Cheap flights To Northwest Side (CHI) from $96

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Cheap Flights to Northwest Side from $96 One Way, $147 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Nov 3 - Sat, Nov 8
YYZ
Pearson Intl.
ORD
O'Hare Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon, Nov 3 from Pearson Intl. to O'Hare Intl., returning Sat, Nov 8, priced at $147 found 1 day ago
Thu, Nov 6 - Tue, Nov 11
YYZ
Pearson Intl.
ORD
O'Hare Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 6 from Pearson Intl. to O'Hare Intl., returning Tue, Nov 11, priced at $147 found 1 day ago
Tue, Jul 29 - Thu, Sep 4
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
$153 Roundtrip, found 6 days ago
$153
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Tue, Jul 29 from Billy Bishop Toronto City to Midway Intl., returning Thu, Sep 4, priced at $153 found 6 days ago
Tue, Aug 5 - Fri, Aug 8
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Tue, Aug 5 from Billy Bishop Toronto City to Midway Intl., returning Fri, Aug 8, priced at $157 found 6 days ago
Thu, Nov 13 - Sun, Nov 16
YYZ
Pearson Intl.
ORD
O'Hare Intl.
$160 Roundtrip, found 3 days ago
$160
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Nov 13 from Pearson Intl. to O'Hare Intl., returning Sun, Nov 16, priced at $160 found 3 days ago
Sat, Sep 13 - Sat, Sep 13
YYZ
Pearson Intl.
ORD
O'Hare Intl.
$198 Roundtrip, found 5 hours ago
$198
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, Sep 13 from Pearson Intl. to O'Hare Intl., returning Sat, Sep 13, priced at $198 found 5 hours ago
Thu, Nov 13 - Sun, Nov 16
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
$208 Roundtrip, found 3 days ago
$208
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu, Nov 13 from Billy Bishop Toronto City to O'Hare Intl., returning Sun, Nov 16, priced at $208 found 3 days ago
Sat, Sep 27 - Tue, Oct 14
YYZ
Pearson Intl.
MDW
Midway Intl.
$212 Roundtrip, found 5 days ago
$212
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Sep 27 from Pearson Intl. to Midway Intl., returning Tue, Oct 14, priced at $212 found 5 days ago
Thu, Nov 13 - Sun, Nov 16
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
$251 Roundtrip, found 3 days ago
$251
Roundtrip
found 3 days ago
Select Air Transat flight, departing Thu, Nov 13 from Billy Bishop Toronto City to Midway Intl., returning Sun, Nov 16, priced at $251 found 3 days ago
Sat, Jul 26 - Tue, Jul 29
TLC
Toluca Intl.
MDW
Midway Intl.
$264 Roundtrip, found 3 days ago
$264
Roundtrip
found 3 days ago
Select Volaris flight, departing Sat, Jul 26 from Toluca Intl. to Midway Intl., returning Tue, Jul 29, priced at $264 found 3 days ago

Northwest Side ORD Flight Information

Traveling To
Northwest Side
Destination Airport IATA Code
CHI
Number of Airlines Serving
17
Airlines
Porter Airlines, American Airlines, Air Canada, Viva, Delta, United, Air Transat, Volaris
Flight Price
$147
Earliest Departing Flight
AA 4487 6:03AM EDT
Latest Departing Flight
AS 6398 Jul 28 8:28PM EDT

Flights Review

Mar 10, 2018

Great overall service. Smooth landing. Plane was even early.

A verified traveler
Denver to Chicago · United

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Northwest Side economy flight packages

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Portage Indiana Dunes
2.5-star property

Baymont by Wyndham Portage Indiana Dunes

Sep 8 - Sep 13

5 night stay

Orlando (MCO) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
La Banque Hotel
4.0-star property

La Banque Hotel

Aug 28 - Sep 1

4 night stay

Phoenix (PHX) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG
2.5-star property

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Aug 27 - Sep 3

7 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
per person
found 13 hours ago
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See all available trips from Orlando to Northwest Side
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Northwest Side premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
4.0-star property

Palmer House a Hilton Hotel

8.4/10 Very Good! (1,773 reviews)

Aug 29 - Sep 3

5 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
Old school, nice and clean

Reviewed on Jun 21, 2025

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,000 reviews)

Aug 29 - Sep 3

5 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
From the moment you walk into their lobby at the hotel, you enter a place of calm and relaxation. We stayed in a room with the Water Tower view, and if you have that as the option, take it. It was a beautiful sight to see waking up every morning. This hotel like their other properties are in a class of their own.

Reviewed on Sep 13, 2024

theWit Chicago, a Hilton Hotel
4.5-star property

theWit Chicago, a Hilton Hotel

9/10 Wonderful! (1,000 reviews)

Aug 29 - Sep 3

5 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
My only issue is the heat was not working in the room… Unfortunately I have a slight cold because of it.

Reviewed on Feb 7, 2025

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See all available trips from Atlanta to Northwest Side
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Northwest Side first class flight packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

8.8/10 Excellent! (2,374 reviews)

Sep 2 - Sep 6

4 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • FirstClass
per person
found 1 day ago
Clean and attentive staff

Reviewed on Jun 21, 2025

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,000 reviews)

Sep 2 - Sep 6

4 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
From the moment you walk into their lobby at the hotel, you enter a place of calm and relaxation. We stayed in a room with the Water Tower view, and if you have that as the option, take it. It was a beautiful sight to see waking up every morning. This hotel like their other properties are in a class of their own.

Reviewed on Sep 13, 2024

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,635 reviews)

Sep 2 - Sep 6

4 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
This is the nicest hotel that I have ever stayed at. Everything was perfect!

Reviewed on Jun 16, 2025

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Northwest Side

If you are looking for affordable flights to Northwest Side, look no further. Orbitz offers discounted rates to many destinations.

Bargain flights to Northwest Side now available

As you review your budget and travel plans, consider the low fares Orbitz offers on Northwest Side flights. With Orbitz, booking flights to Northwest Side is easy and the lowest prices are guaranteed.

Easy self-help service offered

Orbitz offers cutting edge mobile tools that allow you to review and make bookings from your Android or iPhone mobile device with a simple application. You can easily and conveniently update your information or book your trip using this service. You are also able to obtain information on affordable hotel packages and receive frequent flight updates. You will receive confirmation of bookings or reservations made using the mobile service on the same day of the request. Change details or receive updates on your Northwest Side flights by visiting the Orbitz site or mobile application.

Orbitz looks after you

Orbitz ensures that you are kept informed with up-to-date flight information, providing feedback to up to six contact numbers to ensure that everyone receives the feedback. In addition to providing the discounted deals on Northwest Side flights, Orbitz is also able to structure a package based on your needs for activities, car hire and accommodations.

Traveler profile updates

After booking your Northwest Side flights, you may access your account profile on the Orbitz site and update your frequent flyer or loyalty membership details. This information will remain on the system and will be available for you to access when you make any future bookings with Orbitz.

Frequently asked questions

Which airlines fly to Northwest Side?
Look up the deals from the 20 airlines that offer services to Northwest Side. Whether you'd love to live it up in the pointy end of the plane or save dollars in economy, there'll be a seat for you. Jet off to O'Hare Intl. Airport (ORD) with one of these international carriers:

  • United Airlines - 612 flights to Northwest Side per month
  • American Airlines - 339 flights to Northwest Side per month
  • Air Canada - 190 flights to Northwest Side per month

What is the best airport to fly to in Northwest Side?
There's one major entry point for this area — O'Hare Intl. Airport (ORD). Book your flights to this popular gateway and discover all that Northwest Side has to offer.
How much is a flight to Northwest Side?
Loads of fabulous deals were had this week, with round-trip flights to Northwest Side ranging from $147 to $264. But it was jet-setters beginning their trip from Toronto (YTZ) who landed the top bargains. One-way tickets to Northwest Side started at just $96.
How to book the cheapest flight to Northwest Side?
With Orbitz, you'll find some of the most exciting flight deals around from a big range of airlines. But if you're eager to increase your chances of picking up cheap flights to Northwest Side, here are some pointers we think will help:

  • Taking off from or arriving at nearby airports can sometimes be more affordable. Enter your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to look through your options.
  • If you're flexible with your plans, click on the 'Show flexible dates' link. It'll bring up flight deals for the days either side of your selected departure. Fares often vary depending on the day of the week.
  • You can also use the 'Show options' link to filter results for your preferred carrier, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd like to fly.
  • Reserve your fare as soon as you've worked out your travel dates. While you can get lucky now and then, airfares rarely get more affordable as your date of departure nears.
  • Consider combining your hotels, flights and car rental with Orbitz to get more for your money.
  • Don't travel during the busy season if possible. By steering clear of summer and school vacations, you can save loads on your airfare.

How long is a flight to Northwest Side?
The destination you're taking off from and whether you have a stopover help determine your flight time. However, these three busy routes to Northwest Side will give you a clearer idea:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Northwest Side?
Land a bargain and book your seats to Northwest Side in January. If you've missed this month, don't stress. February and August often have low airfares as well. Just make sure you don't snooze on a sale though — cheap flights pop up and vanish in the click of a mouse!
What day of the week is the cheapest to book a flight to Northwest Side?
To pick up a rewarding flight deal, make a booking on a Tuesday, Wednesday or Saturday. Usually, these are the cheapest days to purchase airfares to Northwest Side.
What is the cheapest day of the week to fly to Northwest Side?
Based on Orbitz data from 2020, Monday is usually the best day of the week for cheap flights to Northwest Side. Tuesday also offers more affordable fares, whereas Saturday has the highest ticket rates. Even though leaving at the weekend may be easier to organize, you'll have more cash in your pocket to play with if you jet out early in the week.
What is the cheapest month to fly to Northwest Side?
If you're flexible with your travel plans, consider departing sometime in August. Orbitz data shows that this is generally the best month to take off if you're looking for cheap flights to Northwest Side. As you would expect, fares climb in June and flights book out fast.
Which airlines allow free cancellation?
Plans change, and we think your flight should be able to as well. That's why Orbitz makes it a snap to search for fares with free cancellation and no change fees. Simply enter your travel details and then choose "Filter by flexible change policies." How's that for fuss-free?
What do I need for the flight to Northwest Side?
Flying can be fun if you're well prepared! Make your journey a hassle-free one with the following practical tips:

  • Your travel documents are the most important items you'll need to carry on your flight to Northwest Side. To avoid any problems during check-in, make sure that the name on your ticket is the same as on your government-issued ID.
  • Take some activities to keep you entertained on your journey to Northwest Side. Books and electronic devices like laptops and e-readers should do the trick. Make sure you take a water bottle too. Even on short flights, it's important to stay well-hydrated.
  • It can get cool on the plane. If you'd prefer not to shiver your way through the flight, wear another layer of clothing.

How many direct flights are there to Northwest Side?
Each month, there are 2,332 direct flights into Northwest Side. Pick from a range of airlines, including United Airlines, American Airlines and Delta Air Lines. Other reputable airlines that fly to Northwest Side nonstop are Southwest Airlines, Spirit Airlines and Air Canada.
How do I get cheap first-class/business deals to Northwest Side?
There are ways of booking first or business-class tickets to Northwest Side that won't burn through your wallet. Pick up a seat in the pointy end of the plane for less with these practical tips:

  • Be more flexible with your travel dates and wait for exclusive offers or sales on business or first-class airfares.
  • Budget airlines offer first or business-class seating at more affordable prices. Skip the full-service carriers and consider these cheaper options.
  • Bid for an upgrade in online auctions or upgrade your ticket with your frequent flyer points.

Nearby

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.