Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Road Town to Chicago from $320

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Road Town to Chicago departing on 1/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Road Town to Chicago

Cheap round-trip flights

American Airlines Logo
8:00 am - 4:05 pmEIS-ORD
10h 05m1 stop
American Airlines Logo
7:01 am - 9:55 pmORD-EIS
12h 54m1 stop
$849American Airlines
Find Deal
Fri, Feb 27 - Mon, Mar 2
American Airlines Logo
8:00 am - 5:54 pmEIS-ORD
11h 54m2 stops
American Airlines Logo
9:45 am - 9:55 pmORD-EIS
10h 10m2 stops
$853American Airlines
Find Deal
Fri, Feb 27 - Mon, Mar 2
American Airlines Logo
8:00 am - 11:59 pmEIS-ORD
17h 59m1 stop
American Airlines Logo
8:20 am - 8:55 pmORD-EIS
11h 35m1 stop
$994American Airlines
Find Deal
Fri, Mar 6 - Tue, Mar 10
American Airlines Logo
8:00 am - 11:59 pmEIS-ORD
17h 59m1 stop
American Airlines Logo
10:28 am - 8:55 pmORD-EIS
9h 27m2 stops
$998American Airlines
Find Deal
Fri, Mar 6 - Tue, Mar 10
American Airlines Logo
8:00 am - 5:54 pmEIS-ORD
11h 54m2 stops
American Airlines Logo
7:22 am - 8:55 pmORD-EIS
12h 33m2 stops
$1,133American Airlines
Find Deal
Fri, Mar 6 - Tue, Mar 10

American Airlines flights from Road Town to Chicago O'Hare Intl Airport

Our best American Airlines deals on Road Town to Chicago O'Hare Intl Airport flight tickets
American Airlines
Feb 27
EIS8:00 amRoad Town Beef Island
10h 05m
1 stop
ORD4:05 pmChicago O'Hare Intl
Mar 2
ORD7:01 amChicago O'Hare Intl
12h 54m
1 stop
EIS9:55 pmRoad Town Beef Island
$849
Find similar
American Airlines
Feb 27
EIS8:00 amRoad Town Beef Island
11h 54m
2 stops
ORD5:54 pmChicago O'Hare Intl
Mar 2
ORD9:45 amChicago O'Hare Intl
10h 10m
2 stops
EIS9:55 pmRoad Town Beef Island
$853
Find similar
American Airlines
Mar 6
EIS8:00 amRoad Town Beef Island
17h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
Mar 10
ORD8:20 amChicago O'Hare Intl
11h 35m
1 stop
EIS8:55 pmRoad Town Beef Island
$994
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Road Town to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Road Town to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Fri 2/27

8:00 am-4:05 pm

1 stop10h 05m

Chicago O'Hare Intl

Mon 3/2

7:01 am-9:55 pm

1 stop12h 54m

$849

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Fri 2/27

8:00 am-5:54 pm

2 stops11h 54m

Chicago O'Hare Intl

Mon 3/2

9:45 am-9:55 pm

2 stops10h 10m

$853

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Fri 3/6

8:00 am-11:59 pm

1 stop17h 59m

Chicago O'Hare Intl

Tue 3/10

8:20 am-8:55 pm

1 stop11h 35m

$994

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Fri 3/6

8:00 am-11:59 pm

1 stop17h 59m

Chicago O'Hare Intl

Tue 3/10

10:28 am-8:55 pm

2 stops9h 27m

$998

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Fri 3/6

8:00 am-5:54 pm

2 stops11h 54m

Chicago O'Hare Intl

Tue 3/10

7:22 am-8:55 pm

2 stops12h 33m

$1,133

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Fri 1/23

4:00 pm-12:30 pm

2 stops22h 30m

$320

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Sat 1/24

8:55 am-6:00 pm

1 stop11h 05m

$321

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Sat 1/24

4:00 pm-2:19 pm

2 stops24h 19m

$336

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Sat 1/24

8:55 am-11:42 pm

3 stops16h 47m

$381

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Sat 1/24

8:55 am-11:42 pm

3 stops16h 47m

$385

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Road Town to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Can stopping save me money on Road Town to Chicago O'Hare Intl Airport flights?

You could potentially save up to 49% on your flight if you consider stops on a Road Town to Chicago O'Hare Intl Airport flight.

When to book flights from Road Town to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Road Town to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Road Town to Chicago O'Hare Intl Airport (EIS to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Road Town to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Road Town to Chicago O'Hare Intl Airport. There are no popular flight routes from Road Town to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Road Town Beef Island to Chicago O'Hare Intl by plane?

    The distance between Road Town Beef Island and Chicago O'Hare Intl is about 2124.3 mi. Flights usually cover this in 10h 05m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Road Town Beef Island Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Road Town Beef Island Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Road Town Beef Island Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Road Town Beef Island Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Rockford
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Orland Park
Tinley Park
Elgin
Aurora
Janesville
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Road Town to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Road Town to Chicago for you.

Can I find flights from Road Town to Chicago with flexible booking policies on momondo?

All flight searches from Road Town to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Road Town to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Road Town. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Road Town to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Road Town to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 10/17
Fri 10/24
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago