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Cheap flights to Chicago from C$ 67

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 14/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CMH — CHI
21 Apr — 28 Apr1
1 adult
Sun 21/4
Sun 28/4

Flights to Chicago in 2024

Find the latest flights to Chicago in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 508,882 searches and data was last updated on 16 April 2024.

Popular in

July

Cheapest in

January

Average price

C$ 355

Round-trip from

C$ 274

One-way from

C$ 161
High demand for flights, 13% potential price rise
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Best time to find cheap flights, 1% potential price drop
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Average for round-trip flights in April 2024
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From Toronto to Chicago
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One-way flight from Toronto to Chicago
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Cheap flights to Chicago in April & May 2024

Discover affordable flights and deals to Chicago in April and May 2024. In the last 7 days, Cheapflights users made a total of 508,882 searches and data was last updated on 16 April 2024.
The below flights offer some of the lowest fares to Chicago in April and May 2024. Be sure to check back soon as deals update often.
Tue 14/57:15 a.m.DTW - ORD
Nonstop1h 25mDelta
Wed 15/58:45 a.m.ORD - DTW
Nonstop1h 23mDelta
Deal found 14/4C$ 136
Mon 6/56:49 p.m.LGA - ORD
1 stop14h 39mSpirit Airlines
Wed 8/55:19 p.m.ORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 15/4C$ 146
Wed 15/58:35 p.m.DTW - ORD
Nonstop1h 20mDelta
Wed 22/57:09 a.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 150
Sat 25/512:20 p.m.DTW - ORD
Nonstop1h 22mDelta
Sun 26/57:09 a.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 162
Mon 20/58:35 p.m.DTW - ORD
Nonstop1h 20mDelta
Wed 29/57:09 a.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 164
Mon 6/56:49 p.m.LGA - ORD
1 stop14h 39mSpirit Airlines
Wed 8/56:40 p.m.ORD - LGA
1 stop13h 20mSpirit Airlines
Deal found 15/4C$ 168
Sat 25/54:10 p.m.DTW - ORD
Nonstop1h 23mDelta
Sun 26/57:09 a.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 169
Wed 8/58:55 p.m.LGA - ORD
Nonstop2h 49mDelta
Tue 14/56:00 a.m.ORD - LGA
Nonstop2h 15mDelta
Deal found 15/4C$ 175
Tue 14/55:53 p.m.DTW - ORD
Nonstop1h 24mDelta
Wed 15/51:32 p.m.ORD - DTW
Nonstop1h 23mDelta
Deal found 15/4C$ 178

Chicago 2024 flight deals

Explore flight deals for Chicago in 2024, offering the best prices and options to suit your preferences. In the last 7 days, Cheapflights users made a total of 508,882 searches and data were last updated on 16 April 2024.
Listed are some of the best fares we've found on flights departing to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 14/57:15 a.m.DTW - ORD
Nonstop1h 25mDelta
Wed 15/58:45 a.m.ORD - DTW
Nonstop1h 23mDelta
Deal found 14/4C$ 136
Mon 6/56:49 p.m.LGA - ORD
1 stop14h 39mSpirit Airlines
Wed 8/55:19 p.m.ORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 15/4C$ 146
Wed 15/58:35 p.m.DTW - ORD
Nonstop1h 20mDelta
Wed 22/57:09 a.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 150
Sat 25/512:20 p.m.DTW - ORD
Nonstop1h 22mDelta
Sun 26/57:09 a.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 162
Mon 20/58:35 p.m.DTW - ORD
Nonstop1h 20mDelta
Wed 29/57:09 a.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 164
Mon 6/56:49 p.m.LGA - ORD
1 stop14h 39mSpirit Airlines
Wed 8/56:40 p.m.ORD - LGA
1 stop13h 20mSpirit Airlines
Deal found 15/4C$ 168
Sat 25/54:10 p.m.DTW - ORD
Nonstop1h 23mDelta
Sun 26/57:09 a.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 169
Wed 21/82:30 p.m.LGA - ORD
Nonstop2h 35mDelta
Tue 27/87:00 p.m.ORD - LGA
Nonstop2h 16mDelta
Deal found 14/4C$ 175
Tue 14/55:53 p.m.DTW - ORD
Nonstop1h 24mDelta
Wed 15/51:32 p.m.ORD - DTW
Nonstop1h 23mDelta
Deal found 15/4C$ 178

Flights to Chicago departing soon

Discover available last-minute flight options to Chicago, providing immediate availability and potentially lower prices. In the last 7 days, Cheapflights users made a total of 508,882 searches and data was last updated on 16 April 2024.
Browse some of the best deals on flights leaving last minute to Chicago. Tip: double check your flight details before making your reservation.
Mon 22/46:55 p.m.LGA - ORD
Nonstop2h 49mDelta
Tue 23/47:15 a.m.ORD - LGA
Nonstop2h 17mDelta
Deal found 15/4C$ 279
Thu 25/44:29 p.m.LGA - ORD
Nonstop2h 46mDelta
Mon 29/46:00 a.m.ORD - LGA
Nonstop2h 12mDelta
Deal found 15/4C$ 325
Wed 24/46:55 p.m.LGA - ORD
Nonstop2h 49mDelta
Fri 26/410:00 a.m.ORD - LGA
Nonstop2h 12mDelta
Deal found 15/4C$ 340
Tue 23/411:46 p.m.SEA - ORD
Nonstop3h 59mAlaska Airlines
Wed 8/56:00 a.m.ORD - SEA
Nonstop4h 34mAlaska Airlines
Deal found 16/4C$ 350
Tue 23/47:45 p.m.SEA - ORD
1 stop7h 00mAlaska Airlines
Wed 8/56:00 a.m.ORD - SEA
Nonstop4h 34mAlaska Airlines
Deal found 16/4C$ 374
Mon 22/49:00 p.m.LGA - ORD
Nonstop2h 41mUnited Airlines
Wed 24/44:05 p.m.ORD - LGA
1 stop6h 22mUnited Airlines
Deal found 15/4C$ 387
Fri 26/48:00 a.m.SEA - ORD
Nonstop4h 11mAlaska Airlines
Mon 29/47:23 p.m.ORD - SEA
Nonstop4h 37mAlaska Airlines
Deal found 15/4C$ 391
Wed 24/47:29 p.m.LGA - ORD
1 stop5h 01mUnited Airlines
Fri 26/48:00 p.m.ORD - LGA
Nonstop2h 14mUnited Airlines
Deal found 15/4C$ 394
Sun 21/48:30 p.m.LGA - ORD
Nonstop2h 51mDelta
Thu 25/47:15 a.m.ORD - LGA
Nonstop2h 17mDelta
Deal found 15/4C$ 400

One-way flights to Chicago

Explore one-way flight options to Chicago for greater flexibility in your travel plans. Find up-to-date pricing and availability for one-way flights. In the last 7 days, Cheapflights users made a total of 508,882 searches and data was last updated on 16 April 2024.
Take a look at some of the one-way flights departing to Chicago in the near future. Reserve a round-trip flight to Chicago instead by utilizing the search form above.
Tue 14/57:15 a.m.DTW - ORD
Nonstop1h 25mDelta
Deal found 14/4C$ 67
Tue 28/58:35 p.m.DTW - ORD
Nonstop1h 20mDelta
Deal found 15/4C$ 69
Tue 14/53:09 p.m.DTW - ORD
1 stop7h 37mSpirit Airlines
Deal found 14/4C$ 80
Mon 20/58:46 a.m.BUF - ORD
1 stop17h 22mFrontier
Deal found 15/4C$ 81
Tue 9/75:35 p.m.LGA - ORD
Nonstop2h 50mDelta
Deal found 15/4C$ 88
Thu 4/72:45 p.m.BUF - ORD
1 stop5h 40mDelta
Deal found 15/4C$ 94
Sat 18/510:49 p.m.SEA - ORD
Nonstop4h 06mAlaska Airlines
Deal found 15/4C$ 96
Mon 27/58:35 p.m.DTW - ORD
Nonstop1h 20mDelta
Deal found 15/4C$ 96
Tue 18/66:00 p.m.SEA - ORD
Nonstop3h 56mDelta
Deal found 15/4C$ 103

Direct flights to Chicago

Tue 14/58:35 a.m.LGA - ORD
Nonstop2h 39mSpirit Airlines
Wed 15/55:19 p.m.ORD - LGA
Nonstop2h 09mSpirit Airlines
Deal found 13/4C$ 117
Tue 14/57:15 a.m.DTW - ORD
Nonstop1h 25mDelta
Wed 15/58:45 a.m.ORD - DTW
Nonstop1h 23mDelta
Deal found 14/4C$ 136
Wed 15/58:35 p.m.DTW - ORD
Nonstop1h 20mDelta
Wed 22/57:09 a.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 150
Sat 25/512:20 p.m.DTW - ORD
Nonstop1h 22mDelta
Sun 26/57:09 a.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 162
Sat 1/68:35 a.m.DTW - ORD
Nonstop1h 24mDelta
Mon 3/67:12 p.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 164
Sat 25/54:10 p.m.DTW - ORD
Nonstop1h 23mDelta
Sun 26/57:09 a.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 15/4C$ 169
Tue 13/85:30 p.m.LGA - ORD
Nonstop2h 45mDelta
Tue 20/87:00 p.m.ORD - LGA
Nonstop2h 16mDelta
Deal found 14/4C$ 175
Thu 4/77:45 p.m.LGA - ORD
Nonstop2h 48mDelta
Tue 9/78:25 p.m.ORD - LGA
Nonstop2h 19mDelta
Deal found 15/4C$ 183
Thu 30/57:15 a.m.DTW - ORD
Nonstop1h 25mDelta
Fri 31/57:12 p.m.ORD - DTW
Nonstop1h 21mDelta
Deal found 14/4C$ 189

Find flights to Chicago within your budget

Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 508,882 searches and data was last updated on 16 April 2024.

Fly from

Any airport

Budget

C$ 136 - C$ 322

Route

Depart

Return

Price

Detroit Metropolitan Wayne CountyChicago O'Hare Intl

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Tue 14/5

Nonstop1h 25m

Chicago O'Hare Intl

Wed 15/5

Nonstop1h 23m

C$ 136

New York LaGuardiaChicago O'Hare Intl

LGA - ORD

LGAORD

New York LaGuardia

Mon 6/5

1 stop14h 39m

Chicago O'Hare Intl

Wed 8/5

Nonstop2h 09m

C$ 146

Detroit Metropolitan Wayne CountyChicago O'Hare Intl

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Wed 15/5

Nonstop1h 20m

Chicago O'Hare Intl

Wed 22/5

Nonstop1h 21m

C$ 150

Seattle/Tacoma IntlChicago O'Hare Intl

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Tue 11/6

Nonstop4h 06m

Chicago O'Hare Intl

Tue 18/6

Nonstop4h 37m

C$ 191

BuffaloChicago O'Hare Intl

BUF - ORD

BUFORD

Buffalo

Wed 22/5

1 stop8h 21m

Chicago O'Hare Intl

Thu 23/5

1 stop12h 51m

C$ 211

Detroit Metropolitan Wayne CountyChicago O'Hare Intl

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Mon 6/5

Nonstop1h 22m

Chicago O'Hare Intl

Thu 9/5

Nonstop1h 13m

C$ 244

Raleigh-DurhamChicago O'Hare Intl

RDU - ORD

RDUORD

Raleigh-Durham

Wed 3/7

Nonstop2h 21m

Chicago O'Hare Intl

Wed 10/7

Nonstop2h 07m

C$ 288

Washington, D.C. Reagan-NationalChicago O'Hare Intl

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 4/9

1 stop6h 10m

Chicago O'Hare Intl

Sat 7/9

1 stop6h 03m

C$ 301

Seattle/Tacoma IntlChicago O'Hare Intl

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Sat 11/5

1 stop8h 01m

Chicago O'Hare Intl

Mon 20/5

1 stop14h 53m

C$ 322

Flights are sorted by cheapest first

Deals found on 14/4

Average price of flights to Chicago by month

Plan your trip to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight to Chicago is currently C$ 86 while a round-trip flight costs C$ 221. Price data was last updated on 7 April 2024.

Currently, January is the cheapest month in which you can book a flight to Chicago (average of C$ 261). Flying to Chicago in August will prove the most costly (average of C$ 452). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

January

C$ 359

February

C$ 418

March

C$ 446

April

C$ 471

May

C$ 535

June

C$ 528

July

C$ 604

August

C$ 622

September

C$ 473

October

C$ 509

November

C$ 465

December

C$ 480

Peak Season:

Summer runs from June through August and is a hugely popular time in the city, despite the heat and humidity from the Lake. This is also the Chicago’s peak festival season, which sees major events taking place in the parks and neighbourhoods every weekend. Prices for flights to Chicago and crowd numbers can see an increase when the city hosts its most popular festivals.

Foodies should book a flight to Chicago during mid-July for the Taste of Chicago festival. This outdoor food event takes place at the lakefront and showcases a variety of cuisines and local flavours accompanied by live music. August is host to another popular event – the Chicago Air and Water Show. With free admission and lakefront location, the show attracts huge numbers of fans of aviation and adventure seekers.

September can be the most enjoyable and mild month of the year but there’s less going on during this period.

Off-peak Season:

January to March is when Chicago is least busy, making cheap flights to Chicago and hotel deals more attainable. However, true to its reputation as the “Windy City”, cold temperatures and brisk winds will make you want to stay inside for most of your visit.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

-5 - 23 °C

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

When is the best time to book a flight to Chicago?

Use this chart to determine the optimal time to book a round-trip flight to Chicago. Price data was last updated on 28 January 2024.
To ensure you get the cheapest price possible for a flight to Chicago, you should look to book at least 78 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
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When is the cheapest time to fly to Chicago?

Use this chart to determine the cheapest time to fly round-trip to Chicago. Price data was last updated on 14 April 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Users looking for the lowest fares to Chicago should consider flying on Saturday evenings, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday at noon, when prices are usually at their highest.
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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 16 April 2024.
Get a feel of what it's like to fly with Delta, Air Canada and American Airlines to Chicago by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
11,123 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.5

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

Delta
8.1
Very good
11,123 reviews
Delta
8.1
Very good
11,123 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.5

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

KLM
7.9
Good
1,647 reviews
Delta
8.1
Very good
11,123 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.5

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

WestJet
7.5
Good
3,007 reviews
Delta
8.1
Very good
11,123 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.5

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

United Airlines
7.4
Good
11,352 reviews
Delta
8.1
Very good
11,123 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.5

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

Porter Airlines
7.3
Good
441 reviews
Delta
8.1
Very good
11,123 reviews
Check prices

Overall

8.1

Entertainment

8.0

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.5

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

Related info for your journey

  • What is good to know if travelling to Chicago?

    One of the biggest challenges for visitors to Chicago can be the weather. Fiercely hot in the summer, the city is bitterly cold and windy in the winter. In the winter, wear layers and don’t expose skin to the wind; in summer, be sure to drink plenty of water and use sunscreen.

  • What does ORD mean?

    ORD stands for Chicago O'Hare Intl Airport. Codes like this one are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight destination and their unique identifiers/IATA codes.

  • Can I find cheaper flights to Chicago if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Chicago?

    Based on reviews from Cheapflights users, United Airlines is rated the highest out of the airlines that fly to Chicago.

  • What is the cheapest airport to fly to in Chicago?

    Chicago O'Hare Intl Airport is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl Airport typically cost C$ 53, while round-trip flights cost around C$ 71.

  • How much is a round-trip flight to Chicago?

    A round-trip flight to Chicago will typically cost around C$ 144, however they can be found for as little as C$ 51.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Toronto offers the quickest one-way flight (1 hour 47 minutes).

  • Does Chicago O'Hare Intl Airport have rental cars?

    Yes. Those touching down at Chicago O'Hare Intl Airport can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Chicago O'Hare Intl Airport?

    Yes. Chicago O'Hare Intl Airport has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl Airport (0.0 km away from Chicago O'Hare Intl Airport).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Fly your favourite airline to Chicago
Fly your favourite airline to Chicago. Flight routes are based on user searches made on Cheapflights and were last updated on 16 April 2024.

Air Canada flights from Pearson Intl to O'Hare Intl
United Airlines flights from Pearson Intl to O'Hare Intl
American Airlines flights from Pearson Intl to O'Hare Intl
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Search flights to Chicago by cabin class

Find flights to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Classfrom C$ 447/person
Business Classfrom C$ 429/person
Prem Econ Classfrom C$ 940/person
Economy Classfrom C$ 171/person

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