOS
Boston Logan Intl
3 Dec - 6 Dec
$97pp
BOS
Boston Logan Intl
JetBlue
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
BOS
Boston Logan Intl
14 Dec - 14 Dec
$100pp
BOS
Boston Logan Intl
Delta
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
BOS
Boston Logan Intl

Massachusetts to Illinois 2022 flight deals

Cheap flights to Illinois from Massachusetts found for next year
3 Dec - 5 Dec
$95pp
BOS
Boston Logan Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BOS
Boston Logan Intl
3 Dec - 6 Dec
$97pp
BOS
Boston Logan Intl
JetBlue
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
BOS
Boston Logan Intl
14 Dec - 14 Dec
$100pp
BOS
Boston Logan Intl
Delta
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
BOS
Boston Logan Intl

Non-stop flights to Illinois from Massachusetts

Save time with Massachusetts to Illinois direct flight deals
10 Dec - 12 Dec
$97pp
BOS
Boston Logan Intl
Delta
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
Non-Stop
BOS
Boston Logan Intl
9 Dec - 11 Dec
$107pp
BOS
Boston Logan Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
BOS
Boston Logan Intl
7 Dec - 7 Dec
$112pp
BOS
Boston Logan Intl
JetBlue
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
BOS
Boston Logan Intl

Last minute flights from Massachusetts to Illinois

Late deals on round-trip flights to Illinois from Massachusetts, departing today and this week
3 Dec - 5 Dec
$95pp
BOS
Boston Logan Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BOS
Boston Logan Intl
3 Dec - 6 Dec
$97pp
BOS
Boston Logan Intl
JetBlue
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
BOS
Boston Logan Intl
5 Dec - 16 Dec
$104pp
BOS
Boston Logan Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
BOS
Boston Logan Intl

One-way flights to Illinois from Massachusetts

The cheapest one-way flights from Massachusetts to Illinois
4:30 am - 6:31 am
JetBlue
Nonstop
3h 01m
BOS - ORD
JetBlue
6:05 am - 1:47 pm
Frontier
1 Stop
8h 42m
BOS - STL
Frontier
$61
Kiwi.com
5:03 am - 11:44 am
Multiple Airlines
2 Stops
31h 41m
BOS - ORD
Multiple Airlines
$73
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Massachusetts</span> to <span class="emphasized">Illinois</span> flights.

Flight FAQs

From Massachusetts to Illinois

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

Some of our airline partners flying from Massachusetts to Illinois have new flexible policies in place due to COVID-19. American Airlines, United Airlines, and JetBlue are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

Can I find flights from Massachusetts to Illinois for under $100 on Cheapflights?

Yes, there are multiple flights from Massachusetts to Illinois for under $100. The cheapest flight booked recently is on Delta for just $97, but on average you can expect to pay $114.

Are there nonstop flights from Massachusetts to Illinois for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Massachusetts to Illinois under $100. A good price for a nonstop flight from Massachusetts to Illinois is less than $135.

Are there last-minute flights available from Massachusetts to Illinois for under $100?

There are currently 20+ open flights from Massachusetts to Illinois within the next 7 days for less than $100.

What days are nonstop flights available from Massachusetts to Illinois?

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

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

57 flight departures from Massachusetts to Illinois per day on average.
Early Morning (Midnight to 6am) - 14% of flight departures
Morning (6am - Noon) - 26% of flight departures
Afternoon (Noon - 6pm) - 30% of flight departures
Evening (6pm - Midnight) - 30% of flight departures

How long is the flight from Massachusetts to Illinois?

Airlines like Delta, JetBlue, and United Airlines fly from Massachusetts to Illinois in about 2h 52m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 869 mi. Most flights are nonstop.

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

The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $49. However, be on the lookout for offers from Frontier and Delta, as they are both options that can get you from Massachusetts to Illinois for a low price.

COVID Restrictions

View COVID Travel Restrictions for Illinois (IL)

Do I need a COVID test to fly to Illinois from Massachusetts?

Information is based on travel restrictions for travel to Illinois within the United States

Most visitors from Massachusetts need to provide a negative COVID-19 test result and/or quarantine to enter Illinois.

COVID-19 testing requirements
Visitors from Massachusetts must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Illinois.

Quarantine requirements
Visitors from Massachusetts are not required to quarantine after entering Illinois.

Do I need a test to fly back to Massachusetts from Illinois?

Returning to Massachusetts from Illinois

COVID-19 testing requirements
Visitors from Illinois must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Massachusetts.

Quarantine requirements
Visitors from Illinois are not required to quarantine after entering Massachusetts.

Hide COVID Travel Restrictions for Illinois (IL)

Destination points for flights from Massachusetts to Illinois

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

Destination information for Illinois

Things to know before you go - useful duration and weather info for your trip from Massachusetts to Illinois.
Flight duration from Massachusetts to Illinois
2h 48m

Airports servicing

Bedford Hanscom Field (BED)
Boston Harbor SPB (BNH)
Boston (BOS)
Beverly (BVY)
New Bedford Regional (EWB)
Hyannis Barnstable (HYA)

Airports servicing

Bloomington (BMI)
Champaign (CMI)
Decatur (DEC)
Moline (MLI)
Marion (MWA)

Top 6 airlines flying from Massachusetts to Illinois

The chart below displays the airlines Cheapflights users traveling from Massachusetts to Illinois choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Spirit Airlines
$56 $168 No cancel fee 65%
Delta
$62 $285 No cancel fee N/A
JetBlue
$71 $250 No cancel fee 62%
American Airlines
$77 $300 No cancel fee 71%
United Airlines
$80 $323 No cancel fee 69%
Southwest
$185 $387 No cancel fee 63%
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