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Rockford

$95+ Cheap flights from Massachusetts to Greater Rockford (RFD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RFD
Mar 23 — Mar 301
Mon 3/23
Mon 3/30
1 adult, Economy
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Cheap flight deals from Massachusetts to Rockford

Cheapest flights from Massachusetts to Rockford
Explore the most affordable flight options available from Massachusetts to Rockford. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:40 am
BOS
-
RFD
1 stop29h 57m
Multiple Airlines
Sun 5/3111:27 am
RFD
-
BOS
1 stop11h 32m
Multiple Airlines
Deal found 2/17$210
This Kiwi.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/204:43 pm
BOS
-
RFD
2 stops18h 54m
Multiple Airlines
Sun 5/2411:27 am
RFD
-
BOS
1 stop11h 32m
Multiple Airlines
Deal found 2/21$324
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:33 pm
BOS
-
RFD
1 stop20h 44m
Multiple Airlines
Sun 6/711:27 am
RFD
-
BOS
1 stop11h 32m
Multiple Airlines
Deal found 2/19$352
This Kiwi.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:00 am
BOS
-
RFD
1 stop27h 21m
Multiple Airlines
Sun 5/2411:27 am
RFD
-
BOS
1 stop11h 32m
Multiple Airlines
Deal found 2/18$356
This Kiwi.com deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/135:15 pm
BDL
-
RFD
1 stop18h 45m
Multiple Airlines
Mon 5/187:09 pm
RFD
-
BDL
2 stops27h 02m
Multiple Airlines
Deal found 2/17$374
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:49 pm
BOS
-
RFD
1 stop16h 58m
Multiple Airlines
Mon 4/66:17 pm
RFD
-
BOS
2 stops20h 11m
Multiple Airlines
Deal found 2/20$387
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/266:57 pm
BDL
-
RFD
2 stops15h 20m
Multiple Airlines
Mon 6/297:48 pm
RFD
-
BDL
1 stop27h 53m
Multiple Airlines
Deal found 2/20$414
This Kiwi.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/227:43 pm
BOS
-
RFD
1 stop15h 04m
Multiple Airlines
Mon 4/2710:44 am
RFD
-
BOS
1 stop11h 34m
Multiple Airlines
Deal found 2/18$414
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:10 pm
BOS
-
RFD
2 stops20h 44m
Multiple Airlines
Thu 3/510:37 am
RFD
-
BOS
1 stop12h 07m
Multiple Airlines
Deal found 2/19$419
This Kiwi.com deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:10 pm
BOS
-
RFD
1 stop16h 37m
Multiple Airlines
Sun 3/810:37 am
RFD
-
BOS
2 stops21h 01m
Multiple Airlines
Deal found 2/17$438
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:10 pm
BOS
-
RFD
1 stop16h 37m
Multiple Airlines
Wed 3/42:44 pm
RFD
-
BOS
1 stop17h 22m
Multiple Airlines
Deal found 2/20$452
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2712:29 pm
BDL
-
RFD
2 stops23h 08m
Multiple Airlines
Mon 6/297:48 pm
RFD
-
BDL
1 stop27h 53m
Multiple Airlines
Deal found 2/20$475

Find flight deals from Massachusetts to Rockford

Keep the following information in mind while searching for Massachusetts to Rockford flight deals. Data was last updated February 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$210
(Kiwi.com)

One-way from

$95
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$232
Provider with most accurate pricing for Boston Logan Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Chicago (CHI) flights.
Search Deals
From Massachusetts to Chicago Greater Rockford
Search Deals
One-way flight from Massachusetts to Chicago Greater Rockford
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Rockford that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 21, 2026.
Use the filters below to find and compare flights from Massachusetts to Chicago Greater Rockford Airport that are best for you.

Fly from

Massachusetts

Fly to

Rockford

Route

Depart

Return

Price

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Wed 5/27

5:40 am-10:37 am

1 stop29h 57m

Chicago Greater Rockford

Sun 5/31

11:27 am-11:59 pm

1 stop11h 32m

$210

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Wed 3/4

6:10 pm-9:47 am

1 stop16h 37m

Chicago Greater Rockford

Sun 3/8

10:37 am-11:41 am

2 stops24h 04m

$268

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Wed 5/20

4:43 pm-10:37 am

2 stops18h 54m

Chicago Greater Rockford

Sun 5/24

11:27 am-11:59 pm

1 stop11h 32m

$314

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Fri 6/5

12:33 pm-8:17 am

1 stop20h 44m

Chicago Greater Rockford

Sun 6/7

11:27 am-11:59 pm

1 stop11h 32m

$335

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Fri 5/22

7:00 am-9:21 am

1 stop27h 21m

Chicago Greater Rockford

Sun 5/24

11:27 am-11:59 pm

1 stop11h 32m

$356

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Wed 5/27

4:43 pm-10:37 am

2 stops18h 54m

Chicago Greater Rockford

Sat 5/30

10:11 am-11:18 pm

1 stop12h 07m

$368

HartfordChicago

BDL - RFD

BDLRFD

Hartford Bradley Intl

Wed 5/13

5:15 pm-11:00 am

1 stop18h 45m

Chicago Greater Rockford

Mon 5/18

7:09 pm-11:11 pm

2 stops27h 02m

$374

HartfordChicago

BDL - RFD

BDLRFD

Hartford Bradley Intl

Fri 6/26

6:57 pm-9:17 am

2 stops15h 20m

Chicago Greater Rockford

Mon 6/29

7:48 pm-12:41 am

1 stop27h 53m

$414

HartfordChicago

BDL - RFD

BDLRFD

Hartford Bradley Intl

Sat 6/27

12:29 pm-10:37 am

2 stops23h 08m

Chicago Greater Rockford

Mon 6/29

7:48 pm-12:41 am

1 stop27h 53m

$475

HartfordChicago

BDL - RFD

BDLRFD

Hartford Bradley Intl

Fri 3/20

8:08 pm-9:24 am

1 stop14h 16m

Chicago Greater Rockford

Fri 3/27

10:39 am-11:16 pm

2 stops11h 37m

$531

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 33 results
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Best time to book a flight from Massachusetts to Rockford

Have a flexible travel schedule? Discover the best time to fly to Rockford from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to Chicago Greater Rockford Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Rockford. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Massachusetts to Rockford that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Rockford flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Rockford?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Rockford.

  • Can I find deals for business class flights from Massachusetts to Rockford?

    Yes. Cheapflights offers flight deals from Massachusetts to Rockford by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Traveling to a place near Chicago Greater Rockford Airport?

Book flights to Chicago Greater Rockford Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Massachusetts to Rockford

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