$34 Cheap flight deals from Chicago (CHI) to Ogunquit - Wells (BOS)

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This Weekend's Flight Deals from Chicago to Ogunquit - Wells

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.

Sat, May 4 - Mon, May 13
MDW
Midway Intl.
PWM
Portland Intl. Jetport
$244 Roundtrip, found 18 hours ago
$244
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Sat, May 4 from Midway Intl. to Portland Intl. Jetport, returning Mon, May 13, priced at $244 found 18 hours ago
Sat, May 4 - Wed, May 22
ORD
O'Hare Intl.
PWM
Portland Intl. Jetport
$362 Roundtrip, found 18 hours ago
$362
Roundtrip
found 18 hours ago
Select Delta flight, departing Sat, May 4 from O'Hare Intl. to Portland Intl. Jetport, returning Wed, May 22, priced at $362 found 18 hours ago

Airfares from $34 One Way, $73 Round Trip from Chicago to Ogunquit - Wells

Prices starting at $73 for return flights and $34 for one-way flights to Ogunquit - Wells were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jun 11 - Tue, Jun 18
ORD
Chicago
PWM
Portland
$73 Roundtrip, found 9 hours ago
$73
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Jun 11 from Chicago to Portland, returning Tue, Jun 18, priced at $73 found 9 hours ago
Sun, May 26 - Tue, Jun 11
ORD
Chicago
PWM
Portland
$79 Roundtrip, found 9 hours ago
$79
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sun, May 26 from Chicago to Portland, returning Tue, Jun 11, priced at $79 found 9 hours ago
Tue, Jun 4 - Tue, Jun 11
ORD
Chicago
PWM
Portland
$88 Roundtrip, found 3 hours ago
$88
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Jun 4 from Chicago to Portland, returning Tue, Jun 11, priced at $88 found 3 hours ago
Sat, Aug 31 - Wed, Sep 11
MDW
Chicago
PWM
Portland
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Aug 31 from Chicago to Portland, returning Wed, Sep 11, priced at $160 found 5 days ago
Wed, Jun 19 - Wed, Jun 26
MDW
Chicago
PWM
Portland
$198 Roundtrip, found 2 days ago
$198
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jun 19 from Chicago to Portland, returning Wed, Jun 26, priced at $198 found 2 days ago

Ogunquit - Wells economy flight packages

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
4.0-star property

Portland Harbor Hotel

9/10 Wonderful! (1,135 reviews)

Jun 28 - Jul 1

3 night stay

Chicago (ORD) to Portland (PWM)

American Airlines • Coach

Portland (PWM) to Chicago (ORD)

United • Coach
per person
The hotel’s decor truly captured the vibe of coastal Maine. Valet parking at the hotel was easy and efficient. Every employee was happy and helpful. I would stay here again.

Reviewed on Apr 23, 2024

The Press Hotel, Marriott Autograph Collection
4.0-star property

The Press Hotel, Marriott Autograph Collection

9.6/10 Exceptional! (850 reviews)

Jun 28 - Jul 1

3 night stay

Chicago (ORD) to Portland (PWM)

American Airlines • Coach

Portland (PWM) to Chicago (ORD)

United • Coach
per person
I have stayed in other Autograph Collection hotels and this one is so fantastic. The location, the amenities, the space. I loved it! The bed is very comfortable and I loved the food at the hotel restaurant, Union.

Reviewed on Nov 30, 2023

Canopy by Hilton Portland Waterfront
4.0-star property

Canopy by Hilton Portland Waterfront

9.4/10 Exceptional! (616 reviews)

Jun 28 - Jul 1

3 night stay

Chicago (ORD) to Portland (PWM)

American Airlines • Coach

Portland (PWM) to Chicago (ORD)

United • Coach
per person
The location is perfect -- walkable to most things downtown, and all the restaurants. Had a great meal at the super-nice roof-top bar/restaurant, staff was super nice at bar and hotel. The 24-hours valet parking is a "nice to have" in any city ($40/day in--and-out privileges) Rooms are clean and new, staff was helpful. A pleasant hotel in a great spot -- I would definitely return on my next trip.

Reviewed on Apr 15, 2024

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More About Flying To Ogunquit - Wells from Chicago

Route Information for Flights from Chicago to Ogunquit - Wells

Origin Airport IATA Code
CHI
Destination Airport IATA Code
BOS
Distance
897 mi
Direct Flight Airlines
Air New Zealand, United Airlines
Earliest Flight Arrival
6:51PM UTC
Latest Flight Arrival
1:43AM UTC

Chicago to Ogunquit - Wells

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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.