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$345+ Cheap flights from Hamilton (BDA) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/29. Fares are subject to change and may not be available on all flights or dates of travel.
BDA — CHI
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Hamilton to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Hamilton (BDA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$485
(Air Canada)

One-way from

$345
(JetBlue)
From Hamilton L.F Wade Intl to Chicago (CHI)
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One-way flight from Hamilton L.F Wade Intl to Chicago (CHI)
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Find flight deals from Hamilton to Chicago

Cheapest flights from Hamilton to Chicago
Explore the most affordable flight options available from Hamilton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Air Canada deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1512:50 pmBDA - ORD
1 stop8h 39mAir Canada
Tue 9/233:35 pmORD - BDA
2 stops18h 15mAir Canada
Deal found 9/11$412
This Air Canada deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:50 pmBDA - ORD
2 stops18h 28mAir Canada
Thu 10/306:05 pmORD - BDA
2 stops21h 55mAir Canada
Deal found 9/11$485
This Orbitz deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:50 pmBDA - ORD
2 stops42h 28mAir Canada
Wed 10/2912:50 pmORD - BDA
2 stops51h 10mAir Canada
Deal found 9/11$490
This Mytrip deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1512:50 pmBDA - ORD
2 stops23h 01mMultiple Airlines
Tue 9/235:05 amORD - BDA
3 stops28h 45mMultiple Airlines
Deal found 9/11$567
This Mytrip deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:50 pmBDA - ORD
2 stops18h 28mMultiple Airlines
Thu 10/302:14 pmORD - BDA
3 stops25h 46mMultiple Airlines
Deal found 9/11$596
This Expedia deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/101:51 pmBDA - ORD
1 stop22h 44mJetBlue
Fri 11/146:55 pmORD - BDA
1 stop15h 51mJetBlue
Deal found 9/11$597
This Mytrip deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/83:55 pmBDA - ORD
3 stops19h 28mMultiple Airlines
Thu 12/113:55 pmORD - BDA
1 stop26h 35mMultiple Airlines
Deal found 9/11$605
This Mytrip deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:50 pmBDA - ORD
3 stops32h 13mMultiple Airlines
Wed 10/297:43 pmORD - BDA
2 stops16h 32mMultiple Airlines
Deal found 9/11$623
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/183:54 pmBDA - MDW
1 stop8h 20mDelta
Mon 10/276:00 amMDW - BDA
1 stop6h 44mDelta
Deal found 9/9$757
This Mytrip deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/158:15 amBDA - MDW
1 stop10h 09mMultiple Airlines
Tue 9/235:20 pmMDW - BDA
1 stop16h 30mMultiple Airlines
Deal found 9/11$1,048
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/191:25 pmBDA - MDW
2 stops10h 49mDelta
Mon 10/276:00 amMDW - BDA
1 stop6h 44mDelta
Deal found 9/9$1,433

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hamilton to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Hamilton to Chicago that are best for you.

Fly from

Hamilton

Fly to

Chicago

Route

Depart

Return

Price

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Sun 10/26

6:50 pm-11:18 am

2 stops18h 28m

Chicago O'Hare Intl

Thu 10/30

6:05 pm-6:00 pm

2 stops21h 55m

$485

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Sun 10/26

6:50 pm-11:18 am

2 stops42h 28m

Chicago O'Hare Intl

Wed 10/29

12:50 pm-6:00 pm

2 stops51h 10m

$490

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Sun 10/26

6:50 pm-11:18 am

2 stops18h 28m

Chicago O'Hare Intl

Thu 10/30

2:14 pm-6:00 pm

3 stops25h 46m

$596

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 11/10

1:51 pm-10:35 am

1 stop22h 44m

Chicago O'Hare Intl

Fri 11/14

6:55 pm-12:46 pm

1 stop15h 51m

$597

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 12/8

3:55 pm-9:23 am

3 stops19h 28m

Chicago O'Hare Intl

Thu 12/11

12:50 pm-8:30 pm

2 stops29h 40m

$605

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Sun 10/26

6:50 pm-1:03 am

3 stops32h 13m

Chicago O'Hare Intl

Wed 10/29

7:43 pm-2:15 pm

2 stops16h 32m

$623

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 10/20

2:50 pm-9:26 pm

1 stop8h 36m

Chicago O'Hare Intl

Mon 10/27

6:02 am-1:35 pm

1 stop5h 33m

$647

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 11/10

8:30 am-9:44 am

2 stops27h 14m

Chicago O'Hare Intl

Fri 11/14

8:00 am-6:00 pm

1 stop8h 00m

$648

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Sat 10/18

3:54 pm-10:14 pm

1 stop8h 20m

Chicago Midway

Mon 10/27

6:00 am-2:44 pm

1 stop6h 44m

$757

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Mon 10/20

3:54 pm-10:14 pm

1 stop8h 20m

Chicago Midway

Mon 10/27

6:00 am-2:44 pm

1 stop6h 44m

$757

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 18 results
1
2

Best time to book a flight from Hamilton to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Hamilton with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Hamilton to Chicago
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 11, 2025.
Read through reviews of airlines operating flights from Hamilton to Chicago, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

Related info for your journey

Find useful and relevant information for your journey from Hamilton to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hamilton to Chicago?

    If you book a flight to Chicago from Hamilton, you will be flying from L.F Wade Intl, which is the city’s only airport. Hamilton L.F Wade Intl (BDA) is located 7.7 mi from the center of Hamilton. There are 0 flights from L.F Wade Intl to Chicago per day from 1 airline.

  • How long is the flight from Hamilton, Pembroke to Chicago?

    A quick flight from Hamilton, Pembroke to Chicago can take about 8h 20m. Air Canada provides one of the quickest options available for as low as $757. Hamilton, Pembroke and Chicago are separated by a distance of 1421 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Hamilton, Pembroke to Chicago round-trip?

    American Airlines, at $648, was found to be the cheapest airline from Hamilton, Pembroke to Chicago..

  • Can I find deals for flights from Hamilton to Chicago that include hotel bookings?

    Yes. In addition to deals on Hamilton to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hamilton to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hamilton to Chicago.

  • Can I find deals for business class flights from Hamilton to Chicago?

    Yes. Cheapflights offers flight deals from Hamilton to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hamilton, Pembroke to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Hamilton, Pembroke to Chicago (average of $245). Flying from Hamilton, Pembroke to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Hamilton to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Hamilton to O'Hare Intl flights
Hamilton to Midway flights

Top airline flying from Hamilton to Chicago

Discover the top airline that operate flights from Hamilton to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$648Average$701FlexibilityNo cancel feeOn-time71%

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