Menu

Cheap flights from Illinois (IL) to Boston (BOS)

Know your dates, get live prices in seconds:

From
To
Depart
–
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
Add another flight clear all

We work with more than 300 partners to bring you better travel deals

Home North America USA Massachusetts Boston Cheap flights from Illinois to Boston

How to find the cheapest flight from
Illinois to Boston (BOS)

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 26 days in advance, which can save you up to 23% on flights from Illinois to Boston compared to booking the week you need them. Waiting 26 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $270. For sooner than that we have options available in the next 3 days from $316.

Cheap flights from Illinois to Boston in July, August 2020

The best prices found for Illinois to BOS flights for July, August
14 Jul - 28 Jul
$32pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
14 Jul - 15 Jul
$34pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 Jul - 4 Aug
$35pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Illinois to Boston 2020 flight deals

Cheap flights to Boston from Illinois found for this year
14 Jul - 28 Jul
$32pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
14 Jul - 15 Jul
$34pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 Jul - 4 Aug
$35pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Boston from Illinois

Save time with Illinois to Boston direct flight deals
14 Jul - 28 Jul
$32pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
14 Jul - 15 Jul
$34pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 Jul - 29 Jul
$35pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Illinois to Boston

Late deals on round-trip flights to Boston from Illinois, departing today and this week
27 Jun - 11 Jul
$95pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
25 Jun - 11 Jul
$96pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
27 Jun - 12 Jul
$104pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to Boston from Illinois

The cheapest one-way flights from Illinois to Boston
2:45 pm - 6:17 pm
British Airways
Nonstop
2h 32m
ORD - BOS
British Airways
$51
Ovago
2:16 pm - 5:33 pm
JetBlue
Nonstop
2h 17m
ORD - BOS
JetBlue
$63
1:10 pm - 4:36 pm
Major Airline
Nonstop
2h 26m
ORD - BOS
Major Airline
$64
StudentUniverse

Related info for your journey

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

Flight FAQs

From Illinois to Boston

Are flight prices decreasing from Illinois to Boston 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 Boston 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.

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

Yes, there are multiple flights from Illinois to Boston for under $100. The cheapest flight booked recently is on Spirit Airlines for just $32, but on average you can expect to pay $45.

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

Cheapflights has at least 20 direct flights from Illinois to Boston under $100. A good price for a nonstop flight from Illinois to Boston is less than $47.

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

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

What days are nonstop flights available from Illinois to Boston?

Days when nonstop flights are available for this flight are: Monday, Saturday.

How popular is this flight route?

The Illinois to Boston Logan Intl flight path was viewed by 207 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

The most popular airlines flying from Illinois to Boston are Endeavor Airlines, JetBlue and Delta. Something to consider prior to booking your flight.

What are the most popular routes from Illinois to Boston?

When deciding which route to take from Illinois to Boston consider Chicago O'Hare Intl - Boston Logan Intl, Moline Quad-City - Boston Logan Intl or Chicago Midway - Boston Logan Intl as they are the most popular.

What are the cheapest Flights from Illinois to Boston?

Looking at all options, your cheapest flight can be booked for $77. While the most popular route (Chicago O'Hare Intl - Boston Logan Intl) can be booked for $34 on average our data indicates $174 when flying from Illinois to Boston

What are the most reliable airlines from Illinois to Boston?

No one likes to see their flight delayed. When booking a flight from Illinois to Boston consider choosing Japan Airlines (100%), Icelandair (100%) or Emirates (100%) as they are the most reliable in getting you off to your destination on time.

Related searches

Flights to Boston from Illinois
Flights to Illinois Flights to Boston Flights from Boston

Rent a Car

Car Rentals in Boston Car Rentals in Massachusetts Car Rentals at Logan Intl

Arrival points for flights from Illinois to Boston

Show more

Destination information for Boston

Things to know before you go. Useful info for your trip from Illinois to Boston
Flight duration
2h 37m
Average temperature for July in Boston
84.2 °F
Avg rainfall for July in Boston
3.2 ″

Airports servicing

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

Airports servicing Boston

Boston (BOS)

Popular flight searches

Check out other popular destinations found by fellow travelers