Flight to Rutland

View S$1,334 flight on Wed, 27 May, 2026Opens in a new window

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Cheap round-trip flights to Rutland

Prices were available within the past 7 days and start at S$1,334 for one-way flights and S$1,965 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$1,965 Return, found 9 hours ago
S$1,965
Return
found 9 hours ago
Select American Airlines flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$1,965 found 9 hours ago
American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$1,979 Return, found 9 hours ago
S$1,979
Return
found 9 hours ago
Select American Airlines flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$1,979 found 9 hours ago
American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$1,983 Return, found 23 hours ago
S$1,983
Return
found 23 hours ago
Select American Airlines flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$1,983 found 23 hours ago
Iberia
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$1,991 Return, found 3 days ago
S$1,991
Return
found 3 days ago
Select Iberia flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$1,991 found 3 days ago
American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$1,997 Return, found 23 hours ago
S$1,997
Return
found 23 hours ago
Select American Airlines flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$1,997 found 23 hours ago
Iberia
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$2,009 Return, found 3 days ago
S$2,009
Return
found 3 days ago
Select Iberia flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$2,009 found 3 days ago
American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$2,070 Return, found 9 hours ago
S$2,070
Return
found 9 hours ago
Select American Airlines flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$2,070 found 9 hours ago
American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$2,078 Return, found 3 days ago
S$2,078
Return
found 3 days ago
Select American Airlines flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$2,078 found 3 days ago
American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$2,083 Return, found 9 hours ago
S$2,083
Return
found 9 hours ago
Select American Airlines flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$2,083 found 9 hours ago
Iberia
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$2,101 Return, found 1 day ago
S$2,101
Return
found 1 day ago
Select Iberia flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$2,101 found 1 day ago
American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$2,136 Return, found 3 days ago
S$2,136
Return
found 3 days ago
Select American Airlines flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$2,136 found 3 days ago
American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$2,150 Return, found 3 days ago
S$2,150
Return
found 3 days ago
Select American Airlines flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$2,150 found 3 days ago
American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$2,160 Return, found 9 hours ago
S$2,160
Return
found 9 hours ago
Select American Airlines flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$2,160 found 9 hours ago
American Airlines
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$2,174 Return, found 9 hours ago
S$2,174
Return
found 9 hours ago
Select American Airlines flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$2,174 found 9 hours ago
Iberia
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$2,186 Return, found 3 days ago
S$2,186
Return
found 3 days ago
Select Iberia flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$2,186 found 3 days ago
Finnair
Wed, 27 May - Wed, 3 Jun
ORD
Chicago
EMA
East Midlands
S$2,187 Return, found 9 hours ago
S$2,187
Return
found 9 hours ago
Select Finnair flight, departing Wed, 27 May from Chicago to East Midlands, returning Wed, 3 Jun, priced at S$2,187 found 9 hours ago

Frequently asked questions

How do I find cheap flights to Rutland that have flexible change policies?
We know that travel plans can change very quickly, so locking in a flexible fare with Expedia is a wise idea. Simply click on "No change fee" below the "Flexible change policies" filter. Your low-cost, flexible flight to Rutland is just a few clicks away.
How can I find cheap tickets to Rutland?
Book ahead of time, travel on a cheaper day, avoid school holiday time — there are plenty of ways! One more is to make use of Expedia's "flexible dates" feature. Search for your Rutland flight, then check out the prices for nearby dates. In the last seven days, the lowest price for a flight to Rutland was S$1,965.
How much is a flight to Rutland?
If you were jetting one way from Chicago (ORD), you could've snapped up an affordable fare for S$1,334 in the last seven days. Return flights to Rutland ranged from only S$1,965 to S$2,187 during this same period.
When is the cheapest time to fly to Rutland?
Jet off on a Tuesday to boost your chances of nabbing the cheapest deal to Rutland. Mondays are usually the second most affordable day to take off. Saturday is generally the most expensive day to fly anywhere.
How much is a plane ticket to Rutland?
In the last seven days, fares to Rutland ranged between S$1,965 and S$2,187. Prices usually rise as your travel date nears, so grab a good deal today.
What is the best time to go to Rutland?
Summer starts June 20 in the Northern Hemisphere, and these warmer months are a terrific time to travel to the well-known Rutland city of Stamford. Average temperatures vary between 13ºC and 21ºC throughout this season. The largest crowds flock here in April, July and October.
What months are the cheapest to book a flight to Rutland?
Book your ticket in February to enjoy bargain flight deals to Rutland. December is known as the most expensive time to purchase a seat.

Book with confidence

Expedia offers flights to Rutland to meet every traveller's needs. Whatever your flight need - Expedia has the flight for you. So choose from flights to Rutland or destinations around the world and discover how easy it is to make your flight reservations on Expedia.

Travel information

Rutland Flights Information

Airlines serving
American Airlines, Iberia, Finnair
Roundtrip price
from S$1,965
Rutland Flights Information
*Available to Expedia members.