Find Cheap Flights from Chicago (CHI) to Cambridge (BOS) from €209

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Selected flight deals from Chicago to Cambridge

The lowest prices found within the past 7 days from Chicago to Cambridge were €99 for one-way flights and €209 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 2 Apr - Sun, 5 Apr
ORD
O'Hare Intl.
BOS
Logan Intl.
€209 Return, found 15 hours ago
€209
Return
found 15 hours ago
Select United flight, departing Thu, 2 Apr from O'Hare Intl. to Logan Intl., returning Sun, 5 Apr, priced at €209 found 15 hours ago
Thu, 2 Apr - Sun, 5 Apr
ORD
O'Hare Intl.
BOS
Logan Intl.
€217 Return, found 15 hours ago
€217
Return
found 15 hours ago
Select American Airlines flight, departing Thu, 2 Apr from O'Hare Intl. to Logan Intl., returning Sun, 5 Apr, priced at €217 found 15 hours ago
Thu, 2 Apr - Sun, 5 Apr
ORD
O'Hare Intl.
BOS
Logan Intl.
€222 Return, found 15 hours ago
€222
Return
found 15 hours ago
Select United flight, departing Thu, 2 Apr from O'Hare Intl. to Logan Intl., returning Sun, 5 Apr, priced at €222 found 15 hours ago
Thu, 2 Apr - Sun, 5 Apr
ORD
O'Hare Intl.
BOS
Logan Intl.
€230 Return, found 15 hours ago
€230
Return
found 15 hours ago
Select United flight, departing Thu, 2 Apr from O'Hare Intl. to Logan Intl., returning Sun, 5 Apr, priced at €230 found 15 hours ago
Thu, 2 Apr - Sun, 5 Apr
ORD
O'Hare Intl.
BOS
Logan Intl.
€235 Return, found 15 hours ago
€235
Return
found 15 hours ago
Select American Airlines flight, departing Thu, 2 Apr from O'Hare Intl. to Logan Intl., returning Sun, 5 Apr, priced at €235 found 15 hours ago
Cheap Flights from Chicago to Cambridge & Flight Information
Origin airport IATA code
ORD
Destination airport IATA code
BOS
Number of flight options
1
Return price
€208
Average flight time
3 hours 20 mins

Best Day to Book Flight from Chicago to Cambridge

Cambridge Flight Information

Traveling From
Chicago
Origin Airport IATA Code
CHI
Traveling To
Cambridge
Destination Airport IATA Code
BOS
Number of Airlines Serving
Available Airlines
United, American Airlines, Delta
Distance
Direct Flight Time
Flight Price
€209

Need a car after flight from Chicago to Cambridge

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Place to stay after flight from Chicago to Cambridge

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Yövy tässä liikematkustukseen soveltuvassa hotellissa kohteessa Cambridge. Nauti ilmaisesta Wi-Fi-yhteydestä, ympäri vuorokauden auki olevasta kuntoklubista ...
9/10 Wonderful! (2,268 reviews)
The valet parking is an additional $60.00

Reviewed on 11 Mar 2026

Opens in a new windowHyatt Regency Boston/Cambridge
Courtyard by Marriott Boston-Cambridge

Courtyard by Marriott Boston-Cambridge

3.5 out of 5
777 Memorial Dr Cambridge MA
Yövy tässä liikematkustukseen soveltuvassa hotellissa kohteessa Cambridge. Nauti ilmaisesta Wi-Fi-yhteydestä, aamiaisesta (lisämaksusta) ja ympäri vuorokauden ...
8.8/10 Excellent! (1,000 reviews)
Trader Joes right outside the door. Also electronics store.

Reviewed on 3 Mar 2026

Opens in a new windowCourtyard by Marriott Boston-Cambridge
The Royal Sonesta Boston

The Royal Sonesta Boston

4 out of 5
40 Edwin H. Land Boulevard Cambridge MA
Yövy tässä liikematkustukseen soveltuvassa hotellissa kohteessa Cambridge. Nauti ilmaisesta Wi-Fi-yhteydestä, ympäri vuorokauden auki olevasta kuntokeskuksesta ...
8.4/10 Very Good! (1,661 reviews)
DID NOT USE POOL

Reviewed on 11 Mar 2026

Opens in a new windowThe Royal Sonesta Boston
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The Charles Hotel

The Charles Hotel

4 out of 5
One Bennett Street Cambridge MA
Yövy tässä ylellisessä hotellissa kohteessa Cambridge. Nauti ilmaisesta Wi-Fi-yhteydestä, täyden palvelun kylpylästä ja 3 ravintolasta. Asiakkaamme kehuvat majoituspaikan ...
9.4/10 Exceptional! (1,002 reviews)
I haven’t been to the Charles since before. I loved the Lobby update!

Reviewed on 11 Mar 2026

Opens in a new windowThe Charles Hotel
The Kendall Hotel at the Engine 7 Firehouse

The Kendall Hotel at the Engine 7 Firehouse

3 out of 5
350 Main Street Cambridge MA
Yövy tässä historiallisessa hotellissa kohteessa Cambridge. Nauti ilmaisesta aamiaisesta, ilmaisesta Wi-Fi-yhteydestä ja pysäköinnistä (lisämaksusta). Asiakkaamme ...
9.6/10 Exceptional! (1,002 reviews)
Room clean and cozy. Staff friendly and bartender was awesome. Water not hot enough and tub drain didn’t hold water well.

Reviewed on 5 Mar 2026

Opens in a new windowThe Kendall Hotel at the Engine 7 Firehouse
AC Hotel by Marriott Boston Cambridge

AC Hotel by Marriott Boston Cambridge

4 out of 5
10 Acorn Park Drive Cambridge MA
Yövy tässä liikematkustukseen soveltuvassa hotellissa kohteessa Cambridge. Nauti ilmaisesta Wi-Fi-yhteydestä, aamiaisesta (lisämaksusta) ja ympäri vuorokauden ...
Opens in a new windowAC Hotel by Marriott Boston Cambridge
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Terms & Conditions

Flight prices above are per person all prepaid taxes and online service fees included and subject to availability