Title: Cheap Flights to Crestwood , IL from CA $168 - Expedia.ca

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# Cheap Flights to Crestwood , IL from CA $168

[View CA $168 flight on Thu, Feb 12, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YUL,to:ORD,departure:12/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:167.19&airProductToken=AQozCjEIwYYBEgQ4OTYxGJhdIK4cKOL9hAMwh_-EAzhHQABYAWoFQkFTSUNyCEdOQTJBN0JBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) 

- [Roundtrip](?flightType=roundtrip)
- [One-way](?flightType=oneway)
- [Multi-city](?flightType=multicity)

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[Hotels in Crestwood](https://expedia.ca/Crestwood-Hotels.d6960.Travel-Guide-Hotels)[Crestwood Car Rentals](https://expedia.ca/Car-Rentals-In-Crestwood.d6960.Car-Rental-Guide)[Crestwood Vacation Packages](https://expedia.ca/Crestwood.d6960.Destination-Travel-Guides)

## Popular airlines to Crestwood

- ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg)  
Delta  
[](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Crestwood, Illinois, United States of America,departure:17/01/2026TANYT&leg2=from:Crestwood, Illinois, United States of America,to:CMH,departure:24/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}])
- ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg)  
American Airlines  
[](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Crestwood, Illinois, United States of America,departure:17/01/2026TANYT&leg2=from:Crestwood, Illinois, United States of America,to:CMH,departure:24/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}])
- ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg)  
United  
[](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Crestwood, Illinois, United States of America,departure:17/01/2026TANYT&leg2=from:Crestwood, Illinois, United States of America,to:CMH,departure:24/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}])
- ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg)  
Frontier Airlines  
[](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Crestwood, Illinois, United States of America,departure:17/01/2026TANYT&leg2=from:Crestwood, Illinois, United States of America,to:CMH,departure:24/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}])
- ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg)  
Southwest Airlines  
[](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Crestwood, Illinois, United States of America,departure:17/01/2026TANYT&leg2=from:Crestwood, Illinois, United States of America,to:CMH,departure:24/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}])
- ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg)  
Spirit Airlines  
[](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Crestwood, Illinois, United States of America,departure:17/01/2026TANYT&leg2=from:Crestwood, Illinois, United States of America,to:CMH,departure:24/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}])
- ![JetBlue Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg)  
JetBlue Airways  
[](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Crestwood, Illinois, United States of America,departure:17/01/2026TANYT&leg2=from:Crestwood, Illinois, United States of America,to:CMH,departure:24/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}])

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## How much is the cheapest flight to Crestwood?

Prices were available within the past 7 days and start at CA $168 for one-way flights and CA $255 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All deals

One way

Roundtrip

![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif)

Sat, Mar 14 - Sat, Apr 4

YYC

Calgary

ORD

Chicago

CA $255

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:14/03/2026TANYT&leg2=from:ORD,to:YYC,departure:04/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:254.14&airProductToken=AQpCCh8IwYYBEgMzMjgYmBYgmF0o-smHAzCBzIcDOEdAAFgBCh8IwYYBEgM1MjEYmF0grhwohc2HAzCyzocDOEdAAVgBCkMKIAjVggESBDEyMTcYrhwgg2ko0LiJAzD_uYkDOE5AAFgBCh8I1YIBEgM3MjAYg2kgmBYo6r6JAzCEwIkDOE5AAVgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE)

![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif)

Tue, Mar 31 - Sat, Apr 4

YYC

Calgary

ORD

Chicago

CA $258

Roundtrip

found 4 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:31/03/2026TANYT&leg2=from:ORD,to:YYC,departure:04/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:257.20&airProductToken=AQpDCh8I1YIBEgM1NTAYmBYgg2ko0IuJAzDsjIkDOE5AAFgBCiAI1YIBEgQxNDExGINpIK4cKIyRiQMwqZKJAzhOQAFYAQpDCiAI1YIBEgQxMjE3GK4cIINpKNC4iQMw_7mJAzhOQABYAQofCNWCARIDNzIwGINpIJgWKOq-iQMwhMCJAzhOQAFYARIKCAEQARgBKgJVQRgBIgQIARABKAQwAQ)

![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif)

Wed, Feb 18 - Wed, Feb 25

YUL

Montreal

MDW

Chicago

CA $261

Roundtrip

found 21 hours ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:MDW,departure:18/02/2026TANYT&leg2=from:MDW,to:YUL,departure:25/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:260.23&airProductToken=AQppCjII0IgBEgQyNDUyGJhdIPjMASihvoUDMPa-hQM4TUAAWAFqBUJBU0lDcghNMk4wWlJaTAozCNCIARIEMjM4Nxj4zAEg7LABKLy_hQMwqsCFAzhNQAFYAWoFQkFTSUNyCE0yTjBaUlpMCmkKMwjQiAESBDIzODgY7LABIPjMASjBj4YDMKeQhgM4TUAAWAFqBUJBU0lDcghNMk4wWlJaTAoyCNCIARIEMjQ3ORj4zAEgmF0o_5CGAzDKkYYDOE1AAVgBagVCQVNJQ3IITTJOMFpSWkwSCggBEAEYASoCUEQYASIECAEQASgCKAMoBDAB)

![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)

Wed, Feb 4 - Sat, Feb 7

YUL

Montreal

ORD

Chicago

CA $267

Roundtrip

just found

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:ORD,departure:04/02/2026TANYT&leg2=from:ORD,to:YUL,departure:07/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:266.74&airProductToken=AQozCjEIwYIBEgQzODMzGJhdIK4cKIKlhAMwtqaEAzhCQABYAWoFQkFTSUNyCE9WQUNaU0JYCmgKMgjBggESBDE3ODQYrhwg4poBKNXChAMw0sOEAzhCQABYAWoFQkFTSUNyCE9WQUNaU0JYCjIIwYIBEgQ1MzUwGOKaASCYXSjVxIQDMOXFhAM4QkABWAFqBUJBU0lDcghPVkFDWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs)

![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif)

Wed, May 27 - Thu, Jun 4

YYC

Calgary

ORD

Chicago

CA $279

Roundtrip

found 3 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:27/05/2026TANYT&leg2=from:ORD,to:YYC,departure:04/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:278.54&airProductToken=AQozCjEI16YBEgQxNjEwGJgWIK4cKOePjgMwt5GOAzhFQABYAWoFQkFTSUNyCExUVUQwWkJNEgoIARABGAEqAldTGAEiBAgBEAEoAigDKAQwAQ)

## Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

### June is typically the cheapest month to fly

From CA $108 - CA $444 per traveller.

Expedia.ca gives you the best tools to secure great deals on flights to Crestwood. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Crestwood. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Crestwood.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Crestwood flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Crestwood.

Looking to save even more? Get additional savings by bundling your Crestwood flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Crestwood trip!

## Frequently asked questions

### What is the name of Crestwood's airport?

### How far is ORD from central Crestwood?

### What airport is best to fly into Crestwood?

### How many airlines fly to Crestwood?

### Which airlines fly to Crestwood?

### How many nonstop flights are there to Crestwood?

### Where are the most popular flights to Crestwood departing from?

### How long is the flight to Crestwood Airport?

### How to book the cheapest flight to Crestwood?

### Do you have any tips for my flight to Crestwood?

> - Flying can be a great experience if you pack the right gear. First of all you'll need toiletry items, such as toothpaste, a toothbrush and some deodorant, a spare set of clothes and a few magazines. Secondly, find a spot in your carry-on bag for your laptop, a charger, your important medications and maybe a proper neck pillow too. Lastly, and most importantly, be sure to take your passport, travel papers and some cash.
> 
>   
> Do not pack the following items in your hand luggage:
> 
>   
> - Pack all your full-sized bottles of shampoo and hairspray in your checked baggage. Any liquids in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated by security. Sharp objects, like your pocket knife, and products which are flammable or explosive, such as flares, bleaching agents and fireworks, are also banned.
> 
>   
> What to wear on a flight:
> 
>   
> - Comfort should be your priority when choosing what to wear on board. Loose clothing is a smart choice, as are flat, enclosed shoes.
> - The result of sustained periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect passengers during long-haul flights. Reduce the risks by drinking water, keeping your ankles and legs moving and wearing compression tights or socks.

### How to get through airport security fast when flying to Crestwood?

> - First things first. Your travel documents and passport will need to be shown to airport security. Have them easily accessible to avoid fumbling around for them.
> - The X-ray machine comes next. Remove anything on you that is likely to set off the alarm. This includes items like earphones or headphones, as well as bulky coats or jackets. They'll all need to go on the X-ray conveyor belt.
> - For just a few moments, you'll have to unplug from the digital world. Your phone, tablet and any other electronic gadgets must also be sent through the scanner.
> - Any liquids or gels, such as toothpaste or perfume, that you want to take on board need to be in containers no larger than 3.4 ounces (100 millilitres). Also, they all must fit inside a quart-size (one litre), clear zip-lock bag.
> - Slip-on shoes are a good footwear choice as you're less likely to be asked to remove them when going through security. Safety boots and heavier-style shoes are usually subjected to extra screening.
> - Take all prohibited items out of your carry-on bag. If you have any sharp objects like a pocket knife or tools, pack them in your checked baggage. They won't be allowed on board.

__Flights to Crestwood information__
| Destination airport           | O'Hare Intl. |
| ----------------------------- | ------------ |
| Destination airport IATA code | ORD          |
| Destination city name         | Chicago      |
| Roundtrip price               | CA $254      |

## Trending flights to Crestwood

Prices were available within the past 7 days and start at CA $168 for one-way flights and CA $255 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All deals

One way

Roundtrip

![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif)

Sat, Mar 14 - Sat, Apr 4

YYC

Calgary

ORD

Chicago

CA $255

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:14/03/2026TANYT&leg2=from:ORD,to:YYC,departure:04/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:254.14&airProductToken=AQpCCh8IwYYBEgMzMjgYmBYgmF0o-smHAzCBzIcDOEdAAFgBCh8IwYYBEgM1MjEYmF0grhwohc2HAzCyzocDOEdAAVgBCkMKIAjVggESBDEyMTcYrhwgg2ko0LiJAzD_uYkDOE5AAFgBCh8I1YIBEgM3MjAYg2kgmBYo6r6JAzCEwIkDOE5AAVgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE)

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- [Hotels near Trinity Christian College ](https://www.expedia.ca/Trinity-Christian-College-Hotels.0-l6143660-0.Travel-Guide-Filter-Hotels)
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- [Blue Island Vacations ](https://www.expedia.ca/Blue-Island.d80954.Destination-Travel-Guides)
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- [Things to do in Oak Lawn ](https://www.expedia.ca/Things-To-Do-In-Oak-Lawn.d9227.Travel-Guide-Activities)

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