FSD - CHI

$134 Find Cheap Flights from Sioux Falls to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$268
Typical prices: $248-$388
Frontier
Tue 9/25Fri 9/28
FSD - ORD • 1 stop
Cheapest non-stop
$279
Typical prices: $249-$390
American Airlines
Tue 10/9Tue 10/16
FSD - ORD • Non-stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 2h 01m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 1% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 18 weeks in advance save around 44% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 28% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $198 (round-trip)
Shortest trip • 4h 10m (one-way)
Insights
Insights
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Expert advice
Flight Deals

Cheap Flights from Sioux Falls to Chicago (FSD-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Sioux Falls to Chicago

Fri, Sep 25 - Mon, Sep 28
Frontier Logo
8:52 pm - 12:23 amFSD  Sioux Falls Joe Foss Field-ORD Chicago O'Hare Intl
27h 31m1 stop Denver Intl
Frontier Logo
6:30 am - 8:07 pmORD  Chicago O'Hare Intl-FSD Sioux Falls Joe Foss Field
13h 37m1 stop Denver Intl
$268Frontier
Fri, Oct 2 - Mon, Oct 5
Frontier Logo
8:52 pm - 12:23 amFSD  Sioux Falls Joe Foss Field-ORD Chicago O'Hare Intl
27h 31m1 stop Denver Intl
Frontier Logo
6:30 am - 8:07 pmORD  Chicago O'Hare Intl-FSD Sioux Falls Joe Foss Field
13h 37m1 stop Denver Intl
$275Frontier
Sat, Oct 3 - Sun, Oct 4
United Airlines Logo
11:15 am - 1:12 pmFSD  Sioux Falls Joe Foss Field-ORD Chicago O'Hare Intl
1h 57mnonstop
United Airlines Logo
9:20 pm - 11:11 pmORD  Chicago O'Hare Intl-FSD Sioux Falls Joe Foss Field
1h 51mnonstop
$279United Airlines
Fri, Oct 16 - Sun, Oct 18
United Airlines Logo
7:50 am - 9:42 amFSD  Sioux Falls Joe Foss Field-ORD Chicago O'Hare Intl
1h 52mnonstop
United Airlines Logo
9:20 pm - 11:11 pmORD  Chicago O'Hare Intl-FSD Sioux Falls Joe Foss Field
1h 51mnonstop
$279United Airlines
Tue, Oct 13 - Sat, Oct 17
American Airlines Logo
7:39 pm - 9:40 pmFSD  Sioux Falls Joe Foss Field-ORD Chicago O'Hare Intl
2h 01mnonstop
American Airlines Logo
10:48 pm - 12:41 amORD  Chicago O'Hare Intl-FSD Sioux Falls Joe Foss Field
1h 53mnonstop
$279American Airlines
Fri, Oct 9 - Fri, Oct 16
American Airlines Logo
7:39 pm - 9:40 pmFSD  Sioux Falls Joe Foss Field-ORD Chicago O'Hare Intl
2h 01mnonstop
American Airlines Logo
10:48 pm - 12:48 amORD  Chicago O'Hare Intl-FSD Sioux Falls Joe Foss Field
2h 00mnonstop
$279American Airlines
Thu, Oct 22 - Sun, Oct 25
American Airlines Logo
2:48 pm - 4:40 pmFSD  Sioux Falls Joe Foss Field-ORD Chicago O'Hare Intl
1h 52mnonstop
American Airlines Logo
10:48 pm - 12:41 amORD  Chicago O'Hare Intl-FSD Sioux Falls Joe Foss Field
1h 53mnonstop
$279American Airlines
Thu, Oct 1 - Tue, Oct 6
Delta Logo
8:23 am - 1:20 pmFSD  Sioux Falls Joe Foss Field-MDW Chicago Midway
4h 57m1 stop Minneapolis St Paul
Delta Logo
5:31 pm - 11:22 pmMDW  Chicago Midway-FSD Sioux Falls Joe Foss Field
5h 51m1 stop Minneapolis St Paul
$299Delta
Tue, Nov 24 - Mon, Nov 30
United Airlines Logo
7:48 am - 9:45 amFSD  Sioux Falls Joe Foss Field-ORD Chicago O'Hare Intl
1h 57mnonstop
United Airlines Logo
7:45 pm - 9:37 pmORD  Chicago O'Hare Intl-FSD Sioux Falls Joe Foss Field
1h 52mnonstop
$299United Airlines
Sat, Oct 17 - Sun, Oct 18
Delta Logo
5:00 pm - 9:27 pmFSD  Sioux Falls Joe Foss Field-ORD Chicago O'Hare Intl
4h 27m1 stop Minneapolis St Paul
Delta Logo
6:20 am - 12:09 pmORD  Chicago O'Hare Intl-FSD Sioux Falls Joe Foss Field
5h 49m1 stop Minneapolis St Paul
$319Delta
Booking Insights

Price, demand and travel trends for Sioux Falls to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Sioux Falls to Chicago with more confidence.

How much is a round-trip flight from Sioux Falls to Chicago?

Round-trip flights from Sioux Falls to Chicago start at $268. Prices are typical for this route right now, with typical round-trip fares ranging from $248 to $388. The lowest price found in the past 5 days was $268 on Frontier.

What is the cheapest Sioux Falls to Chicago flight route?

There's little price difference between Sioux Falls to Chicago routes. They average around $310 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Sioux Falls to Chicago?

Friday is the cheapest day of the week to fly from Sioux Falls to Chicago, it is 14% cheaper than the average day. Monday is the most expensive day with flight prices 22% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Sioux Falls to Chicago?

  • November is the cheapest month to fly from Sioux Falls to Chicago at $221 round-trip.
  • June ($370) and April ($344) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 67% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Sioux Falls to Chicago the cheapest?

Flights from Sioux Falls to Chicago are cheapest 18 weeks before departure. Booking in this window typically costs about 44% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Sioux Falls to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Key details for Sioux Falls to Chicago flights

Low season

December

Cheapest flight

$134
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Sioux Falls to Chicago O'Hare Intl Airport

When to book flights from Sioux Falls to Chicago

Are your dates flexible? Find out the best times to travel from Sioux Falls to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Sioux Falls to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airlines offer extra legroom and free seat selection on Sioux Falls to Chicago flights?

    Among airlines operating Sioux Falls to Chicago flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Sioux Falls to Chicago?

    2 airlines operate flights between Sioux Falls and Chicago. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines

  • Which airports can I use when flying from Sioux Falls to Chicago?

    Flights from Sioux Falls to Chicago usually depart from Sioux Falls Joe Foss Field (FSD) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airlines include bags at no extra cost on Sioux Falls to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Sioux Falls to Chicago?

    Two cabin classes are available on flights from Sioux Falls to Chicago:

    • Economy Class
    • First Class

  • How much can I save by taking a layover when flying from Sioux Falls to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $198 round-trip via Denver Intl (DEN), compared to $311 for nonstop.

  • What is the standard checked-bag allowance on flights from Sioux Falls to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Sioux Falls to Chicago pass through?

    One-stop flights from Sioux Falls to Chicago most commonly connect through:

    • Minneapolis St Paul (MSP) - 86% of one-stop connections
    • Dallas/Fort Worth (DFW) - 10% of one-stop connections
    • Denver Intl (DEN) - 5% of one-stop connections

    Minneapolis St Paul (MSP) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Sioux Falls to Chicago?

    Yes. Being flexible with your travel dates can save you up to 30% on the Sioux Falls to Chicago route. Friday is the cheapest departure day at $267 round-trip on average, while Monday is the most expensive at $377, a difference of $110. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How are flight departures from Sioux Falls to Chicago spread across the day?

    Morning is the busiest departure period on Sioux Falls to Chicago flights, with 45% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 22%, and night flights for 0%.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • What are the earliest and latest flights from Sioux Falls to Chicago?

    These are the earliest and latest flight times available from Sioux Falls to Chicago:

    • Earliest: departs at 6:00 am and lands at 8:01 am
    • Latest: departs at 7:40 pm and lands at 9:41 pm.

    The flight takes about 2h 01m.

  • How expensive are last-minute Sioux Falls to Chicago flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 36% above the route average of $307. Book 18 weeks before departure for the lowest fares.

  • How long is a flight from Sioux Falls to Chicago?

    A nonstop flight from Sioux Falls to Chicago takes 2h 01m, covering 477 miles.

  • Do I need a passport to fly from Sioux Falls to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Sioux Falls to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $268 to $2,012. That means the highest observed fare was about 8x higher than the lowest one.

  • How are flight prices from Sioux Falls to Chicago looking right now?

    One-way fares from Sioux Falls to Chicago are currently lower than usual. Average one-way flight prices are about $195, which is 34% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Sioux Falls to Chicago?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 4h 10m, compared with 6h 37m via Dallas/Fort Worth (DFW) and 8h 37m via Denver Intl (DEN).

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • How much should I expect to pay for a Sioux Falls to Chicago flight?

    Round-trip flights from Sioux Falls to Chicago range from $248 to $388, with an average of $307 over the past 12 months. Anything below $248 counts as a good deal.

  • Which airlines offer Wi-Fi on Sioux Falls to Chicago flights?

    American Airlines is the only airline on the Sioux Falls to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Sioux Falls to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Friday departure instead of Monday. On this route, Friday flights average $267 - about $110 less than Monday (29% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 18 weeks before you fly. On this route, that window historically saves about 44% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Sioux Falls to Chicago trip for November. Fares historically average $221 round-trip in that month - typically $149 less than the most expensive month, which is June (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Denver Intl Airport (DEN) can be cheaper than flying direct. The cheapest layover option averages $198 round-trip on this route - about $114 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel

Prefer to fly direct from Sioux Falls to Chicago?

 
Find which airlines fly direct from Sioux Falls Joe Foss Field Airport to Chicago, which days they fly and book direct flights.

Direct departures

Sioux Falls Joe Foss Field to Chicago

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

Chicago to Sioux Falls Joe Foss Field

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

More options for your flight from Sioux Falls to Chicago

Complete your trip to Chicago with a hotel stay or car rental