Cheap flights To Far North Side (CHI) from $48

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Cheap Flights to Far North Side from $48 One Way, $104 Round Trip

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

Fri, Oct 30 - Mon, Nov 2
SFB
Orlando Sanford Intl.
RFD
Greater Rockford
$104 Roundtrip, found 1 day ago
$104
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Fri, Oct 30 from Orlando Sanford Intl. to Greater Rockford, returning Mon, Nov 2, priced at $104 found 1 day ago
Wed, Dec 2 - Wed, Dec 9
AZA
Phoenix - Mesa Gateway
RFD
Greater Rockford
$106 Roundtrip, found 18 hours ago
$106
Roundtrip
found 18 hours ago
Select Allegiant Air flight, departing Wed, Dec 2 from Phoenix - Mesa Gateway to Greater Rockford, returning Wed, Dec 9, priced at $106 found 18 hours ago
Sat, Oct 10 - Tue, Oct 13
DEN
Denver Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 12 hours ago
$110
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sat, Oct 10 from Denver Intl. to O'Hare Intl., returning Tue, Oct 13, priced at $110 found 12 hours ago
Mon, Sep 14 - Sat, Sep 19
DEN
Denver Intl.
ORD
O'Hare Intl.
$111 Roundtrip, found 1 day ago
$111
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Sep 14 from Denver Intl. to O'Hare Intl., returning Sat, Sep 19, priced at $111 found 1 day ago
Sat, Sep 19 - Tue, Sep 22
DEN
Denver Intl.
ORD
O'Hare Intl.
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 19 from Denver Intl. to O'Hare Intl., returning Tue, Sep 22, priced at $114 found 1 day ago
Tue, Oct 6 - Thu, Oct 8
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 21 hours ago
$117
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Oct 6 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, Oct 8, priced at $117 found 21 hours ago
Sat, Oct 24 - Mon, Oct 26
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$117 Roundtrip, found 19 hours ago
$117
Roundtrip
found 19 hours ago
Select Southwest Airlines flight, departing Sat, Oct 24 from Minneapolis - St. Paul Intl. to Midway Intl., returning Mon, Oct 26, priced at $117 found 19 hours ago
Tue, Oct 6 - Thu, Oct 8
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 21 hours ago
$117
Roundtrip
found 21 hours ago
Select United flight, departing Tue, Oct 6 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, Oct 8, priced at $117 found 21 hours ago
Tue, Oct 6 - Thu, Oct 8
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 21 hours ago
$117
Roundtrip
found 21 hours ago
Select Delta flight, departing Tue, Oct 6 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Thu, Oct 8, priced at $117 found 21 hours ago
Thu, Nov 19 - Mon, Nov 23
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$127 Roundtrip, found 4 hours ago
$127
Roundtrip
found 4 hours ago
Select Sun Country Airlines flight, departing Thu, Nov 19 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Mon, Nov 23, priced at $127 found 4 hours ago

Far North Side Flight Information

Traveling To
Far North Side
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Allegiant Air, Frontier Airlines, American Airlines, Delta, Southwest Airlines, Sun Country Airlines, United
Flight Price
$104
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Far North Side economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chicago Downtown South Loop
3.0-star property

Hilton Garden Inn Chicago Downtown South Loop

Sep 29 - Oct 3

4 night stay

Denver (DEN) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Denver (DEN)

Frontier Airlines • Coach
Save 100% on your flight
Price was $839, price is now $622 per person
$622
per person
found 1 day ago
The Emily Hotel
4.0-star property

The Emily Hotel

Oct 14 - Oct 17

3 night stay

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,353, price is now $906 per person
$906
per person
found 1 day ago
Hotel 55 Chicago Downtown
4.0-star property

Hotel 55 Chicago Downtown

Oct 14 - Oct 18

4 night stay

Denver (DEN) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Denver (DEN)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,221, price is now $901 per person
$901
per person
found 1 day ago
Don't see what you're looking for?
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Far North Side premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North
4.0-star property

Level Chicago - River North

9.2/10 Wonderful! (1,055 reviews)

Sep 29 - Oct 1

2 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $917, price is now $703 per person
$703
per person
found 1 day ago
I would like to come back it’s safe and clean u can see the view

Reviewed on Aug 26, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,045 reviews)

Sep 27 - Sep 30

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,265, price is now $912 per person
$912
per person
found 1 day ago
Fantastic breakfast, great location, great room. The rooftop terrace was amazing, but we wishes we had known to make a reservation to be able to enjoy a drink there.

Reviewed on Aug 26, 2026

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,553 reviews)

Sep 27 - Sep 30

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,136, price is now $838 per person
$838
per person
found 1 day ago
Pros: Location is excellent. View was excellent. They upgraded my room from the 4th floor to the 28th floor at no extra cost. Cleaned when I requested. Cons: Staff was a bit snooty snooty hoity toity. Didn't know I had to pay for parking so that cost more than I budgeted for, it was also an unnecessary hassle to do due to poor internet connection. Confusing amenity fees that I thought I was properly taking advantage of but toward the end felt was taking advantage of me to extract more money. I requested some items be brought up to our room only for staff to tell me I had to come down to the lobby myself to grab them. Ultimately I can summarize the experience easily as its not worth what I paid for. Also no pool but thats more on me for not checking for that ahead of time.

Reviewed on Aug 26, 2026

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Far North Side first class flight packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

9.2/10 Wonderful! (550 reviews)

Oct 21 - Oct 25

4 night stay

Kansas City (MCI) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,737, price is now $1,110 per person
$1,110
per person
found 1 day ago
Great! But parking was bad.

Reviewed on Aug 26, 2026

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,553 reviews)

Oct 23 - Oct 26

3 night stay

Denver (DEN) to Chicago (ORD)

United • FirstClass

Chicago (ORD) to Denver (DEN)

American Airlines • FirstClass
Price was $1,622, price is now $1,186 per person
$1,186
per person
just found
Pros: Location is excellent. View was excellent. They upgraded my room from the 4th floor to the 28th floor at no extra cost. Cleaned when I requested. Cons: Staff was a bit snooty snooty hoity toity. Didn't know I had to pay for parking so that cost more than I budgeted for, it was also an unnecessary hassle to do due to poor internet connection. Confusing amenity fees that I thought I was properly taking advantage of but toward the end felt was taking advantage of me to extract more money. I requested some items be brought up to our room only for staff to tell me I had to come down to the lobby myself to grab them. Ultimately I can summarize the experience easily as its not worth what I paid for. Also no pool but thats more on me for not checking for that ahead of time.

Reviewed on Aug 26, 2026

The Chicago Hotel Collection - Wrigleyville
3.5-star property

The Chicago Hotel Collection - Wrigleyville

7.2/10 Good! (1,023 reviews)

Oct 21 - Oct 25

4 night stay

Kansas City (MCI) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,709, price is now $1,262 per person
$1,262
per person
found 1 day ago

Don't see what you're looking for?
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Far North Side

Save money on your flights to Far North Side as well as on hotel and car packages.

 

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Snap up cheap Far North Side flights at Orbitz, and pay no booking fees. We also don’t charge fees when your plans change or are cancelled. While you’re there, check out our low fare deals on flights to other locations besides flights to Far North Side.

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Mix and Match

At Orbitz, we turned a great idea from the world of fashion into another way for you to save money. When you shop our low cost tickets on flights to any destination, don’t be afraid to mix and match different airlines for maximum savings on your Far North Side flights air ticket. Save more on air travel every day in every way at Orbitz.

Frequently asked questions

Which airlines fly to Far North Side?
Reserve a fare with one of the 20 airlines that operate services to O'Hare Intl. Airport (ORD) and gear up for new adventures. This airport is the main entry point for Far North Side. When it's time to check off this region, these reputable carriers will get you there:

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

What is the best airport to fly to in Far North Side?
There's one main entry point for this area — O'Hare Intl. Airport (ORD). Book your flights to this popular gateway and see all that Far North Side has to offer.
How much is a flight to Far North Side?
If you're hunting down back and forth flights, fares ranged from $104 to $127 this week. The most affordable one-way ticket prices were $48, originating in Orlando (SFB).
How to book the cheapest flight to Far North Side?
Using Orbitz, you'll uncover some of the most incredible flight deals around from a great range of airlines. But if you're eager to increase your chances of landing cheap flights to Far North Side, here are some tips to get started:

  • Consider departing from or arriving at nearby airports for a cheaper fare. Enter your preferred departure and arrival points in the form fields, then choose the 'Nearby airports' function below. It will list any available options.
  • If your plans aren't written in stone, click on the 'Show flexible dates' option to see the flight deals for multiple departure dates. Go with any suitable cheaper fare that pops up.
  • Select 'Show options' to fine tune your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • Reserve your fare as soon as you've worked out your travel dates. While you can get lucky once in a while, airline tickets rarely get more affordable as your date of departure approaches.
  • Consider combining your hotels, flights and car rental into an Orbitz package deal to save money.
  • Don't fly during peak seasons if possible. By steering clear of summer, school vacations and other popular dates, you can save big on your airfare.

How long is a flight to Far North Side?
Naturally, flight times vary based on where you're jetting in from. But to give you some insight into the average duration, size up these top routes to Far North Side:

  • 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 Far North Side?
Generally speaking, the cheapest time to book a seat is in January. This is closely followed by February and August. When looking for a cheap flight to Far North Side, it's worth being ready to book. Cheap deals emerge in an instant and don't stick around!
What day of the week is the cheapest to book a flight to Far North Side?
Make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days to purchase fares to Far North Side. The vacation of your dreams starts with an impressive flight deal!
What is the cheapest day of the week to fly to Far North Side?
Think about flying early in the week to get cheap flights to Far North Side. Orbitz data from 2020 suggests Monday is normally the cheapest day to hop on a plane, followed by Tuesday. Saturday was found to have the most expensive airfares. This is possibly because most passengers choose to begin their getaway when the weekend rolls around.
What is the cheapest month to fly to Far North Side?
We won't keep you in suspense — based on Orbitz data, August is generally the cheapest month to fly. Perfect for those who want a weekend getaway or simply escape from it all before the weather changes. The least affordable time to fly is in the middle of summer, with fares at their highest in June.
Which airlines allow free cancellation?
We know that plans can change and flexibility is important. That's why you can easily search for flights that have free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll find you fares more flexible than a lip balm left in the sun!
What do I need for the flight to Far North Side?
Nothing beats jetting off on an adventure, but it's smart to be prepared. The following top tips will help get your journey started on the right foot:

  • Before you step foot on the plane, you'll need to present proof of identification, such as your passport. You'll also need your ticket. If you're traveling with the kids, check with your airline about which documents they require — if any.
  • Make time fly by even faster on your short flight by packing the right gear. Think yummy snacks, bottled water and entertainment. If you want your trip to Far North Side to pass peacefully, toss some noise-canceling headphones or earplugs in your carry-on bag too.
  • No matter how hot it is outside, plane cabins can get seriously cold. Bring a sweater on board to keep yourself nice and toasty.

How many direct flights are there to Far North Side?
Each month, there are 2,332 direct flights to Far North Side. Pick from an impressive range of airline companies, including United Airlines, American Airlines and Delta Air Lines. Other reputable carriers that fly to Far North Side nonstop are Southwest Airlines, Spirit Airlines and Air Canada.
How do I get cheap first-class/business deals to Far North Side?
Experienced travelers have a knack for finding business or first-class fares to Far North Side without the eye-watering price tag. Follow in their footsteps with these useful hints:

  • Be more flexible with your travel dates and hold out for sales on business or first-class airfares.
  • Low-cost airlines offer first or business-class seats at a fraction of the normal price. Ditch the full-service carriers and look up these cheaper options.
  • Bid for an upgrade in online auctions (if available) or upgrade your fare through your loyalty program.

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.