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Cheap flights from Chicago to Tobago from $630

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Tobago departing on 5/31. 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

Find the cheapest flights from Chicago to Tobago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:05 am - 6:10 am
ORD
-
TAB
24h 05m
2 stops
Multiple Airlines Logo
10:20 pm - 11:56 pm
TAB
-
ORD
26h 36m
2 stops
$630Multiple Airlines
sø., mai 31 - sø., jun. 7
Multiple Airlines Logo
8:59 pm - 9:40 pm
ORD
-
TAB
23h 41m
3 stops
Multiple Airlines Logo
10:20 pm - 11:56 pm
TAB
-
ORD
26h 36m
2 stops
$720Multiple Airlines
sø., mai 31 - sø., jun. 7
Multiple Airlines Logo
8:59 pm - 9:40 pm
ORD
-
TAB
23h 41m
3 stops
Multiple Airlines Logo
6:00 pm - 4:11 pm
TAB
-
ORD
23h 11m
3 stops
$730Multiple Airlines
to., jun. 11 - fr., jun. 19
Multiple Airlines Logo
8:59 pm - 9:40 pm
ORD
-
TAB
23h 41m
3 stops
Multiple Airlines Logo
6:55 am - 11:08 pm
TAB
-
ORD
17h 13m
2 stops
$742Multiple Airlines
to., jun. 11 - fr., jun. 19
Multiple Airlines Logo
5:05 am - 10:15 pm
ORD
-
TAB
16h 10m
2 stops
Multiple Airlines Logo
7:10 pm - 4:11 pm
TAB
-
ORD
22h 01m
3 stops
$755Multiple Airlines
fr., jun. 12 - fr., jun. 19
Multiple Airlines Logo
9:20 am - 9:40 pm
ORD
-
TAB
11h 20m
2 stops
Multiple Airlines Logo
7:35 am - 11:08 pm
TAB
-
ORD
16h 33m
2 stops
$757Multiple Airlines
fr., jun. 12 - fr., jun. 19
Multiple Airlines Logo
5:05 am - 6:50 am
ORD
-
TAB
24h 45m
2 stops
Multiple Airlines Logo
7:35 am - 11:08 pm
TAB
-
ORD
16h 33m
2 stops
$760Multiple Airlines
to., jun. 11 - fr., jun. 19
Multiple Airlines Logo
8:59 pm - 9:40 pm
ORD
-
TAB
23h 41m
3 stops
Multiple Airlines Logo
12:30 am - 8:04 pm
TAB
-
ORD
20h 34m
3 stops
$950Multiple Airlines
sø., mai 31 - lø., jun. 6
Multiple Airlines Logo
9:50 am - 11:55 pm
ORD
-
TAB
37h 05m
3 stops
Multiple Airlines Logo
9:55 am - 9:00 am
TAB
-
ORD
24h 05m
2 stops
$1,416Multiple Airlines
sø., jul. 26 - ti., aug. 4
Multiple Airlines Logo
1:01 pm - 8:30 am
ORD
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TAB
18h 29m
2 stops
Multiple Airlines Logo
5:20 pm - 11:21 am
TAB
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ORD
19h 01m
2 stops
$1,482Multiple Airlines
on., mai 13 - on., mai 20

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Customize your flight search to find flights from Chicago to Tobago 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 april 19, 2026.
Use the filters below to find and compare flights from Chicago to Tobago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

sø. 5/31

5:05 am-6:10 am

2 stops24h 05m

Scarborough ANR Robinson Intl

sø. 6/7

10:20 pm-11:56 pm

2 stops26h 36m

$630

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

sø. 5/31

8:59 pm-9:40 pm

3 stops23h 41m

Scarborough ANR Robinson Intl

sø. 6/7

10:20 pm-11:56 pm

2 stops26h 36m

$720

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

to. 6/11

8:59 pm-9:40 pm

3 stops23h 41m

Scarborough ANR Robinson Intl

fr. 6/19

6:00 pm-4:11 pm

3 stops23h 11m

$730

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

to. 6/11

8:59 pm-9:40 pm

3 stops23h 41m

Scarborough ANR Robinson Intl

fr. 6/19

6:55 am-11:08 pm

2 stops17h 13m

$742

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

fr. 6/12

5:05 am-10:15 pm

2 stops16h 10m

Scarborough ANR Robinson Intl

fr. 6/19

7:10 pm-4:11 pm

3 stops22h 01m

$755
Quickest round-trip

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

fr. 6/12

9:20 am-9:40 pm

2 stops11h 20m

Scarborough ANR Robinson Intl

fr. 6/19

7:35 am-11:08 pm

2 stops16h 33m

$757

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

to. 6/11

5:05 am-6:50 am

2 stops24h 45m

Scarborough ANR Robinson Intl

fr. 6/19

7:35 am-11:08 pm

2 stops16h 33m

$760

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

sø. 5/31

8:59 pm-9:40 pm

3 stops23h 41m

Scarborough ANR Robinson Intl

lø. 6/6

12:30 am-8:04 pm

3 stops20h 34m

$950

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

sø. 7/26

9:50 am-11:55 pm

3 stops37h 05m

Scarborough ANR Robinson Intl

ti. 8/4

9:55 am-9:00 am

2 stops24h 05m

$1,416

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

on. 5/13

1:01 pm-8:30 am

2 stops18h 29m

Scarborough ANR Robinson Intl

on. 5/20

5:20 pm-11:21 am

2 stops19h 01m

$1,482

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Tobago from

How to get the cheapest flight ticket from Chicago to Tobago

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 Chicago to Tobago flights?

No. A direct flight is the cheapest option for a flight between Chicago to Tobago.

Cheap Chicago to Tobago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Tobago

Fastest flight time

23h 41m

Direct flights

None
The fastest flight from Chicago to Tobago takes 23h 41m
There are no direct flights from Chicago to Tobago. There are no popular flight routes from Chicago to Tobago.
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Frequently asked questions about flying from Chicago to Tobago

  • When did momondo last update prices for flights from Chicago to Tobago?

    Prices for flights from Chicago to Tobago are updated daily.

  • How old do you have to be to fly from Chicago to Tobago?

    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 Chicago to Tobago.

  • What documentation or ID do you need to fly to Tobago?

    The necessary travel and health documents for your Tobago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Tobago?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Tobago. Millions of users trust and use momondo every year so you are in good hands.

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

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

How can momondo help me find flights from Chicago to Tobago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Tobago.

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

Yes. momondo can track prices for Chicago to Tobago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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1 adult
ti. 5/19
ti. 5/26
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Find better results for your trip to Tobago

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