$83 Cheap flight deals from Chicago (CHI) to Marlborough (ORH)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Marlborough

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.

Sat, Aug 22 - Sun, Aug 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$262 Roundtrip, found 4 hours ago
$262
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Aug 22 from O'Hare Intl. to Logan Intl., returning Sun, Aug 23, priced at $262 found 4 hours ago
Fri, Aug 21 - Sun, Aug 23
MDW
Midway Intl.
BOS
Logan Intl.
$283 Roundtrip, found 8 hours ago
$283
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Fri, Aug 21 from Midway Intl. to Logan Intl., returning Sun, Aug 23, priced at $283 found 8 hours ago
Fri, Aug 21 - Sun, Aug 23
RFD
Greater Rockford
BOS
Logan Intl.
$320 Roundtrip, found 17 hours ago
$320
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Fri, Aug 21 from Greater Rockford to Logan Intl., returning Sun, Aug 23, priced at $320 found 17 hours ago

Airfares from $83 One Way, $167 Round Trip from Chicago to Marlborough

Prices starting at $167 for return flights and $83 for one-way flights to Marlborough were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 26 - Tue, Sep 29
RFD
Rockford
BOS
Boston
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Sep 26 from Rockford to Boston, returning Tue, Sep 29, priced at $167 found 3 days ago
Sat, Sep 26 - Tue, Sep 29
RFD
Rockford
BOS
Boston
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Sep 26 from Rockford to Boston, returning Tue, Sep 29, priced at $177 found 3 days ago
Tue, Sep 1 - Thu, Sep 3
MDW
Chicago
BOS
Boston
$178 Roundtrip, found 5 days ago
$178
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Sep 1 from Chicago to Boston, returning Thu, Sep 3, priced at $178 found 5 days ago
Fri, Oct 23 - Tue, Oct 27
ORD
Chicago
BOS
Boston
$186 Roundtrip, found 1 hour ago
$186
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Oct 23 from Chicago to Boston, returning Tue, Oct 27, priced at $186 found 1 hour ago
Tue, Sep 1 - Thu, Sep 3
MDW
Chicago
BOS
Boston
$206 Roundtrip, found 5 days ago
$206
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Sep 1 from Chicago to Boston, returning Thu, Sep 3, priced at $206 found 5 days ago

Marlborough economy flight packages

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

The Charles Hotel

9.4/10 Exceptional! (1,006 reviews)

Sep 25 - Sep 27

2 night stay

Chicago (CHI) to Boston (BOS)

JetBlue Airways • Coach

Boston (BOS) to Chicago (CHI)

American Airlines • Coach
Save 100% on your flight
Price was $1,264, price is now $831 per person
$831
per person
found 1 day ago

Luxury Apartments by Hyatus at Boston Everett
5.0-star property

Luxury Apartments by Hyatus at Boston Everett

9/10 Wonderful! (6 reviews)

Oct 1 - Oct 4

3 night stay

Chicago (CHI) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,401, price is now $880 per person
$880
per person
found 1 day ago
Over all this place was nice. Quiet area with beautiful pool area for families. When we arrived the apartment wasn't ready. We finally were able to go in about 20 mins after check in.this really wasn't a big deal but if you have tired kids it can be a bummer. Apartment was a good size and its always nice to have a kitchen . Make sure to always carry your key fob with you at all times. You need it for several doors. We were able to get parking out front most times.

Reviewed on Aug 17, 2026

Arcadian Hotel
3.5-star property

Arcadian Hotel

8.2/10 Very Good! (4,382 reviews)

Oct 9 - Oct 14

5 night stay

Chicago (CHI) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,505, price is now $1,034 per person
$1,034
per person
found 1 day ago

Don't see what you're looking for?
See all available trips from Chicago to Marlborough
View all trips

Marlborough first class flight packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
4.5-star property

Battery Wharf Hotel, Boston Waterfront

8.8/10 Excellent! (1,940 reviews)

Sep 26 - Sep 28

2 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Price was $1,778, price is now $1,433 per person
$1,433
per person
found 13 hours ago
Almost everything was absolutely perfect except for two little things. I stayed in building 4, and the two sets of glass doors were quite heavy. Maybe I missed it, but I didn't see a button to push to open the doors automatically, so getting my luggage through the doors was difficult. My only other suggestion is to add a small fridge to the room. Other than that, what an absolutely stunning and peaceful hotel and there is so much stuff to do and see within walking distance. Definitely hop on bus 66 to the water taxi from Logan Airport. It's not expensive at all, you can book the water taxi online, and the boat drops you off right at the entrance to the hotel. Captain Jamie was a very nice guy!! bostonwatertaxi.com

Reviewed on Aug 17, 2026

Raffles Boston
5.0-star property

Raffles Boston

9.6/10 Exceptional! (285 reviews)

Sep 26 - Sep 28

2 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Price was $2,123, price is now $1,684 per person
$1,684
per person
found 13 hours ago
Excellent throughout. Staff, rooms, pool, gym, restaurants all first class. Loved it and can’t wait to go back.

Reviewed on Aug 16, 2026

The Langham, Boston
5.0-star property

The Langham, Boston

9.6/10 Exceptional! (1,002 reviews)

Sep 26 - Sep 28

2 night stay

Chicago (ORD) to Boston (BOS)

American Airlines • Roundtrip • FirstClass
Price was $2,123, price is now $1,700 per person
$1,700
per person
found 13 hours ago
Great attention to detail. In every aspect. Helpful staff. Useful toiletries. Beautiful scenery.

Reviewed on Aug 18, 2026

Don't see what you're looking for?
See all available trips from Chicago to Marlborough
View all trips

More About Flying To Marlborough from Chicago

Route Information for Flights from Chicago to Marlborough

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

Chicago to Marlborough

Grab great fares on Chicago to Marlborough flights with Orbitz, your #1 source for discount international and domestic air tickets. Our cutting-edge mobile tools and great online search functionality make booking your next budget trip a breeze.

Mobile Apps for Exclusive Deals on Flights From Chicago to Marlborough

You don’t have to sit down at a computer to find the latest flight bargains. Orbitz offers a mobile app for Android, iPhone, and tablet devices, which will keep you alert to fantastic fares, hotel discounts, and more great savings. The app gives you real-time low fares for flights from Chicago to Marlborough and lets you book your hotel room with a few simple clicks.

Find Your Chicago to Marlborough Flights, Car, and Hotel in One Place

Orbitz gives you the latest deals on air fares, hotels, cruises, and car rentals at up to 50% off. Booking your flights from Chicago to Marlborough is easy whether you are using a computer, with the Orbitz mobile app, or through m.orbitz.com on your mobile device’s Web browser.

Stay Informed on Your Trip

Orbitz sends you alerts about the latest updates to your Chicago to Marlborough flights, such as delays. Receive the updates via your email or mobile phone. Use the Orbitz app to stay updated on your flight status and baggage claim details.

Earn Miles for Flights From Chicago to Marlborough

On qualified flights, add your frequent flyer number to your booking to get miles or points for your trip.

More Destinations

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.