$104 Cheap flight deals from Chicago (CHI) to Middletown (LGA)
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This Weekend's Flight Deals from Chicago to Middletown
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.
Airfares from $104 One Way, $207 Round Trip from Chicago to Middletown
Prices starting at $207 for return flights and $104 for one-way flights to Middletown were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Middletown economy flight packages
Radio Hotel
Sep 15 - Sep 18
Chicago (CHI) to New York (JFK)
Reviewed on Jul 24, 2026
Hotel Riu Plaza Manhattan Times Square
Aug 28 - Aug 30
Chicago (CHI) to New York (JFK)
Reviewed on Jul 24, 2026
Hotel Riu Plaza New York Times Square
Aug 28 - Aug 30
Chicago (CHI) to New York (JFK)
Reviewed on Jul 24, 2026
Middletown packages with premium economy flights
Radio Hotel
Aug 25 - Aug 29
Chicago (ORD) to New York (JFK)
Reviewed on Jul 24, 2026
Middletown first class flight packages
The Frederick Hotel Tribeca, a Small Luxury Hotel
Aug 24 - Aug 28
Chicago (ORD) to New York (JFK)
Reviewed on Jul 21, 2026
More About Flying To Middletown from Chicago
Route Information for Flights from Chicago to Middletown
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | LGA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Middletown
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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.