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

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Cheap Flights from BOS to ORD starting at $95 One Way, $203 Round Trip

Prices starting at $203 for return flights and $95 for one-way flights to O'Hare 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.

Thu, Dec 3 - Mon, Dec 7
BOS
Boston
ORD
Chicago
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Boston to Chicago, returning Mon, Dec 7, priced at $203 found 3 days ago
Sat, Oct 24 - Wed, Oct 28
BOS
Boston
ORD
Chicago
$206 Roundtrip, found 4 days ago
$206
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Oct 24 from Boston to Chicago, returning Wed, Oct 28, priced at $206 found 4 days ago
Fri, Oct 16 - Fri, Oct 23
BOS
Boston
ORD
Chicago
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Oct 16 from Boston to Chicago, returning Fri, Oct 23, priced at $209 found 4 days ago
Sat, Dec 12 - Mon, Dec 14
BOS
Boston
ORD
Chicago
$212 Roundtrip, found 3 days ago
$212
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Dec 12 from Boston to Chicago, returning Mon, Dec 14, priced at $212 found 3 days ago
Sat, Oct 3 - Mon, Oct 5
BOS
Boston
ORD
Chicago
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 3 from Boston to Chicago, returning Mon, Oct 5, priced at $217 found 1 day ago

Hotel Ideas near O'Hare Intl.

Airport Hotels near O'Hare Intl.

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$248 nightly
The price is $292 total per night from Sep 27 to Sep 28
$292 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,475 reviews)
"標準的な空港の近くのホテルだった。老朽化を感じる。"

Reviewed on Sep 5, 2026

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$179 nightly
The price is $204 total per night from Sep 7 to Sep 8
$204 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
9/10 Wonderful! (3,116 reviews)
"I usually come to this property when I get my disability check and spend one night being a normal man in a room where I can lock the door and in a sense throw away the world that is scary outside. It’s almost like a little bit of heaven, knowing that I’m safe in a room with a huge TV doesn’t I have ..."

Reviewed on Sep 5, 2026

Hyatt Regency O'Hare Chicago
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 Rosemont IL
$144 nightly
The price is $164 total per night from Sep 8 to Sep 9
$164 total
Sep 8 - Sep 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (3,149 reviews)
"Mr. Khan was exceptional!! A promotion would be well deserved."

Reviewed on Sep 5, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
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 Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$115 nightly
The price is $136 total per night from Sep 7 to Sep 8
$136 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$143 nightly
The price is $170 total per night from Sep 8 to Sep 9
$170 total
Sep 8 - Sep 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (2,163 reviews)
"Every one was very helpful"

Reviewed on Sep 5, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (888 reviews)
"We thoroughly enjoyed our stay at Kasa- check in instructions were clear and hassle free. The unit was spacious and clean, with a terrific view. Highly recommended!"

Reviewed on Sep 4, 2026

Get rates
Kasa Magnificent Mile Chicago
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.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$53 nightly
The price is $60 total per night from Oct 1 to Oct 2
$60 total
Oct 1 - Oct 2
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$112 nightly
The price is $123 total per night from Sep 8 to Sep 9
$123 total
Sep 8 - Sep 9
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.6/10 Good! (1,739 reviews)
"I love the convenience to the airport with the shuttle. The hotel was clean and not overly dirty. The rooms need more maintenance but it was not a bad stay. I suggest adding a fan to the bathrooms so they can be ventilated n the steam doesn’t linger in the room making it muggy."

Reviewed on Sep 5, 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$101 nightly
The price is $116 total per night from Sep 27 to Sep 28
$116 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
7.8/10 Good! (3,168 reviews)
"Not bad for the price I guess"

Reviewed on Sep 5, 2026

Comfort Suites Chicago O'Hare 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 Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$179 nightly
The price is $213 total per night from Sep 8 to Sep 9
$213 total
Sep 8 - Sep 9
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (3,376 reviews)
"Old building and the room had that old smell. Only complaint. Staff was great."

Reviewed on Sep 5, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$134 nightly
The price is $159 total per night from Sep 8 to Sep 9
$159 total
Sep 8 - Sep 9
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.6/10 Good! (2,831 reviews)
"Need better AC units"

Reviewed on Sep 5, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$53 nightly
The price is $60 total per night from Oct 1 to Oct 2
$60 total
Oct 1 - Oct 2
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
Motel 6 Elk Grove Village, IL - O'Hare
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 Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$204 nightly
The price is $273 total per night from Sep 8 to Sep 9
$273 total
Sep 8 - Sep 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$258 nightly
The price is $307 total per night from Sep 7 to Sep 8
$307 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,632 reviews)
"Quiet & clean!"

Reviewed on Sep 5, 2026

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$179 nightly
The price is $213 total per night from Sep 7 to Sep 8
$213 total
Sep 7 - Sep 8
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
Embassy Suites by Hilton Chicago Downtown River North
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.

BOS to ORD Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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
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

Frequently asked questions

Are there non-stop flights from Logan Intl. Airport (BOS) to ORD?
There are 4 airlines that advertise nonstop services from Logan Intl. Airport (BOS) to ORD, so you don't need to freak out about baggage transfers or transit delays on this part of your journey. These are some of the carriers that come highly recommended by other travelers:

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

What is the shortest flight from Logan Intl. Airport (BOS) to O'Hare Airport?
Leave that epic movie for the hotel room, because the journey from Boston to Chicago will be over fast. It can take you as little as 2 hours and 54 minutes to get from BOS to O'Hare Intl. Airport (ORD).
How many hours flight from Logan Intl. Airport to O'Hare Airport?
Typically, it takes 3 hours and 2 minutes to fly from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD). You'll be in the sky for a while, so bring some entertainment, like a gripping novel or your travel journal.
What airlines have the most flights from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD)?
There's nothing as fun as packing your suitcase and jumping on a plane somewhere exciting. Feed your wanderlust and fly from Boston to Chicago with one of these airlines:

  • 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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