Cheap flights from ORD to BOS (O'Hare Intl. to Logan Intl.)

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

Cheap Flights from ORD to BOS starting at $76 One Way, $140 Round Trip

Prices starting at $140 for return flights and $76 for one-way flights to Logan Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, May 15 - Tue, May 19
ORD
Chicago
BOS
Boston
$140 Roundtrip, found 5 hours ago
$140
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Fri, May 15 from Chicago to Boston, returning Tue, May 19, priced at $140 found 5 hours ago
Wed, May 6 - Tue, May 19
ORD
Chicago
BOS
Boston
$142 Roundtrip, found 6 days ago
$142
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, May 6 from Chicago to Boston, returning Tue, May 19, priced at $142 found 6 days ago
Wed, May 13 - Sat, May 16
ORD
Chicago
BOS
Boston
$144 Roundtrip, found 2 hours ago
$144
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, May 13 from Chicago to Boston, returning Sat, May 16, priced at $144 found 2 hours ago
Tue, May 5 - Sat, May 9
ORD
Chicago
BOS
Boston
$154 Roundtrip, found 3 hours ago
$154
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, May 5 from Chicago to Boston, returning Sat, May 9, priced at $154 found 3 hours ago
Sat, Jun 6 - Tue, Jun 9
ORD
Chicago
BOS
Boston
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jun 6 from Chicago to Boston, returning Tue, Jun 9, priced at $170 found 1 day ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
The price is $314 total per night from May 7 to May 8
$314 total
per night
May 7 - May 8
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
9/10 Wonderful! (3,737 reviews)
Just stayed overnight. It was good

Reviewed on Apr 13, 2026

Hilton Boston Logan Airport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is $221 total per night from May 10 to May 11
$221 total
per night
May 10 - May 11
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (4,198 reviews)
Only stayed for one night didn’t use any of the amenities. Room was clean

Reviewed on Apr 14, 2026

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is $258 total per night from May 10 to May 11
$258 total
per night
May 10 - May 11
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,600 reviews)
Room was amazing, concier

Reviewed on Apr 14, 2026

Omni Boston Hotel at the Seaport
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.

Hotels In Boston

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is $258 total per night from May 10 to May 11
$258 total
per night
May 10 - May 11
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,600 reviews)
Room was amazing, concier

Reviewed on Apr 14, 2026

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is $221 total per night from May 10 to May 11
$221 total
per night
May 10 - May 11
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (4,198 reviews)
Only stayed for one night didn’t use any of the amenities. Room was clean

Reviewed on Apr 14, 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
The price is $258 total per night from May 10 to May 11
$258 total
per night
May 10 - May 11
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (3,162 reviews)
Clean room great location

Reviewed on Apr 14, 2026

Hilton Boston Park Plaza
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.

Boston Hotels With Airport Transportation

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
85 American Legion Hwy Revere MA
The price is $177 total per night from May 3 to May 4
$177 total
per night
May 3 - May 4
Stay at this hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. ...
9/10 Wonderful! (2,258 reviews)
Great stay

Reviewed on Apr 14, 2026

Comfort Inn & Suites Logan International Airport
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St Boston MA
The price is $271 total per night from Apr 26 to Apr 27
$271 total
per night
Apr 26 - Apr 27
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
8.8/10 Excellent! (2,408 reviews)
Very nice shuttle service

Reviewed on Apr 14, 2026

Embassy Suites Boston Logan Airport
Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport

3 out of 5
100 Boardman St Boston MA
The price is $224 total per night from Apr 23 to Apr 24
$224 total
per night
Apr 23 - Apr 24
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
9.2/10 Wonderful! (2,311 reviews)
We were surprised a free continental breakfast wasn’t included…but they do not offer it any longer. BUT DON’T LET THAT Bother you!! They now cook free breakfast for you…it was great too! The pancakes were perfection —-

Reviewed on Apr 14, 2026

Hilton Garden Inn Boston Logan Airport
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.

Low Priced Boston Hotels

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave Wakefield MA
The price is $109 total per night from Apr 26 to Apr 27
$109 total
per night
Apr 26 - Apr 27
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (2,345 reviews)
Sheets were dirty upon arrival

Reviewed on Apr 7, 2026

Lakeside Inn
The Constitution Inn

The Constitution Inn

2.5 out of 5
150 3rd Ave Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and Boston Harbor ...
Get rates
The Constitution Inn
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
The price is $220 total per night from May 1 to May 2
$220 total
per night
May 1 - May 2
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,002 reviews)
Great place, great location.

Reviewed on Apr 14, 2026

HI Boston - Hostel
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.

Family Friendly Hotels in Boston

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street Waltham MA
The price is $127 total per night from Apr 26 to Apr 27
$127 total
per night
Apr 26 - Apr 27
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8/10 Very Good! (2,772 reviews)
Dirty

Reviewed on Apr 13, 2026

Embassy Suites by Hilton Boston Waltham
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
The price is $137 total per night from Apr 21 to Apr 22
$137 total
per night
Apr 21 - Apr 22
Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,768 reviews)
During my stay they never cleaned the room, n

Reviewed on Apr 12, 2026

Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
The price is $156 total per night from Apr 26 to Apr 27
$156 total
per night
Apr 26 - Apr 27
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,705 reviews)
Basic breakfast. They are doing renovations right now so expectthings that come along with that.

Reviewed on Apr 13, 2026

Hyatt Place Boston/Medford
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.

ORD to BOS Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago
BOS Address & GPS
Address:
One Harborside Drive
Boston MA, 02128-2909
United States
IATA Code:
BOS
Longitude:
-71.020176
Latitude:
42.36646
Time Zone:
America/New_York

Frequently asked questions

Are there non-stop flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
You can fly directly from ORD to BOS. In fact, there are 4 airlines that advertise nonstop services between these locations. Score a few more rewards points with one of these top-rated carriers:

  • American Airlines
  • United Airlines
  • Delta Air Lines
  • JetBlue Airways

What is the shortest flight from ORD to Logan Intl. Airport (BOS)?
There's nothing better than a spontaneous getaway. And with the journey from Chicago to Boston being a seriously short 2 hours and 15 minutes, there's no reason not to take one.
How many hours flight from O'Hare Intl. Airport (ORD) to BOS?
Don't get too cozy in your seat — the general flight time from ORD to BOS is a leisurely 2 hours and 25 minutes.
What airlines have the most flights from O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS)?
Your adventure, your way. With a decent variety of airlines traveling between Chicago and Boston, you'll have your pick of superb deals. The top carriers operating on this route are:

  • JetBlue Airways - (B6) with 23 flights every month
  • Delta Air Lines - (DL) with 167 flights every month
  • United Airlines - (UA) with 199 flights every month
  • American Airlines - (AA) with 202 flights every month

Map To Nearby Hotels

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.

More to Explore