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

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Cheap Flights from ORD to BOS starting at $139 One Way, $250 Round Trip

Prices starting at $250 for return flights and $139 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.

Sat, Dec 19 - Thu, Dec 24
ORD
Chicago
BOS
Boston
$250 Roundtrip, found 2 days ago
$250
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Dec 19 from Chicago to Boston, returning Thu, Dec 24, priced at $250 found 2 days ago
Sat, Dec 19 - Thu, Dec 24
ORD
Chicago
BOS
Boston
$269 Roundtrip, found 2 days ago
$269
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Dec 19 from Chicago to Boston, returning Thu, Dec 24, priced at $269 found 2 days ago
Sat, Dec 19 - Thu, Dec 24
ORD
Chicago
BOS
Boston
$270 Roundtrip, found 2 days ago
$270
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Dec 19 from Chicago to Boston, returning Thu, Dec 24, priced at $270 found 2 days ago
Wed, Nov 11 - Sat, Nov 14
ORD
Chicago
BOS
Boston
$278 Roundtrip, found 2 hours ago
$278
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Nov 11 from Chicago to Boston, returning Sat, Nov 14, priced at $278 found 2 hours ago
Sat, Dec 12 - Sun, Jan 17
ORD
Chicago
BOS
Boston
$278 Roundtrip, found 3 days ago
$278
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Dec 12 from Chicago to Boston, returning Sun, Jan 17, priced at $278 found 3 days 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
$302 nightly
The price is $352 total per night from Oct 30 to Oct 31
$352 total
Oct 30 - Oct 31
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. ...
9.2/10 Wonderful! (4,908 reviews)
"Excellent hotel. The room was clean, the beds comfortable and had clean sheets, beautiful place. Great service"

Reviewed on Oct 18, 2026

Omni Boston Hotel at the Seaport
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
$229 nightly
The price is $266 total per night from Nov 8 to Nov 9
$266 total
Nov 8 - Nov 9
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! (3,961 reviews)
"We enjoyed being close to the airport"

Reviewed on Oct 18, 2026

Hilton Boston Logan Airport
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
$231 nightly
The price is $269 total per night from Nov 1 to Nov 2
$269 total
Nov 1 - Nov 2
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
$302 nightly
The price is $352 total per night from Oct 30 to Oct 31
$352 total
Oct 30 - Oct 31
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. ...
9.2/10 Wonderful! (4,908 reviews)
"Excellent hotel. The room was clean, the beds comfortable and had clean sheets, beautiful place. Great service"

Reviewed on Oct 18, 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$175 nightly
The price is $204 total per night from Nov 8 to Nov 9
$204 total
Nov 8 - Nov 9
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 ...
9/10 Wonderful! (2,982 reviews)
"Very simple hotel just off the beaten path at a reasonable price. Certainly an older property that was renovated to more of today’s amenities…but you still realize there were limits to what they could do…but we liked it."

Reviewed on Oct 18, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$219 nightly
The price is $254 total per night from Oct 30 to Oct 31
$254 total
Oct 30 - Oct 31
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! (5,118 reviews)
"No one ever cleaned our room"

Reviewed on Oct 18, 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
$155 nightly
The price is $173 total per night from Nov 16 to Nov 17
$173 total
Nov 16 - Nov 17
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! (2,429 reviews)
"Staff was very friendly. Very close to the airport"

Reviewed on Oct 18, 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
$186 nightly
The price is $217 total per night from Nov 9 to Nov 10
$217 total
Nov 9 - Nov 10
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 ...
8.8/10 Excellent! (2,640 reviews)
"The staff was incredible, the pull out sofa was not at all comfortable"

Reviewed on Oct 18, 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
$169 nightly
The price is $197 total per night from Nov 8 to Nov 9
$197 total
Nov 8 - Nov 9
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! (2,289 reviews)
"2nd time staying here, friendly staff and shuttle service is great"

Reviewed on Oct 17, 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
$111 nightly
The price is $124 total per night from Nov 17 to Nov 18
$124 total
Nov 17 - Nov 18
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 ...
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
$215 nightly
The price is $250 total per night from Nov 18 to Nov 19
$250 total
Nov 18 - Nov 19
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! (1,012 reviews)
"I'm on a month-long trip of North America and this is the best hostel I've stayed in yet. The bathrooms are all outside of the rooms and there are lots of them, so if you're in a female dorm, you're not waiting forever for the bathroom. The rooms were clean, smartyly laid out and the hostel has so ..."

Reviewed on Oct 18, 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
$102 nightly
The price is $114 total per night from Nov 1 to Nov 2
$114 total
Nov 1 - Nov 2
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 ...
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 16 to Nov 17
$126 total
Nov 16 - Nov 17
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
$152 nightly
The price is $170 total per night from Nov 15 to Nov 16
$170 total
Nov 15 - Nov 16
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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