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Cheap flights from Road Town to Chicago from $326

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 12/29. 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

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Find the cheapest flights from Road Town to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:00 pm - 6:39 pmEIS-ORD
28h 39m2 stops
Multiple Airlines Logo
5:45 am - 4:05 pmORD-EIS
8h 20m1 stop
$781Multiple Airlines
Find Deal
Thu, Dec 18 - Thu, Dec 25
Multiple Airlines Logo
12:10 pm - 11:25 pmEIS-ORD
13h 15m1 stop
Multiple Airlines Logo
5:45 am - 4:05 pmORD-EIS
8h 20m1 stop
$812Multiple Airlines
Find Deal
Thu, Dec 18 - Thu, Dec 25
Multiple Airlines Logo
4:00 pm - 7:02 pmEIS-ORD
29h 02m3 stops
Multiple Airlines Logo
5:45 am - 4:05 pmORD-EIS
8h 20m1 stop
$887Multiple Airlines
Find Deal
Thu, Dec 18 - Thu, Dec 25
American Airlines Logo
8:00 am - 12:36 amEIS-ORD
18h 36m1 stop
American Airlines Logo
12:32 pm - 10:13 pmORD-EIS
7h 41m1 stop
$994American Airlines
Find Deal
Fri, Feb 27 - Mon, Mar 2
American Airlines Logo
8:00 am - 6:25 pmEIS-ORD
12h 25m1 stop
American Airlines Logo
6:40 am - 10:13 pmORD-EIS
13h 33m2 stops
$999American Airlines
Find Deal
Fri, Feb 27 - Mon, Mar 2
American Airlines Logo
1:41 pm - 11:54 pmEIS-ORD
12h 13m2 stops
American Airlines Logo
8:25 am - 10:13 pmORD-EIS
11h 48m2 stops
$1,059American Airlines
Find Deal
Fri, Feb 27 - Mon, Mar 2
Multiple Airlines Logo
4:00 pm - 7:02 pmEIS-ORD
29h 02m2 stops
Multiple Airlines Logo
1:34 pm - 6:20 pmORD-EIS
26h 46m3 stops
$1,096Multiple Airlines
Find Deal
Thu, Dec 18 - Thu, Dec 25
Multiple Airlines Logo
4:00 pm - 2:21 pmEIS-ORD
24h 21m3 stops
Multiple Airlines Logo
1:34 pm - 6:20 pmORD-EIS
26h 46m3 stops
$1,126Multiple Airlines
Find Deal
Thu, Dec 18 - Thu, Dec 25

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
18h 36m
1 stop
ORD12:36 amChicago O'Hare Intl
Mar 2
ORD12:32 pmChicago O'Hare Intl
7h 41m
1 stop
EIS10:13 pmRoad Town Beef Island
$994
Find similar
American Airlines
Feb 27
EIS8:00 amRoad Town Beef Island
12h 25m
1 stop
ORD6:25 pmChicago O'Hare Intl
Mar 2
ORD6:40 amChicago O'Hare Intl
13h 33m
2 stops
EIS10:13 pmRoad Town Beef Island
$999
Find similar
American Airlines
Feb 27
EIS1:41 pmRoad Town Beef Island
12h 13m
2 stops
ORD11:54 pmChicago O'Hare Intl
Mar 2
ORD8:25 amChicago O'Hare Intl
11h 48m
2 stops
EIS10:13 pmRoad Town Beef Island
$1,059
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 November 4, 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

Thu 12/18

4:00 pm-6:39 pm

2 stops28h 39m

Chicago O'Hare Intl

Thu 12/25

5:45 am-4:05 pm

1 stop8h 20m

$781

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Thu 12/18

12:10 pm-11:25 pm

1 stop13h 15m

Chicago O'Hare Intl

Thu 12/25

5:45 am-4:05 pm

1 stop8h 20m

$812

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Thu 12/18

4:00 pm-7:02 pm

3 stops29h 02m

Chicago O'Hare Intl

Thu 12/25

5:45 am-4:05 pm

1 stop8h 20m

$887

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Fri 2/27

8:00 am-12:36 am

1 stop18h 36m

Chicago O'Hare Intl

Mon 3/2

12:32 pm-10:13 pm

1 stop7h 41m

$994

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Fri 2/27

8:00 am-6:25 pm

1 stop12h 25m

Chicago O'Hare Intl

Mon 3/2

6:40 am-10:13 pm

2 stops13h 33m

$999

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Fri 2/27

1:41 pm-11:54 pm

2 stops12h 13m

Chicago O'Hare Intl

Mon 3/2

8:25 am-10:13 pm

2 stops11h 48m

$1,059

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Thu 12/18

4:00 pm-7:02 pm

2 stops29h 02m

Chicago O'Hare Intl

Thu 12/25

1:34 pm-6:20 pm

3 stops26h 46m

$1,096

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Thu 12/18

4:00 pm-2:21 pm

3 stops24h 21m

Chicago O'Hare Intl

Thu 12/25

1:34 pm-6:20 pm

3 stops26h 46m

$1,126

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Mon 12/29

4:00 pm-11:25 pm

1 stop9h 25m

$326

Road TownChicago

EIS - ORD

EISORD

Road Town Beef Island

Mon 12/29

4:00 pm-11:27 am

2 stops21h 27m

$398

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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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 46% 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.
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  • 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 12h 13m, 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?

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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.

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