Cheap flights To Northwest Chicago (CHI)

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Northwest Chicago Flight Information

Traveling To
Northwest Chicago
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Flight Price
Earliest Departing Flight
Latest Departing Flight

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Northwest Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
4.5-star property

The Royal Sonesta Chicago River North

Jul 9 - Jul 12

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Coach
Save 100% on your flight
Price was $951, price is now $637 per person
$637
per person
found 1 day ago
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

Jul 9 - Jul 12

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,206, price is now $848 per person
$848
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Jul 24 - Jul 27

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,638, price is now $1,174 per person
$1,174
per person
found 1 day ago
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Northwest Chicago premium economy flight packages

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

Swissotel - Chicago

9/10 Wonderful! (3,352 reviews)

Jul 6 - Jul 13

7 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,451, price is now $965 per person
$965
per person
found 15 hours ago
Great stay and we highly recommend. We will be back.

Reviewed on Apr 21, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,258 reviews)

Jul 6 - Jul 13

7 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,045, price is now $1,337 per person
$1,337
per person
found 15 hours ago
Great option! Great location! Great breakfast and friendly staff!

Reviewed on May 30, 2026

Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (2,732 reviews)

Jul 6 - Jul 13

7 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,485, price is now $1,022 per person
$1,022
per person
found 15 hours ago
Best vibe. In the mix!

Reviewed on May 2, 2026

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Northwest Chicago first class flight packages

Price found within the past 48 hours. Click for updated prices.
Kimpton Gray Hotel by IHG
4.5-star property

Kimpton Gray Hotel by IHG

9.4/10 Exceptional! (1,005 reviews)

Jul 25 - Jul 27

2 night stay

Philadelphia (PHL) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,100, price is now $947 per person
$947
per person
found 24 hours ago
I absolutely loved my stay at this property! Everything—from the warm, welcoming atmosphere to the beautifully maintained rooms—made the experience unforgettable. The staff were incredibly kind, and every detail felt thoughtfully designed for comfort. I can’t wait to come back!

Reviewed on Nov 21, 2025

Hampton Inn Chicago West Loop Fulton Market Area
2.5-star property

Hampton Inn Chicago West Loop Fulton Market Area

9.4/10 Exceptional! (1,006 reviews)

Jul 25 - Jul 27

2 night stay

Philadelphia (PHL) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,017, price is now $966 per person
$966
per person
found 24 hours ago
Enjoyed the area and hotel very much! Easy on site parking

Reviewed on Nov 13, 2025

The Peninsula Chicago
5.0-star property

The Peninsula Chicago

9.8/10 Exceptional! (1,002 reviews)

Jul 25 - Jul 27

2 night stay

Philadelphia (PHL) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,761, price is now $1,682 per person
$1,682
per person
found 24 hours ago
Everything was superb. The only “complaint “ I have, is that I paid for a city view room, but actually looked at the side of one building. Other than that, we lived the stay.

Reviewed on Oct 24, 2025

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Northwest Chicago

Orbitz uses cutting edge mobile technology to help get you the best deals on Northwest Chicago flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Northwest Chicago Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Northwest Chicago, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Northwest Chicago can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Northwest Chicago. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Northwest Chicago to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Northwest Chicago?
Have a look at the deals from the airlines that provide services to Northwest Chicago. Whether you'd love to sip Champagne in first class or save dollars in economy, they'll have a seat for you. Make your way to O'Hare Intl. Airport (ORD) with one of these trusted carriers:

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

What is the best airport to fly to in Northwest Chicago?
Many travelers to Northwest Chicago prefer to land at O'Hare Intl. Airport (ORD). However, depending on where you're staying, Midway Intl. Airport (MDW) could be more convenient. Compare flight prices to both airports and find out which is better for you.
How much is a flight to Northwest Chicago?
The cost for a return flight to Northwest Chicago this week fluctuated between and . If you were traveling one-way from (), you could have scored fares from just .
How to book the cheapest flight to Northwest Chicago?
With some of the most impressive flight deals around, you'll always bag a bargain with Orbitz. The following suggestions will help you find cheap flights to Northwest Chicago — and leave you with more cash to play with:

  • Consider taking off from or landing at other airports to cut costs. Enter your preferred departure and arrival points in the form fields, then select the 'Nearby airports' function below. It will list the available options.
  • If your plans aren't set in stone, click on the 'Show flexible dates' link to check out the flight deals for a selection of departure dates. You may find a cheaper fare.
  • To optimize your results, click on 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also choose whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • If you've sorted your travel dates, don't delay booking your flight. Ticket prices generally become more expensive as the departure date gets closer.
  • Make serious savings on your adventure by combining your hotel, flights and car rentals into an Orbitz package. Your wallet will thank you for it.
  • Don't travel during peak seasons if you can. By steering clear of school vacations and summer, you can save plenty on your airfares.

How long is a flight to Northwest Chicago?
Of course, flight times differ depending on the destination you're traveling from. But to give you a good idea of the average duration, have a look at these popular routes to Northwest Chicago:

  • 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 Chicago?
Book in January, February or August for unbeatable fares to Northwest Chicago. Once you've located a bargain, buy it — cheap flights are known to come and go at the tap of a button.
What day of the week is the cheapest to book a flight to Northwest Chicago?
If you're after low-cost airfares to Northwest Chicago, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a fabulous flight deal will be all yours.
What is the cheapest day of the week to fly to Northwest Chicago?
Look into departing early in the week to score cheap flights to Northwest Chicago. Orbitz data from 2020 indicates Monday is typically the most affordable day to head off, followed by Tuesday. Saturday was found to have the most expensive ticket fares. Presumably, this is because most travelers choose to start their getaway on a weekend.
What is the cheapest month to fly to Northwest Chicago?
Based on Orbitz data, it's better to fly out in August. This is generally an excellent month to score cheap flights to Northwest Chicago. Bear in mind that the most expensive time to fly is in June.
Which airlines allow free cancellation?
When searching for flights on Orbitz, select "Filter by flexible change policies." This filter will quickly find all the airlines offering free cancellation and no change fees. Breathe easy knowing that if your travel dates change, your reservation can too.
What do I need for the flight to Northwest Chicago?
Nothing's more fun than jetting off to a cool new destination, but it's smart to be prepared. These useful tips will help get your trip off to a flying start:

  • Before you take your seat on the plane, you'll need to present a valid form of government ID, like your passport. You'll also need your boarding pass. If you're traveling with the kids, check with your airline about which documents they may need.
  • Make time fly by even quicker on your short hop by packing the right things. Think yummy snacks, bottled water and entertainment. If you'd like your journey to Northwest Chicago to pass peacefully, toss some headphones or earplugs in your bag too.
  • It can get chilly on the plane. If you'd rather not shiver your way through the flight, layer up.

How many direct flights are there to Northwest Chicago?
With roughly 2,332 direct flights each month, you'll be heading straight into Northwest Chicago and kicking off your next awesome adventure in no time at all. Some of the airlines that travel nonstop to Northwest Chicago include United Airlines, American Airlines and Delta Air Lines. Southwest Airlines, Spirit Airlines and Air Canada are some other well-known options.
How do I get cheap first-class/business deals to Northwest Chicago?
There are ways of booking first or business-class fares to Northwest Chicago that won't burn through your savings. Claim a seat in the pointy end of the plane for less with these useful tips:

  • Be more flexible with your travel dates and hold out for exclusive offers or sales on business or first-class airfares.
  • Budget airlines offer first or business-class seats at a fraction of the usual price. Give the full-service carriers a miss and check out these cheaper options.
  • Bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat up the front. You may also be able to upgrade with points earned through a rewards program.

What is the best time to go to Northwest Chicago?
If you want to soak up the culture of Northwest Chicago in the busy season, May, June and August are the prime months to visit. June 20 signals the start of summertime in the Northern Hemisphere and is a wonderful time to travel if you delight in the great outdoors. At this time, average daily temperatures usually range from 65 ºF to 80 ºF.

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.