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$278+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
BDA — CHI
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
1 adult, Economy
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Cheap 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 February 11, 2026.

This Expedia deal was found by Cheapflights users on 2/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/161:20 pm
BDA
-
ORD
2 stops32h 45m
Air Canada
Fri 8/219:50 am
ORD
-
BDA
1 stop24h 30m
Air Canada
Deal found 2/9$442
This Mytrip deal was found by Cheapflights users on 2/8. 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.
Wed 3/258:30 am
BDA
-
ORD
2 stops16h 47m
Multiple Airlines
Wed 4/112:50 pm
ORD
-
BDA
2 stops53h 00m
Multiple Airlines
Deal found 2/8$520
This Delta deal was found by Cheapflights users on 2/8. 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.
Wed 3/253:56 pm
BDA
-
MDW
1 stop8h 35m
Delta
Wed 4/16:00 am
MDW
-
BDA
1 stop6h 46m
Delta
Deal found 2/8$669

Find 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 February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$520
(Mytrip)

One-way from

$278
(Air Canada)

Popular in

December

Cheapest in

May

Average price

$657
Provider with most accurate pricing for Hamilton L.F Wade Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Hamilton L.F Wade Intl-Chicago (CHI) flights.
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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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Highest demand for flights based on searches. 30% potential increase in price ($375 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($60 potential savings vs. average RT price).
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Average for round-trip flights in February 2026
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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 February 11, 2026.
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

Wed 3/25

8:30 am-11:17 pm

2 stops16h 47m

Chicago O'Hare Intl

Wed 4/1

12:50 pm-7:50 pm

2 stops53h 00m

$520

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Wed 3/25

3:56 pm-10:31 pm

1 stop8h 35m

Chicago Midway

Wed 4/1

6:00 am-2:46 pm

1 stop6h 46m

$669

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Fri 2/27

8:55 pm-9:13 am

1 stop14h 18m

$278

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Fri 2/27

8:55 pm-12:40 am

2 stops29h 45m

$358

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Tue 5/26

6:45 pm-9:40 am

1 stop16h 55m

$377

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Sun 6/21

8:00 am-11:46 am

1 stop29h 46m

$390

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Sun 5/24

8:00 am-10:43 pm

1 stop16h 43m

$390

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Mon 5/25

1:20 pm-7:25 pm

1 stop8h 05m

$410

HamiltonChicago

BDA - MDW

BDAMDW

Hamilton L.F Wade Intl

Wed 3/25

3:56 pm-10:31 pm

1 stop8h 35m

$450

HamiltonChicago

BDA - ORD

BDAORD

Hamilton L.F Wade Intl

Wed 3/25

3:56 pm-11:54 pm

1 stop9h 58m

$450

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

Showing 1-10 of 19 results
1
2
  • Most accurate provider: When it comes to deals on Hamilton, Pembroke-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hamilton, Pembroke-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hamilton, Pembroke-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hamilton, Pembroke-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Hamilton, Pembroke-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 February 11, 2026.
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
11,267 reviews

Boarding

7.5

Comfort

7.2

Food

6.4

Entertainment

6.9

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,267 reviews
American Airlines
7.2
Good
11,267 reviews

Boarding

7.5

Comfort

7.2

Food

6.4

Entertainment

6.9

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 35m. Delta provides one of the quickest options available for as low as $669. Hamilton, Pembroke and Chicago are separated by a distance of 1421 mi.

  • 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.. Users have found that American Airlines is 23% cheaper than the other options available to this destination.

  • 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.

See more FAQs

Traveling to a place near Chicago?

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

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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 February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$648Average$714FlexibilityNo cancel feeOn-time71%

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