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$29 Cheap Flights to Northwest Side, IL

View $29 flight on Fri, Dec 18, 2026

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  • How much is the cheapest flight to Northwest Side?

    Prices were available within the past 7 days and start at $29 for one-way flights and $64 for roundtrip, for the period specified. Prices and availability are subject to change.

    All deals

    One way

    Roundtrip

    Select Frontier Airlines flight, departing Thu, Jan 7 from Columbus to Chicago, returning Sun, Jan 10, priced at $170 Found 7 hours ago

    Thu, Jan 7 - Sun, Jan 10 · CMH · ORD · Roundtrip

    Select Frontier Airlines flight, departing Thu, Jan 7 from Columbus to Chicago, returning Sat, Jan 16, priced at $188 Just found

    Thu, Jan 7 - Sat, Jan 16 · CMH · ORD · Roundtrip

    Select Frontier Airlines flight, departing Sat, Jan 9 from Columbus to Chicago, returning Sun, Jan 10, priced at $193 Found 14 hours ago

    Sat, Jan 9 - Sun, Jan 10 · CMH · ORD · Roundtrip

    Select Frontier Airlines flight, departing Tue, Jan 5 from Columbus to Chicago, returning Thu, Jan 7, priced at $208 Found 13 hours ago

    Tue, Jan 5 - Thu, Jan 7 · CMH · ORD · Roundtrip

    Select Frontier Airlines flight, departing Sat, Jan 9 from Columbus to Chicago, returning Sat, Jan 16, priced at $210 Found 4 hours ago

    Sat, Jan 9 - Sat, Jan 16 · CMH · ORD · Roundtrip

    Select Frontier Airlines flight, departing Tue, Jan 5 from Columbus to Chicago, returning Sun, Jan 10, priced at $213 Found 7 hours ago

    Tue, Jan 5 - Sun, Jan 10 · CMH · ORD · Roundtrip

    Select JetBlue Airways flight, departing Thu, Jan 7 from Columbus to Chicago, returning Sun, Jan 10, priced at $240 Found 7 hours ago

    Thu, Jan 7 - Sun, Jan 10 · CMH · ORD · Roundtrip

    Select Southwest Airlines flight, departing Wed, Dec 16 from Columbus to Chicago, returning Tue, Jan 12, priced at $299 Found 4 days ago

    Wed, Dec 16 - Tue, Jan 12 · CMH · MDW · Roundtrip

    Select United flight, departing Tue, Feb 2 from Columbus to Chicago, returning Wed, Feb 10, priced at $309 Found 2 hours ago

    Tue, Feb 2 - Wed, Feb 10 · CMH · ORD · Roundtrip

    Select Delta flight, departing Tue, Feb 2 from Columbus to Chicago, returning Wed, Feb 10, priced at $329 Found 2 hours ago

    Tue, Feb 2 - Wed, Feb 10 · CMH · ORD · Roundtrip

    Alternative airports

    Prices were available within the past 7 days. Prices and availability are subject to change.

    Select flight to O'Hare Intl. ORD. Cheapest option available. Flights from $496

    Flights from $

    Select flight to Midway Intl. MDW. Flights from $511

    Frequently Asked Questions

    What month is the cheapest to fly to Northwest Side?

    Schedule your trip for December if you're looking for a good price on your fare. It's the cheapest month to fly to Northwest Side. If possible, avoid traveling during busy periods such as public holidays or school breaks.

    Which US cities have the cheapest flights to Northwest Side?

    Usually, New York, Washington and Dallas offer cheap flights to Northwest Side. Flexibility, however, is always key to bagging the lowest fares. Plan your getaway midweek or during the off-peak season to keep costs as low as possible.

    Which US cities fly direct to Northwest Side?

    Pick from 150 US cities offering direct flights to Northwest Side. When reserving on Expedia, select the "Direct flights only" box to find nonstop itineraries. Fly to Northwest Side from any of these top cities:

    • New York
    • Washington
    • Dallas
    • Boston
    • Phoenix

    How to find a cheap flight to Northwest Side?

    To secure cheap flights to Northwest Side, book as early as possible and consider traveling during the low season. Want an insider tip? Fly on a Thursday and save around 16% on average compared to those who jet off on a Sunday.* Sign up for price tracking on the Expedia app and we'll notify you the moment your fares drop.

    *Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.

    How to get a cheap last-minute flight to Northwest Side?

    Staying flexible with your travel plans might help you to find last-minute offers on cheap flights to Northwest Side. To view all the available options, consider looking at different ticket types, changing your Northwest Side vacation dates, leaving from an alternative airport or using another airline.

    How far in advance should I book a flight to Northwest Side?

    For the best deals on domestic journeys, book your flight to Northwest Side 28 days ahead of your travel dates. For international flights, search for your ticket between two and four months in advance. This gives you a better chance of locking in your preferred departure times and seats.*

    *Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.

    Which day of the week is the cheapest day to buy a plane ticket to Northwest Side?

    Sundays are usually the best day to book a cheap flight to Northwest Side, where you can save 8% on average compared to Fridays. If you choose to purchase on a Friday, be ready to pay a higher price as this is often the most expensive day.*

    *Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.

    Which airlines fly to Northwest Side?

    Dust off your suitcase and choose between these top airlines that fly to Northwest Side:

    • United Airlines - 13,391 flights to Northwest Side each month, including 13,391 flights to O'Hare Intl. Airport (ORD) per month.
    • American Airlines - 10,417 flights to Northwest Side each month, including 10,417 flights to O'Hare Intl. Airport (ORD) per month.
    • Delta Air Lines - 1,213 flights to Northwest Side each month, including 1,213 flights to O'Hare Intl. Airport (ORD) per month.

    Where do you fly into Northwest Side?

    When you're flying to Northwest Side, the main airport to touch down at is O'Hare Intl. Airport (ORD). You can also head for nearby hubs like Midway Intl. Airport (MDW), Lewis University Airport (LOT) or Chicago Executive Airport (PWK). Another possibility worth keeping in mind when you fly to Northwest Side is Dupage Airport (DPA).

    Can I save money by booking a Northwest Side trip package?

    Book a Northwest Side flight and hotel package deal on Expedia, and you can enjoy significant savings. It's a breeze to bundle your flight and hotel, and you can add activities and car rentals to create your own customized Northwest Side getaway. Plus, nothing beats the convenience of booking everything in one place.

    Can I change or cancel my flight to Northwest Side?

    If you bought your flight to Northwest Side within the last 24 hours, you can typically cancel or change it without fees. After that, additional costs may apply depending on the airline's terms of service. To learn more, head to our Customer Service Portal. Keep in mind that some flights are non-refundable, so you may receive a credit for future flights in place of a direct refund. When browsing Expedia, select the "No cancel fee" or "Changes included" filters to see fares with flexible change policies.

    Travel information

    Airlines servingAmerican Airlines, Delta, United, Frontier Airlines, Alaska Airlines, JetBlue Airways, Air Canada, Lufthansa, British Airways, Swiss International Air Lines, Turkish Airlines, KLM, SAS, Air France, LOT-Polish Airlines, Iberia, Austrian Airlines, Volaris, Aeromexico, Brussels Airlines, Aer Lingus, Finnair, Icelandair, TAP Portugal, PD, Emirates, Virgin Atlantic, Avianca, Qatar Airways, Viva Aerobus, Etihad Airways, Contour Airlines, Sun Country Airlines, WestJet, Japan Airlines, Cathay Pacific
    Popular airlineAmerican Airlines
    Roundtrip price$170

    Explore a world of travel with Expedia

    Trending flights to Northwest Side

    Prices were available within the past 7 days and start at $29 for one-way flights and $64 for roundtrip, for the period specified. Prices and availability are subject to change.

    All deals

    One way

    Roundtrip

    Select Frontier Airlines flight, departing Thu, Dec 24 from Fort Lauderdale to Chicago, returning Tue, Jan 12, priced at $64 Found 11 hours ago

    Thu, Dec 24 - Tue, Jan 12 · FLL · ORD · Roundtrip

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