$105 Cheap flight deals from Chicago (CHI) to Nahant (BOS)

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This Weekend's Flight Deals from Chicago to Nahant

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Oct 11 - Wed, Oct 14
MDW
Midway Intl.
BOS
Logan Intl.
$303 Roundtrip, found 3 days ago
$303
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sun, Oct 11 from Midway Intl. to Logan Intl., returning Wed, Oct 14, priced at $303 found 3 days ago
Sat, Oct 10 - Wed, Oct 14
ORD
O'Hare Intl.
BOS
Logan Intl.
$348 Roundtrip, just found
$348
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Oct 10 from O'Hare Intl. to Logan Intl., returning Wed, Oct 14, priced at $348 just found

Airfares from $105 One Way, $209 Round Trip from Chicago to Nahant

Prices starting at $209 for return flights and $105 for one-way flights to Nahant 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, Oct 21 - Tue, Oct 27
MDW
Chicago
BOS
Boston
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Oct 21 from Chicago to Boston, returning Tue, Oct 27, priced at $209 found 1 day ago
Wed, Oct 21 - Tue, Oct 27
MDW
Chicago
BOS
Boston
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Oct 21 from Chicago to Boston, returning Tue, Oct 27, priced at $219 found 1 day ago
Sat, Nov 14 - Wed, Nov 18
MDW
Chicago
BOS
Boston
$225 Roundtrip, found 3 days ago
$225
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Nov 14 from Chicago to Boston, returning Wed, Nov 18, priced at $225 found 3 days ago
Wed, Oct 14 - Wed, Oct 21
ORD
Chicago
BOS
Boston
$228 Roundtrip, found 2 days ago
$228
Roundtrip
found 2 days ago
Select United flight, departing Wed, Oct 14 from Chicago to Boston, returning Wed, Oct 21, priced at $228 found 2 days ago
Fri, Dec 11 - Mon, Dec 14
ORD
Chicago
BOS
Boston
$246 Roundtrip, just found
$246
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Dec 11 from Chicago to Boston, returning Mon, Dec 14, priced at $246 just found

Nahant economy flight packages

Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston
2.0-star property

Good Hotels Boston

8/10 Very Good! (57 reviews)

Nov 17 - Nov 20

3 night stay

Chicago (MDW) to Boston (BOS)

Southwest Airlines • Coach

Boston (BOS) to Chicago (MDW)

Frontier Airlines • Coach
Price was $801, price is now $618 per person
$618
per person
found 1 day ago
Quant, convenient, historic, well priced. Difficult stairs, no elevators.

Reviewed on Aug 24, 2026

Four Seasons Hotel Boston
5.0-star property

Four Seasons Hotel Boston

9.4/10 Exceptional! (485 reviews)

Nov 5 - Nov 9

4 night stay

Chicago (CHI) to Boston (BOS)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,447, price is now $1,591 per person
$1,591
per person
found 1 day ago
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.

Reviewed on Sep 25, 2026

Global Luxury Suites Downtown Boston
4.0-star property

Global Luxury Suites Downtown Boston

8/10 Very Good! (746 reviews)

Nov 5 - Nov 9

4 night stay

Chicago (CHI) to Boston (BOS)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,197, price is now $914 per person
$914
per person
found 1 day ago
The room and location were fine, but we needed to modify our reservation and it was nearly impossible to reach anybody from the hotel and since we booked with Expedia, I also had to work with Expedia and they were also not able to contact the hotel until after I checked in. There is no front desk except the security person that hands you the keys so there is no local phone number. My request to leave one day early was basically dismissed. We had a family emergency and there was a nor’easter coming into Boston and we needed to be sure we could get home. That was of no concern to anyone. We started calling days before our arrival. We were still trying to contact someone once we checked in to no avail. Highly frustrating experience with Global Luxury Suites and Expedia for not following through. We are out $800.

Reviewed on Sep 30, 2026

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More About Flying To Nahant from Chicago

Route Information for Flights from Chicago to Nahant

Origin Airport IATA Code
CHI
Destination Airport IATA Code
BOS
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Nahant

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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.