$51 Cheap flight deals from Chicago (CHI) to Norwood (BOS)

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This Weekend's Flight Deals from Chicago to Norwood

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Nov 14 - Sun, Nov 16
RFD
Greater Rockford
BOS
Logan Intl.
$140 Roundtrip, found 6 days ago
$140
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Nov 14 from Greater Rockford to Logan Intl., returning Sun, Nov 16, priced at $140 found 6 days ago
Sun, Nov 16 - Mon, Nov 17
MDW
Midway Intl.
BOS
Logan Intl.
$212 Roundtrip, found 4 days ago
$212
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sun, Nov 16 from Midway Intl. to Logan Intl., returning Mon, Nov 17, priced at $212 found 4 days ago
Sun, Nov 16 - Sun, Nov 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$235 Roundtrip, found 4 hours ago
$235
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Sun, Nov 16 from O'Hare Intl. to Logan Intl., returning Sun, Nov 23, priced at $235 found 4 hours ago

Airfares from $51 One Way, $110 Round Trip from Chicago to Norwood

Prices starting at $110 for return flights and $51 for one-way flights to Norwood were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Dec 11 - Sun, Dec 14
MDW
Chicago
BOS
Boston
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Dec 11 from Chicago to Boston, returning Sun, Dec 14, priced at $110 found 4 days ago
Thu, Dec 4 - Thu, Dec 11
ORD
Chicago
BOS
Boston
$111 Roundtrip, found 3 days ago
$111
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Dec 4 from Chicago to Boston, returning Thu, Dec 11, priced at $111 found 3 days ago
Sat, Jan 17 - Tue, Jan 20
ORD
Chicago
BOS
Boston
$117 Roundtrip, found 12 hours ago
$117
Roundtrip
found 12 hours ago
Select Delta flight, departing Sat, Jan 17 from Chicago to Boston, returning Tue, Jan 20, priced at $117 found 12 hours ago
Sat, Jan 17 - Tue, Jan 20
ORD
Chicago
BOS
Boston
$117 Roundtrip, found 12 hours ago
$117
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sat, Jan 17 from Chicago to Boston, returning Tue, Jan 20, priced at $117 found 12 hours ago
Sat, Dec 13 - Mon, Dec 15
ORD
Chicago
BOS
Boston
$119 Roundtrip, found 10 hours ago
$119
Roundtrip
found 10 hours ago
Select United flight, departing Sat, Dec 13 from Chicago to Boston, returning Mon, Dec 15, priced at $119 found 10 hours ago

Norwood economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel
3.5-star property

The Revolution Hotel

9/10 Wonderful! (2,173 reviews)

Dec 27 - Dec 30

3 night stay

Chicago (CHI) to Boston (BOS)

Southwest Airlines • Roundtrip • Coach
Price was $436, price is now $300 per person
$300
per person
found 9 hours ago
Very clean, staff friendly, amazing location

Reviewed on Oct 30, 2025

AC Hotel by Marriott Boston Downtown
3.5-star property

AC Hotel by Marriott Boston Downtown

8.8/10 Excellent! (1,008 reviews)

Dec 26 - Jan 2

7 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Non-stop • Coach

Boston (BOS) to Chicago (ORD)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $872, price is now $625 per person
$625
per person
found 1 day ago
It would bew so much better if the room had enough lighting. Breakfast very ordinary for quite a lot of money.

Reviewed on Sep 23, 2025

The Whitney Hotel
4.0-star property

The Whitney Hotel

9.6/10 Exceptional! (475 reviews)

Dec 28 - Dec 30

2 night stay

Chicago (CHI) to Boston (BOS)

United • Coach

Boston (BOS) to Chicago (CHI)

Southwest Airlines • Coach
Save 100% on your flight
Price was $599, price is now $433 per person
$433
per person
found 6 hours ago
What a gem in Boston! I've been to Boston many times and usually stay closer to the Downtown Crossing area. This time we stayed at the Whitney, choosing to try out that part of town. We loved it! Bigger than a boutique hotel, but small enough to feel intimate. Charles St is a great walking street, and we loved the location. The room was on the ground level (actually partly below ground) but was excellent! Well-appointed room, a good amount of space for Boston, and super professional staff. I'll be back when I come back to Boston

Reviewed on Jul 30, 2024

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Norwood packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Fall River North by IHG
2.5-star property

Holiday Inn Express Fall River North by IHG

8.2/10 Very Good! (1,015 reviews)

Dec 12 - Dec 14

2 night stay

Chicago (CHI) to Boston (BOS)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $631, price is now $600 per person
$600
per person
found 12 hours ago
Great place, great staff!

Reviewed on Oct 14, 2025

Fairfield Inn & Suites by Marriott Somerset
2.5-star property

Fairfield Inn & Suites by Marriott Somerset

9.4/10 Exceptional! (471 reviews)

Dec 12 - Dec 14

2 night stay

Chicago (CHI) to Boston (BOS)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $678, price is now $677 per person
$677
per person
found 12 hours ago
The room was very clean and the property was quiet. The staff was always friendly and helpful. The free breakfast had a variety of choices. Major freeways (195 and 95) are easily accessible within 5 minutes from the hotel. I plan to stay again-this is the best hotel in the are!

Reviewed on Jul 27, 2023

Red Roof Inn & Suites Swansea
2.0-star property

Red Roof Inn & Suites Swansea

6.8/10 (179 reviews)

Dec 12 - Dec 14

2 night stay

Chicago (CHI) to Boston (BOS)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $623, price is now $623 per person
$623
per person
found 12 hours ago
Was an OKAY stay. They say on the Orbitz app that rooms are kept open for a day before new people staying but that was a lie. Room had old scratch tickets laying around. Also, shower and all water didn't work. Turned shower on to get a few little streams of dark brown water that never stopped nor changed. So showering was not an option. Area is okay. But sketchy but if you know the area, you're okay. Highway is right outside the room so the view is so/so. The property says that the room was $110 but yet made me sign a paper saying that the rate was only $77. Maybe Orbitz needs to look into that? Would try again and hopefully these comments and concerns can be addressed in the near future

Reviewed on May 5, 2022

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More About Flying To Norwood from Chicago

Route Information for Flights from Chicago to Norwood

Origin Airport IATA Code
CHI
Destination Airport IATA Code
BOS
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Norwood

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.