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Rockford

$90+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — RFD
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Find 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 November 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/4. 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 11/188:10 amBDL - RFD
1 stop30h 05mMultiple Airlines
Fri 11/218:37 amRFD - BDL
2 stops13h 06mMultiple Airlines
Deal found 11/4$399
This Mytrip deal was found by Cheapflights users on 11/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:08 amBOS - RFD
3 stops22h 34mMultiple Airlines
Thu 12/111:20 pmRFD - BOS
3 stops33h 36mMultiple Airlines
Deal found 11/6$484
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/123:34 pmBDL - RFD
1 stop25h 42mMultiple Airlines
Fri 11/148:50 amRFD - BDL
2 stops14h 01mMultiple Airlines
Deal found 11/6$498
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/276:23 pmBDL - RFD
1 stop18h 56mMultiple Airlines
Mon 1/58:32 pmRFD - BDL
1 stop22h 25mMultiple Airlines
Deal found 11/5$751
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/203:34 pmBDL - RFD
1 stop19h 21mMultiple Airlines
Sat 12/2712:15 pmRFD - BDL
2 stops17h 00mMultiple Airlines
Deal found 11/6$855

Cheap flight deals from Massachusetts to Rockford

Keep the following information in mind while searching for Massachusetts to Rockford flight deals. Data was last updated November 6, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$281
(Kiwi.com)

One-way from

$90
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$248
Provider with most accurate pricing for Boston Logan Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Chicago (CHI) flights.
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From Massachusetts to Chicago Greater Rockford
Search Deals
One-way flight from Massachusetts to Chicago Greater Rockford
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Highest demand for flights based on searches. 9% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 6, 2025.
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

HartfordChicago

BDL - RFD

BDLRFD

Hartford Bradley Intl

Sat 1/24

3:48 pm-9:02 am

1 stop18h 14m

Chicago Greater Rockford

Mon 1/26

10:42 am-11:16 pm

2 stops11h 34m

$281

HartfordChicago

BDL - RFD

BDLRFD

Hartford Bradley Intl

Tue 11/18

8:10 am-1:15 pm

1 stop30h 05m

Chicago Greater Rockford

Fri 11/21

8:37 am-10:43 pm

2 stops13h 06m

$399

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Thu 12/4

11:08 am-8:42 am

3 stops22h 34m

Chicago Greater Rockford

Thu 12/11

1:20 pm-11:56 pm

3 stops33h 36m

$484

HartfordChicago

BDL - RFD

BDLRFD

Hartford Bradley Intl

Sat 12/27

6:23 pm-12:19 pm

1 stop18h 56m

Chicago Greater Rockford

Mon 1/5

8:32 pm-7:57 pm

1 stop22h 25m

$751

HartfordChicago

BDL - RFD

BDLRFD

Hartford Bradley Intl

Sat 12/20

3:34 pm-9:55 am

1 stop19h 21m

Chicago Greater Rockford

Sat 12/27

12:15 pm-6:15 am

2 stops17h 00m

$855

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Fri 12/5

8:11 pm-12:48 pm

1 stop17h 37m

$90

HartfordChicago

BDL - RFD

BDLRFD

Hartford Bradley Intl

Fri 12/12

6:36 pm-12:48 pm

2 stops19h 12m

$128

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Thu 11/20

11:09 am-7:47 am

2 stops21h 38m

$133

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Sat 11/22

9:54 pm-9:17 am

2 stops36h 23m

$144

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Wed 1/21

6:00 am-12:34 pm

2 stops31h 34m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 21 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
Hammond
Porter
Benton Harbor
Merrillville

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