Trip.com
>
Cheap Flights
>
United States
>
Chicago
>
Orlando to Chicago flight
>
Orlando Sanford International Airport to Chicago flight

Explore the cheapest one-way and round-trip flights from Orlando Sanford International Airport to Chicago over the next 90 days, with one-way fares from €56 and round-trip from €103. Based on Trip.com's latest 7-day flight data.

      • Cheapest nonstop
        SFB 06:50
        2h 48m
        Direct
        RFD 08:38
        Orlando - Chicago | Fri, Nov 6 | Allegiant Air
        RFD 15:34
        2h 36m
        Direct
        SFB 19:10
        Chicago - Orlando | Wed, Nov 11 | Allegiant Air
        €103 €292
        65% off
        65% off
        €292 €103
      • SFB 12:56
        2h 48m
        Direct
        RFD 14:44
        Orlando - Chicago | Wed, Nov 4 | Allegiant Air
        RFD 15:34
        2h 36m
        Direct
        SFB 19:10
        Chicago - Orlando | Wed, Nov 11 | Allegiant Air
        €125 €292
        56% off
        56% off
        €292 €125
      • SFB 12:56
        2h 48m
        Direct
        RFD 14:44
        Orlando - Chicago | Wed, Nov 11 | Allegiant Air
        RFD 10:38
        2h 36m
        Direct
        SFB 14:14
        Chicago - Orlando | Mon, Nov 16 | Allegiant Air
        €134 €292
        54% off
        54% off
        €292 €134
      • SFB 08:00
        2h 48m
        Direct
        RFD 09:48
        Orlando - Chicago | Mon, Nov 9 | Allegiant Air
        RFD 15:34
        2h 36m
        Direct
        SFB 19:10
        Chicago - Orlando | Wed, Nov 11 | Allegiant Air
        €136
        53% off
        €292 €136
      • SFB 07:00
        2h 44m
        Direct
        RFD 08:44
        Orlando - Chicago | Wed, Oct 14 | Allegiant Air
        ORD 20:11
        2h 57m
        Direct
        MCO 00:08
        Chicago - Orlando | Mon, Oct 19 | Frontier Airlines
        €149
        49% off
        €292 €149
      • SFB 07:00
        2h 44m
        Direct
        RFD 08:44
        Orlando - Chicago | Wed, Oct 7 | Allegiant Air
        ORD 08:46
        2h 39m
        Direct
        MCO 12:25
        Chicago - Orlando | Tue, Oct 13 | Frontier Airlines
        €185
        37% off
        €292 €185
      • SFB 06:15
        2h 44m
        Direct
        RFD 07:59
        Orlando - Chicago | Fri, Oct 16 | Allegiant Air
        RFD 10:39
        2h 30m
        Direct
        SFB 14:09
        Chicago - Orlando | Mon, Oct 19 | Allegiant Air
        €192
        34% off
        €292 €192
      • SFB 06:20
        2h 42m
        Direct
        RFD 08:02
        Orlando - Chicago | Fri, Oct 9 | Allegiant Air
        RFD 09:34
        2h 30m
        Direct
        SFB 13:04
        Chicago - Orlando | Wed, Oct 14 | Allegiant Air
        €204
        30% off
        €292 €204
      • SFB 06:10
        2h 44m
        Direct
        RFD 07:54
        Orlando - Chicago | Fri, Oct 30 | Allegiant Air
        ORD 19:35
        11h 35m
        1 stop
        MCO 08:10
        Chicago - Orlando | Tue, Nov 3 | Frontier Airlines
        €117
        60% off
        €292 €117
      • SFB 07:00
        2h 44m
        Direct
        RFD 08:44
        Orlando - Chicago | Wed, Oct 28 | Allegiant Air
        ORD 19:35
        11h 35m
        1 stop
        MCO 08:10
        Chicago - Orlando | Tue, Nov 3 | Frontier Airlines
        €129
        56% off
        €292 €129
      • SFB 07:00
        2h 44m
        Direct
        RFD 08:44
        Orlando - Chicago | Wed, Oct 21 | Allegiant Air
        ORD 19:50
        11h 20m
        1 stop
        MCO 08:10
        Chicago - Orlando | Tue, Oct 27 | Frontier Airlines
        €137
        53% off
        €292 €137
      • SFB 06:10
        2h 44m
        Direct
        RFD 07:54
        Orlando - Chicago | Fri, Oct 23 | Allegiant Air
        ORD 19:50
        11h 20m
        1 stop
        MCO 08:10
        Chicago - Orlando | Tue, Oct 27 | Frontier Airlines
        €140
        52% off
        €292 €140
      • ORL 13:00
        17h 25m
        1 stop
        CHI 14:00
        Orlando - Chicago | Mon, Oct 5 | Normal Airline
        CHI 15:00
        6h
        Direct
        ORL 16:00
        Chicago - Orlando | Wed, Oct 7 | Normal Airline
        Find more flights
        Find more flights
      • Cheapest nonstop
        SFB 07:00
        2h 44m
        Direct
        RFD 08:44
        Orlando - Chicago | Wed, Oct 14 | Allegiant Air
        €56 €263
        79% off
        79% off
        €263 €56
      • SFB 07:00
        2h 44m
        Direct
        RFD 08:44
        Orlando - Chicago | Wed, Oct 7 | Allegiant Air
        €63 €263
        76% off
        76% off
        €263 €63
      • SFB 06:10
        2h 44m
        Direct
        RFD 07:54
        Orlando - Chicago | Fri, Oct 23 | Allegiant Air
        €64 €263
        76% off
        76% off
        €263 €64
      • SFB 06:15
        2h 44m
        Direct
        RFD 07:59
        Orlando - Chicago | Fri, Oct 16 | Allegiant Air
        €68
        74% off
        €263 €68
      • SFB 07:00
        2h 44m
        Direct
        RFD 08:44
        Orlando - Chicago | Wed, Oct 21 | Allegiant Air
        €72
        73% off
        €263 €72
      • SFB 12:56
        2h 48m
        Direct
        RFD 14:44
        Orlando - Chicago | Wed, Nov 4 | Allegiant Air
        €80
        70% off
        €263 €80
      • SFB 08:10
        2h 44m
        Direct
        RFD 09:54
        Orlando - Chicago | Mon, Oct 5 | Allegiant Air
        €119
        55% off
        €263 €119
      • SFB 08:05
        2h 44m
        Direct
        RFD 09:49
        Orlando - Chicago | Mon, Oct 19 | Allegiant Air
        €184
        30% off
        €263 €184
      • ORL 13:00
        17h 25m
        1 stop
        CHI 14:00
        Orlando - Chicago | Mon, Oct 5 | Normal Airline
        Find more flights
        Find more flights

Displayed flight fares from Orlando Sanford International Airport to Chicago are based on average prices across airlines for the next 3 months according to the latest Trip.com data.

Which airlines are the most popular for Orlando Sanford International Airport to Chicago flights?

The most popular airlines flying from Orlando Sanford International Airport to Chicago are Frontier Airlines, United Airlines, and American Airlines, among 3 carriers on this route. Allegiant Air offers the lowest fares. Based on Trip.com's flight booking data from the previous 12 months.
Frontier Airlines logo Frontier Airlines
United Airlines logo United Airlines
American Airlines logo American Airlines

Flight Schedule from Orlando Sanford International Airport to Chicago

Check the schedule for flights from Orlando Sanford International Airport to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. G41344

    Orlando Sanford International Airport

    07:10

    SFB

    2h 42m

    08:52

    RFD

    - - T - - - -
    Search

  2. G41335

    Orlando Sanford International Airport

    07:00

    SFB

    3h 2m

    09:02

    RFD

    S - - - - - -
    Search
Find more flights and airlines

What to know about flights from Orlando Sanford International Airport to Chicago?

Cheapest return ticket price €103
Cheapest one-way flight price €52
Off-season travel month September
Peak season for travel January

FAQs for Orlando Sanford International Airport to Chicago Flights

  • When is peak season for travel to Chicago?

    ؜The peak travel time for visiting Chicago is October. During this time, flights from Orlando Sanford International Airport to Chicago are the most expensive. Cheap tickets can still be booked on Trip.com.
  • Flights from Orlando Sanford International Airport (ORL) to Orlando Sanford International Airport(CHI) take around 2 hours 39 minutes.
    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • Yes. Allegiant Air operate direct flights from Orlando Sanford International Airport to Chicago. The average flight time is approximately 2 hours 30 minutes, with about 0 flights per week. Actual schedules may vary by season.
  • The cheapest one-way flight from Orlando Sanford International Airport to Chicago currently starts from €56, with round-trip fares from €103. The lowest fare is offered by Allegiant Air departing on Wed, Oct 14; prices are subject to availability.
  • Currently, multiple airlines offer flights from Orlando Sanford International Airport to Chicago, including: Allegiant Air The selected airlines are based on Trip.com user booking data from the past 90 days.
  • Based on Trip.com flight data for departures within the next 30 days, the average one-way fare from Orlando Sanford International Airport to Chicago is €109, and the average round-trip fare is €210. Prices may vary depending on the departure date, airline, and availability.
  • The earliest flight from Orlando Sanford International Airport to Chicago departs at 07:10, and the latest one departs at 07:50. There are approximately 2 flights per day. Flight times may change, so please check the latest departure and arrival times before your trip.
  • Flights from Orlando Sanford International Airport to Chicago usually arrive at Chicago Rockford International Airport. Chicago Rockford International Airport is the most convenient option for this route.
  • Allegiant Air are the most popular budget airlines flying from Orlando Sanford International Airport to Chicago. Basic fares start from €56. Before comparing final prices, watch out for baggage, seat selection, and payment surcharges.

Find Cheap Flights with Trip.com

Note: Prices shown on this page are the estimated lowest prices and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed on this page are all-inclusive (including taxes, fuel surcharges, civil aviation development fund, etc.), with all fees confirmed before payment. Fees for luggage, meals, Wi-Fi, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours—sometimes even in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the cancellation and change policies for each flight ticket during the booking process, including any fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply according to the airline's ticket policy.
Cancellation/change due to a flight schedule change:
If the flight schedule has changed and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please visit the customer support pages.