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

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How to find the cheapest flight from
Illinois to Massachusetts

How far in advance should I book a flight from Illinois to Massachusetts?

Travelers have found it’s best to book a flight 26 days in advance to save up to 23% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 26 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Illinois to Massachusetts 1-2 weeks in advance for as low as $270, or $316 for flights within the next 24 hours.

Cheap flights from Illinois to Massachusetts in October, November 2020

The best prices found for Illinois to Massachusetts flights for October, November
11 Nov - 18 Nov
$48pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
10 Nov - 18 Nov
$59pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
9 Nov - 10 Nov
$64pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Illinois to Massachusetts 2020 flight deals

Cheap flights to Massachusetts from Illinois found for this year
5 Dec - 8 Dec
$48pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
5 Dec - 8 Dec
$58pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
2 Dec - 9 Dec
$59pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Massachusetts from Illinois

Save time with Illinois to Massachusetts direct flight deals
4 Nov - 7 Nov
$82pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
13 Nov - 15 Nov
$89pp
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
7 Dec - 7 Dec
$91pp
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
JetBlue
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Illinois to Massachusetts

Late deals on round-trip flights to Massachusetts from Illinois, departing today and this week
31 Oct - 7 Nov
$89pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
31 Oct - 3 Nov
$92pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
31 Oct - 14 Nov
$93pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to Massachusetts from Illinois

The cheapest one-way flights from Illinois to Massachusetts
4:18 pm - 7:30 pm
JetBlue
Nonstop
2h 12m
ORD - BOS
JetBlue
8:59 am - 6:50 pm
Multiple Airlines
1 Stop
8h 51m
ORD - BOS
Multiple Airlines
$58
FlightNetwork
7:16 am - 5:13 pm
Delta
1 Stop
8h 57m
ORD - BOS
Delta
$65
Delta

Related info for your journey

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

Flight FAQs

From Illinois to Massachusetts

Are flight prices decreasing from Illinois to Massachusetts due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Illinois and Massachusetts for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Illinois to Massachusetts to control the spread of COVID-19?

JetBlue, Southwest, and Delta are some of the many airlines that have implemented additional safety measures to control the spread of COVID-19. Some of the new policies that have been implemented to accommodate travelers flying from Illinois to Massachusetts are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

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 Spirit Airlines flying from Illinois to Massachusetts have implemented new flexible cancellation policies.

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

Yes, there are multiple flights from Illinois to Massachusetts for under $100. The cheapest flight booked recently is on Spirit Airlines for just $48, but on average you can expect to pay $70.

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

Cheapflights has at least 20 direct flights from Illinois to Massachusetts under $100. A good price for a nonstop flight from Illinois to Massachusetts is less than $111.

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

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

What days are nonstop flights available from Illinois to Massachusetts?

You can find nonstop flights on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

What are the most popular airlines that fly from Illinois to Massachusetts?

When booking a flight from Illinois to Massachusetts, you may want to consider flying on Major Airline, American Airlines or JetBlue as they are the most popular for this route.

What are the most popular routes from Illinois to Massachusetts?

Most travelers choose Chicago O'Hare Intl - Boston Logan Intl, Chicago Midway - Boston Logan Intl or Chicago O'Hare Intl - Hyannis Barnstable when deciding on the best route from Illinois to Massachusetts.

What are the cheapest Flights from Illinois to Massachusetts?

Looking at all options, your cheapest flight can be booked for $54. While the most popular route (Chicago O'Hare Intl - Boston Logan Intl) can be booked for $67 on average our data indicates $154 when flying from Illinois to Massachusetts

What are the most reliable airlines from Illinois to Massachusetts?

Consider Icelandair (100%), EL AL (100%) or Royal Air Maroc (100%) when booking your flight. These represent the most reliable airlines when flying from Illinois to Massachusetts.

How long is the flight from Illinois to Massachusetts?

There are many flights that can get you from Illinois to Massachusetts in 2h 10m. Fly via JetBlue, Major Airline, or American Airlines to get the fastest option. Most flights are nonstop.

What are the cheapest airlines flying from Illinois to Massachusetts round-trip?

According to our current data, Spirit Airlines ($48), Major Airline ($82), and American Airlines ($89) offers the cheapest pricing from Illinois to Massachusetts.

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

The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $24. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Illinois to Massachusetts for a low price.

Destination points for flights from Illinois to Massachusetts

Destination information for Massachusetts

Things to know before you go. Useful info for your trip from Illinois to Massachusetts
Flight duration
2h 38m

Airports servicing

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

Airports servicing

Boston (BOS)
Beverly (BVY)
New Bedford (EWB)
Hyannis (HYA)
West Tisbury Martha's Vineyard (MVY)
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