$149 Cheap flight deals from Chicago (CHI) to Sibley (FSD)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Sibley

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Mar 13 - Sat, Mar 14
ORD
O'Hare Intl.
FSD
Sioux Falls Regional
$421 Roundtrip, found 14 hours ago
$421
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Fri, Mar 13 from O'Hare Intl. to Sioux Falls Regional, returning Sat, Mar 14, priced at $421 found 14 hours ago
Sun, Mar 15 - Mon, Mar 16
ORD
O'Hare Intl.
SUX
Sioux Gateway
$610 Roundtrip, found 2 days ago
$610
Roundtrip
found 2 days ago
Select United flight, departing Sun, Mar 15 from O'Hare Intl. to Sioux Gateway, returning Mon, Mar 16, priced at $610 found 2 days ago

Airfares from $149 One Way, $209 Round Trip from Chicago to Sibley

Prices starting at $209 for return flights and $149 for one-way flights to Sibley were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 19 - Mon, Sep 21
ORD
Chicago
FSD
Sioux Falls
$209 Roundtrip, found 6 days ago
$209
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Sep 19 from Chicago to Sioux Falls, returning Mon, Sep 21, priced at $209 found 6 days ago
Thu, Mar 26 - Mon, Mar 30
ORD
Chicago
SUX
Sioux City
$212 Roundtrip, found 5 days ago
$212
Roundtrip
found 5 days ago
Select United flight, departing Thu, Mar 26 from Chicago to Sioux City, returning Mon, Mar 30, priced at $212 found 5 days ago
Fri, May 8 - Sun, May 10
ORD
Chicago
FSD
Sioux Falls
$216 Roundtrip, found 20 hours ago
$216
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Fri, May 8 from Chicago to Sioux Falls, returning Sun, May 10, priced at $216 found 20 hours ago
Sat, Sep 19 - Sun, Sep 20
ORD
Chicago
FSD
Sioux Falls
$217 Roundtrip, found 7 hours ago
$217
Roundtrip
found 7 hours ago
Select Delta flight, departing Sat, Sep 19 from Chicago to Sioux Falls, returning Sun, Sep 20, priced at $217 found 7 hours ago
Sat, Jun 20 - Sun, Jun 21
ORD
Chicago
FSD
Sioux Falls
$219 Roundtrip, found 4 days ago
$219
Roundtrip
found 4 days ago
Select United flight, departing Sat, Jun 20 from Chicago to Sioux Falls, returning Sun, Jun 21, priced at $219 found 4 days ago

Sibley economy flight packages

Price found within the past 48 hours. Click for updated prices.
Gateway Park Hotel and Suites
2.5-star property

Gateway Park Hotel and Suites

9.2/10 Wonderful! (1,001 reviews)

Apr 16 - Apr 19

3 night stay

Chicago (CHI) to Sioux Falls (FSD)

American Airlines • Roundtrip • Coach
Price was $492, price is now $401 per person
$401
per person
found 1 day ago
Was a nice hotel and we enjoyed our adjoining rooms, but we had a few disappointments along the way. I had talked to the front desk a few days prior about getting adjoining rooms as we are traveling with 4 kids. He said it shouldn't be a problem, just check back that day. It does give adjoining rooms as an option on its Orbitz listing. I called the morning of our arrival day and was told they don't have 2 queen rooms that adjoin and that it would be an additional $50 to get a king suite, which would adjoin to a 2 queen bed room. When we arrived, the lady did apologize, saying it was an employee who transferred from another location and she said she gave me the 20% off deal that Orbitz had, so we appreciated that. We had built up the pool/hot tub to our kids, but when we arrived there was a sign saying the heater was broken so water temps are colder than normal. Kids were able to splash around a little, but I didn't get to enjoy the hot tub as it wasn't even warm. Ah well, things do break, just disappointing.

Reviewed on Sep 3, 2025

Historic Twin Tudors Inn
3.0-star property

Historic Twin Tudors Inn

8.8/10 Excellent! (3 reviews)

Apr 16 - Apr 19

3 night stay

Chicago (CHI) to Sioux Falls (FSD)

American Airlines • Roundtrip • Coach
Price was $806, price is now $639 per person
$639
per person
found 1 day ago
Hotel On Phillips
2.5-star property

Hotel On Phillips

9.6/10 Exceptional! (1,356 reviews)

Apr 16 - Apr 19

3 night stay

Chicago (CHI) to Sioux Falls (FSD)

American Airlines • Roundtrip • Coach
Price was $561, price is now $491 per person
$491
per person
found 1 day ago
Very quiet, clean, modern, and comfortable. Downtown Sioux Falls had a lot of food and shopping within walking distance of the hotel, and an amazing trail system along the river close by for a run, walk, or bike ride. Great for a couples weekend getaway!

Reviewed on Feb 2, 2026

Don't see what you're looking for?
See all available trips from Chicago to Sibley
View all trips

More About Flying To Sibley from Chicago

Route Information for Flights from Chicago to Sibley

Origin Airport IATA Code
CHI
Destination Airport IATA Code
FSD
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Sibley

Low Cost Flights From Chicago to Sibley

Tired of the endless online search for the cheapest flights from Chicago to Sibley? Save the energy for your vacation by using Orbitz to plan your next air trip. Orbitz guarantees the lowest prices on Chicago to Sibley flights, and our cutting-edge mobile tools mean you can search and book flights with your iPhone, Android phone, iPad, or tablet.

Book Discount Chicago to Sibley Flights With Ease

Take advantage of amazing sales on international and domestic fares, including bargain flights from Chicago to Sibley. Not only do you find cheap deals on Orbitz, we make researching and planning your trip online and booking your tickets a breeze. Our discount Chicago to Sibley flights keep more money in your pocket for your travel adventures.

Plan Flights From Chicago to Sibley Anywhere, Anytime

Planning your vacation has never been easier using the convenient Orbitz apps available for most mobile devices. If there are any changes or delays for Chicago to Sibley flights, Orbitz customers receive instant free alerts via email or mobile phone text message. Change or cancel flights from Chicago to Sibley anytime online or by calling our Customer Service representatives.

Frequent Flyer? Earn Miles and Points Through Orbitz!

Earn points or miles on your low fare Chicago to Sibley flights with Orbitz, just as you would by booking directly with the airline. Be sure to include your frequent flyer details when you book qualifying flights from Chicago to Sibley on the Orbitz website.

More Destinations

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.