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

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Cheap Flights from ORD to BOS starting at $49 One Way, $71 Round Trip

Prices starting at $71 for return flights and $49 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, Jan 23 - Mon, Jan 26
ORD
Chicago
BOS
Boston
$71 Roundtrip, found 1 day ago
$71
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Jan 23 from Chicago to Boston, returning Mon, Jan 26, priced at $71 found 1 day ago
Tue, Nov 4 - Sun, Dec 7
ORD
Chicago
BOS
Boston
$84 Roundtrip, found 1 day ago
$84
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Nov 4 from Chicago to Boston, returning Sun, Dec 7, priced at $84 found 1 day ago
Tue, Nov 4 - Sun, Dec 7
ORD
Chicago
BOS
Boston
$85 Roundtrip, found 1 day ago
$85
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Nov 4 from Chicago to Boston, returning Sun, Dec 7, priced at $85 found 1 day ago
Sat, Nov 8 - Mon, Nov 10
ORD
Chicago
BOS
Boston
$99 Roundtrip, found 1 hour ago
$99
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Nov 8 from Chicago to Boston, returning Mon, Nov 10, priced at $99 found 1 hour ago
Sat, Jan 17 - Sun, Jan 18
ORD
Chicago
BOS
Boston
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 17 from Chicago to Boston, returning Sun, Jan 18, priced at $99 found 1 day ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
$166 nightly
The price is $192 total per night from Nov 24 to Nov 25
$192 total
Nov 24 - Nov 25
Total with taxes and fees
Stay at this 4-star eco-certified hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (3,564 reviews)
Amazing,I recommend it a lot

Reviewed on Oct 21, 2025

Seaport Hotel Boston
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive, Boston, MA
$171 nightly
The price is $200 total per night from Nov 23 to Nov 24
$200 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
8.8/10 Excellent! (3,521 reviews)
Amazing new gym. Common areas feel sparse and a little disconnected. Room bathrooms need updating for the room rates Staff interaction was hot n cold.

Reviewed on Oct 24, 2025

Hilton Boston Logan Airport
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street, Boston, MA
$182 nightly
The price is $212 total per night from Nov 24 to Nov 25
$212 total
Nov 24 - Nov 25
Total with taxes and fees
Stay at this 5-star 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. ...
9/10 Wonderful! (4,175 reviews)
The hotel was beautiful. My only issue was the electricity went out in my room twice and I had to pack up my things in the dark to move to a new room. But the hotel gave me a better room after with no issues.

Reviewed on Oct 21, 2025

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

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
$166 nightly
The price is $192 total per night from Nov 24 to Nov 25
$192 total
Nov 24 - Nov 25
Total with taxes and fees
Stay at this 4-star eco-certified hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (3,564 reviews)
Amazing,I recommend it a lot

Reviewed on Oct 21, 2025

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
$103 nightly
The price is $120 total per night from Nov 24 to Nov 25
$120 total
Nov 24 - Nov 25
Total with taxes and fees
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (2,198 reviews)
Very quirky hotel, clean and excellent facilities. The shared bathroom wasn’t an issue as you get a full bathroom to yourself as well as a gown, slippers and towels! The coffee in reception was amazing and the banana cake to die for! Staff were very friendly and we felt very safe walking around the ...

Reviewed on Oct 19, 2025

The Revolution Hotel
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street, Boston, MA
$144 nightly
The price is $168 total per night from Nov 25 to Nov 26
$168 total
Nov 25 - Nov 26
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (3,952 reviews)
Great hotel. Location is perfect! Staff were a little odd, very young, they didn’t have the best hospitality.

Reviewed on Oct 19, 2025

citizenM Boston North Station
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
$108 nightly
The price is $120 total per night from Nov 25 to Nov 26
$120 total
Nov 25 - Nov 26
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. ...
8.8/10 Excellent! (2,175 reviews)
We only stayed one night in transit. Not sure you care about my opinion. The hotel is next to AWS logistics center. We did use Airport shuttle. That was convenient for us.

Reviewed on Oct 24, 2025

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
$151 nightly
The price is $175 total per night from Nov 25 to Nov 26
$175 total
Nov 25 - Nov 26
Total with taxes and fees
Stay at this 3.5-star business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast ...
8.6/10 Excellent! (2,135 reviews)
We stayed at the airport, so had to uber into Boston multiple times. Hotel is old and a bit tired looking (carpet, furniture), but it was very clean, and the staff was friendly and helpful.

Reviewed on Oct 22, 2025

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
$133 nightly
The price is $155 total per night from Nov 25 to Nov 26
$155 total
Nov 25 - Nov 26
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
9/10 Wonderful! (2,145 reviews)
We enjoyed our stay. Facility was clean. Staff were friendly and helpful.

Reviewed on Oct 19, 2025

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
$130 nightly
The price is $145 total per night from Oct 29 to Oct 30
$145 total
Oct 29 - Oct 30
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 ...
7.4/10 Good! (2,250 reviews)
the breakfast was good and the activities were great friendly staff

Reviewed on Oct 24, 2025

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 ...
Comfortable but bad parking situation
Only downside was the parking garage which cost $16/day and the ice machine was broken. Bed was very comfortable and staff was kind. Room was also clean and elevator was fast.

Reviewed on Oct 25, 2020

Get rates
The Constitution Inn
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street, Boston, MA
$150 nightly
The price is $175 total per night from Nov 19 to Nov 20
$175 total
Nov 19 - Nov 20
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 ...
8.8/10 Excellent! (1,000 reviews)
Despite being mid October room was way too hot. Reading other reviews it’s either this or freezing cold. Reception staff confirmed this too. Facilities good and clean, staff excellent. Stayed in 6 bed mixed dorm.

Reviewed on Oct 18, 2025

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
$106 nightly
The price is $118 total per night from Nov 24 to Nov 25
$118 total
Nov 24 - Nov 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
7.8/10 Good! (2,545 reviews)
Limited TV options, no access to local sports teams. No hot water in the shower on 8th floor.

Reviewed on Oct 19, 2025

Embassy Suites by Hilton Boston Waltham
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road, Braintree, MA
$142 nightly
The price is $158 total per night from Nov 2 to Nov 3
$158 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this 3.5-star business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,562 reviews)
Good

Reviewed on Oct 20, 2025

Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave, Medford, MA
$152 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,484 reviews)
We booked a room late at night after our air b&b fell through. Ash at the front desk was so welcoming, friendly, and positive when we were all a little weary. She helped turned our moods around and got us into our room quickly. The room comfortably accommodated the 5 of us. We appreciated having ...

Reviewed on Oct 21, 2025

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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