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

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Cheap Flights from ORD to BOS starting at $98 One Way, $194 Round Trip

Prices starting at $194 for return flights and $98 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, Nov 13 - Tue, Nov 17
ORD
Chicago
BOS
Boston
$194 Roundtrip, found 20 hours ago
$194
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Fri, Nov 13 from Chicago to Boston, returning Tue, Nov 17, priced at $194 found 20 hours ago
Mon, Nov 9 - Wed, Nov 11
ORD
Chicago
BOS
Boston
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Nov 9 from Chicago to Boston, returning Wed, Nov 11, priced at $204 found 1 day ago
Thu, Nov 19 - Thu, Nov 26
ORD
Chicago
BOS
Boston
$204 Roundtrip, found 4 hours ago
$204
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, Nov 19 from Chicago to Boston, returning Thu, Nov 26, priced at $204 found 4 hours ago
Thu, Dec 31 - Mon, Jan 4
ORD
Chicago
BOS
Boston
$213 Roundtrip, just found
$213
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, Dec 31 from Chicago to Boston, returning Mon, Jan 4, priced at $213 just found
Tue, Dec 29 - Fri, Jan 1
ORD
Chicago
BOS
Boston
$219 Roundtrip, found 3 hours ago
$219
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Dec 29 from Chicago to Boston, returning Fri, Jan 1, priced at $219 found 3 hours ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$229 nightly
The price is $267 total per night from Nov 22 to Nov 23
$267 total
Nov 22 - Nov 23
Total with taxes and fees
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. ...
Omni Boston Hotel at the Seaport
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
$162 nightly
The price is $188 total per night from Nov 22 to Nov 23
$188 total
Nov 22 - Nov 23
Total with taxes and fees
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! (3,953 reviews)
"Great hotel for business travelers."

Reviewed on Oct 21, 2026

Hilton Boston Logan Airport
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
$156 nightly
The price is $182 total per night from Nov 22 to Nov 23
$182 total
Nov 22 - Nov 23
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our ...
Hyatt Regency Boston Harbor
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
$229 nightly
The price is $267 total per night from Nov 22 to Nov 23
$267 total
Nov 22 - Nov 23
Total with taxes and fees
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. ...
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$105 nightly
The price is $122 total per night from Nov 22 to Nov 23
$122 total
Nov 22 - Nov 23
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$177 nightly
The price is $206 total per night from Nov 22 to Nov 23
$206 total
Nov 22 - Nov 23
Total with taxes and fees
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! (5,132 reviews)
"I would definitely go back after my first stay at the Seaport Hotel. Hotel is spotless and charming. Staff was great. I aslo appreciate the location, not too loud, and walking distance to the best restaurants in the area."

Reviewed on Oct 21, 2026

Seaport Hotel Boston
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
$117 nightly
The price is $130 total per night from Nov 22 to Nov 23
$130 total
Nov 22 - Nov 23
Total with taxes and fees
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! (2,437 reviews)
"Good breakfast included sheets were clean and room also"

Reviewed on Oct 21, 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
$127 nightly
The price is $148 total per night from Nov 22 to Nov 23
$148 total
Nov 22 - Nov 23
Total with taxes and fees
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 ...
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
$127 nightly
The price is $147 total per night from Nov 22 to Nov 23
$147 total
Nov 22 - Nov 23
Total with taxes and fees
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! (2,272 reviews)
"This was a great location: convenient airport shuttle, easy walk to the Orient Heights T station, good breakfast restaurant, very friendly staff, elevators had short wait times and a well cared for property."

Reviewed on Oct 21, 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
$94 nightly
The price is $105 total per night from Nov 21 to Nov 22
$105 total
Nov 21 - Nov 22
Total with taxes and fees
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 ...
8.2/10 Very Good! (1,043 reviews)
"The property is extremely outdated, rooms are awful (carpeting is disgusting, hear every sound from hallway and outside, breakfast is laughable but at least the bed was comfortable). I would not recommend staying here"

Reviewed on Oct 21, 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
$225 nightly
The price is $262 total per night from Nov 9 to Nov 10
$262 total
Nov 9 - Nov 10
Total with taxes and fees
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 ...
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
$111 nightly
The price is $124 total per night from Nov 8 to Nov 9
$124 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, 2 restaurants, and a 24-hour fitness center. Our guests praise the breakfast and ...
8.2/10 Very Good! (3,087 reviews)
"TV in the bedroom was on the fritz for our 3-night stay. Notified the front desk 4 or 5 times with no satisfaction. Good breakfast. Happy Hour no longer serves alcoholic beverages."

Reviewed on Oct 21, 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
$113 nightly
The price is $126 total per night from Nov 15 to Nov 16
$126 total
Nov 15 - Nov 16
Total with taxes and fees
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 ...
Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
$135 nightly
The price is $151 total per night from Nov 22 to Nov 23
$151 total
Nov 22 - Nov 23
Total with taxes and fees
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 ...
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.

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