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

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Cheap Flights from ORD to BOS starting at $104 One Way, $207 Round Trip

Prices starting at $207 for return flights and $104 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.

Wed, Sep 16 - Wed, Sep 23
ORD
Chicago
BOS
Boston
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select United flight, departing Wed, Sep 16 from Chicago to Boston, returning Wed, Sep 23, priced at $207 found 5 days ago
Sat, Sep 19 - Sat, Sep 26
ORD
Chicago
BOS
Boston
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 19 from Chicago to Boston, returning Sat, Sep 26, priced at $207 found 1 day ago
Sat, Sep 19 - Sat, Sep 26
ORD
Chicago
BOS
Boston
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 19 from Chicago to Boston, returning Sat, Sep 26, priced at $207 found 1 day ago
Thu, Aug 27 - Tue, Sep 1
ORD
Chicago
BOS
Boston
$256 Roundtrip, just found
$256
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Aug 27 from Chicago to Boston, returning Tue, Sep 1, priced at $256 just found
Sat, Oct 31 - Wed, Nov 4
ORD
Chicago
BOS
Boston
$513 Roundtrip, found 4 days ago
$513
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Sat, Oct 31 from Chicago to Boston, returning Wed, Nov 4, priced at $513 found 4 days 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
$219 nightly
The price is $254 total per night from Aug 9 to Aug 10
$254 total
Aug 9 - Aug 10
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! (4,589 reviews)
"This was such a pleasant stay! The staff are over the top helpful and so kind! The room was just perfect with a great view of the harbor. Valet was seamless. The restaurant was good!! Wonderful stay in Boston!"

Reviewed on Jul 21, 2026

Seaport Hotel Boston
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
$237 nightly
The price is $276 total per night from Aug 18 to Aug 19
$276 total
Aug 18 - Aug 19
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 ...
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
$274 nightly
The price is $319 total per night from Jul 31 to Aug 1
$319 total
Jul 31 - Aug 1
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! (4,804 reviews)
"It was greatl"

Reviewed on Jul 20, 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

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 Aug 9 to Aug 10
$254 total
Aug 9 - Aug 10
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! (4,589 reviews)
"This was such a pleasant stay! The staff are over the top helpful and so kind! The room was just perfect with a great view of the harbor. Valet was seamless. The restaurant was good!! Wonderful stay in Boston!"

Reviewed on Jul 21, 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
$274 nightly
The price is $319 total per night from Jul 31 to Aug 1
$319 total
Jul 31 - Aug 1
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! (4,804 reviews)
"It was greatl"

Reviewed on Jul 20, 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$159 nightly
The price is $185 total per night from Aug 2 to Aug 3
$185 total
Aug 2 - Aug 3
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! (2,755 reviews)
"great hotel, accommodated a late check out which was very appreciated! would stay again!"

Reviewed on Jul 20, 2026

The Revolution Hotel
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
$158 nightly
The price is $176 total per night from Aug 10 to Aug 11
$176 total
Aug 10 - Aug 11
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! (2,334 reviews)
"Room was clean but the bed for me was too soft and I woke up with a sore back. Too be fair, I don't think the beds are off poor quality I just need a firm bed to avoid back pain. Also, was not impressed with the food at breakfast. Scrambled eggs were watery and had a poor flavor and texture and the ..."

Reviewed on Jul 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
$220 nightly
The price is $256 total per night from Jul 27 to Jul 28
$256 total
Jul 27 - Jul 28
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! (2,493 reviews)
"Much better than last year stay"

Reviewed on Jul 21, 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
$171 nightly
The price is $200 total per night from Aug 2 to Aug 3
$200 total
Aug 2 - Aug 3
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! (2,280 reviews)
"We stayed for 4 days with my 2 elementary children. We got a clean room and huge! The staff are very friendly and ready to assist when needed."

Reviewed on Jul 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
$112 nightly
The price is $125 total per night from Jul 26 to Jul 27
$125 total
Jul 26 - Jul 27
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! (615 reviews)
"Excellent customer service"

Reviewed on Jul 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
$183 nightly
The price is $213 total per night from Aug 9 to Aug 10
$213 total
Aug 9 - Aug 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 ...
8.8/10 Excellent! (1,000 reviews)
"You get what you pay for. This was my first time staying at a hostel, and it wasn't the worse. I was only in Boston for one full day. It's super close to public transportation (mainly train) and it was easy to get around the city. Big bummer the elevators we're down, also no hot water in most of ..."

Reviewed on Jul 20, 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
$106 nightly
The price is $118 total per night from Aug 2 to Aug 3
$118 total
Aug 2 - Aug 3
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 ...
8/10 Very Good! (2,946 reviews)
"Probably top 5 worst hotel experiences I’ve had. The day we arrived rooms and amenities did not appear well maintained. Walls and curtains stained, furniture significant wear and tear, bathroom not up to standard. When we arrived I couldn’t take a proper shower since our shower wasn’t draining so ..."

Reviewed on Jul 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
$123 nightly
The price is $137 total per night from Aug 2 to Aug 3
$137 total
Aug 2 - Aug 3
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
$145 nightly
The price is $162 total per night from Aug 9 to Aug 10
$162 total
Aug 9 - Aug 10
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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