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American Airlines Flights from Chicago (ORD) to Boston (BOS) from $50

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Amazing American Airlines ORD to BOS Flight Deals

The cheapest flights to Logan Intl. found within the past 7 days were $99 round trip and $50 one way. Prices and availability subject to change. Additional terms may apply.

Tue, Oct 26 -
ORD
Chicago
to
BOS
Boston
$50

One way

found 3 days ago

Open ORD to BOS flights search result page
Sat, Oct 9 -
ORD
Chicago
to
BOS
Boston
$77

One way

found 1 hour ago

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Wed, Oct 13 -
ORD
Chicago
to
BOS
Boston
$86

One way

found 2 hours ago

Open ORD to BOS flights search result page
Wed, Jun 23 -
ORD
Chicago
to
BOS
Boston
$92

One way

found 1 hour ago

Open ORD to BOS flights search result page
Mon, Jan 17 -
ORD
Chicago
to
BOS
Boston
$99

One way

found 5 days ago

Open ORD to BOS flights search result page
Sat, Oct 30 - Wed, Nov 3
ORD
Chicago
to
BOS
Boston
$99

Roundtrip

found 4 days ago

Open ORD to BOS flights search result page
Wed, Oct 13 -
ORD
Chicago
to
BOS
Boston
$106

One way

found 2 hours ago

Open ORD to BOS flights search result page
Wed, Sep 22 - Tue, Sep 28
ORD
Chicago
to
BOS
Boston
$127

Roundtrip

found 5 days ago

Open ORD to BOS flights search result page
Tue, Jun 22 -
ORD
Chicago
to
BOS
Boston
$128

One way

found 1 hour ago

Open ORD to BOS flights search result page
Thu, Sep 9 - Mon, Sep 13
ORD
Chicago
to
BOS
Boston
$140

Roundtrip

found 6 hours ago

Open ORD to BOS flights search result page
Wed, Jun 23 -
ORD
Chicago
to
BOS
Boston
$92

One way

found 1 hour ago

Open ORD to BOS flights search result page
Tue, Jun 22 -
ORD
Chicago
to
BOS
Boston
$128

One way

found 1 hour ago

Open ORD to BOS flights search result page
Wed, Sep 22 - Tue, Sep 28
ORD
Chicago
to
BOS
Boston
$127

Roundtrip

found 5 days ago

Open ORD to BOS flights search result page
Thu, Sep 9 - Mon, Sep 13
ORD
Chicago
to
BOS
Boston
$140

Roundtrip

found 6 hours ago

Open ORD to BOS flights search result page
Tue, Oct 26 -
ORD
Chicago
to
BOS
Boston
$50

One way

found 3 days ago

Open ORD to BOS flights search result page
Sat, Oct 9 -
ORD
Chicago
to
BOS
Boston
$77

One way

found 1 hour ago

Open ORD to BOS flights search result page
Wed, Oct 13 -
ORD
Chicago
to
BOS
Boston
$86

One way

found 2 hours ago

Open ORD to BOS flights search result page
Sat, Oct 30 - Wed, Nov 3
ORD
Chicago
to
BOS
Boston
$99

Roundtrip

found 4 days ago

Open ORD to BOS flights search result page
Wed, Oct 13 -
ORD
Chicago
to
BOS
Boston
$106

One way

found 2 hours ago

Open ORD to BOS flights search result page
Mon, Jan 17 -
ORD
Chicago
to
BOS
Boston
$99

One way

found 5 days ago

Open ORD to BOS flights search result page

BOS From ORD Economy Coach Packages on Similar Airlines

Save $183
ORD
O'Hare Intl.
to
BOS
Logan Intl.
Spirit AirlinesEconomy
Hotel 1868
3.5 out of 5.0

Thu, Aug 5 - Tue, Aug 10

Old price

$721

The price now is $539 per person
Flight + Hotel
Hotel 1868
Save $171
ORD
O'Hare Intl.
to
BOS
Logan Intl.
Spirit AirlinesEconomy
Porter Square Hotel
3.0 out of 5.0

Thu, Aug 5 - Tue, Aug 10

Old price

$681

The price now is $510 per person
Flight + Hotel
Porter Square Hotel
Save $181
ORD
O'Hare Intl.
to
BOS
Logan Intl.
Spirit AirlinesEconomy
Seaport Hotel Boston
4.0 out of 5.0

Thu, Aug 5 - Tue, Aug 10

Old price

$824

The price now is $643 per person
Flight + Hotel
Seaport Hotel Boston

Carrier Flight Depart ORD Arrive BOS Tue
6/22		 Wed
6/23		 Thu
6/24		 Fri
6/25		 Sat
6/26		 Sun
6/27		 Mon
6/28		 Stops
AA 4163 08:00 am 11:37 am Check fare Check fare Check fare Check fare - - Check fare 0 stop(s)
AA 2264 09:30 am 12:56 pm Check fare Check fare Check fare Check fare Check fare Check fare Check fare 0 stop(s)
AA 5019 01:35 pm 05:11 pm Check fare Check fare Check fare Check fare Check fare Check fare Check fare 0 stop(s)
AA 4966 05:10 pm 08:46 pm Check fare Check fare Check fare Check fare Check fare Check fare Check fare 0 stop(s)
AA 1172 07:10 pm 10:38 pm Check fare Check fare Check fare Check fare Check fare Check fare Check fare 0 stop(s)
AA 2682 09:04 pm 12:19 am Check fare Check fare Check fare Check fare Check fare Check fare Check fare 0 stop(s)

Travelers ❤️ these 🏨 after their flight to Boston

Price for 1 night 2 adults*

Embassy Suites Boston Logan Airport
Embassy Suites Boston Logan Airport
3.5 out of 5.0 207 Porter St, Boston, MA
$146

Per night/room

Jul 20 - Jul 21

4.4/5 (45 reviews)

The hotel is a short shuttle ride to Logan airport. The room was large with a separate bedroom. It was a 5 to 10 minute walk to the rail system. They had a breakfast that was served each morning.

Reviewed on May 24, 2021
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-out, ...
Hilton Boston Logan Airport
Hilton Boston Logan Airport
4.0 out of 5.0 One Hotel Drive, Boston, MA
$169

Per night/room

Jun 27 - Jun 28

4.3/5 (70 reviews)

Comfortable rooms, quick shuttle to the airport and great customer service. The restaurant food was ok. The service was a little slow, but I could tell that they were short staffed, and they were definitely trying very hard. It was nice to have a decent place to go and not have to leave the hotel. ...

Reviewed on Jun 14, 2021
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and ...
YOTEL Boston
YOTEL Boston
3.5 out of 5.0 65 Seaport Blvd, Boston, MA
$144

Per night/room

Jun 27 - Jun 28

4.3/5 (18 reviews)

Very cool and efficient room.. no need for extra room. Bed was very comfortable.

Reviewed on May 23, 2021
The hotel's 24-hour fitness center, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour ...