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Orlando Intl. Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Orlando Intl. Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from €63 and round-trip from €151. Based on Trip.com's latest 7-day flight data.

      • Cheapest nonstop
        MCO 5:46 PM
        3h 1m
        Nonstop
        MDW 7:47 PM
        Orlando - Chicago | Tue, Dec 1 | Frontier Airlines
        ORD 5:35 AM
        2h 51m
        Nonstop
        MCO 9:26 AM
        Chicago - Orlando | Tue, Dec 8 | Frontier Airlines
        €228 €326
        30% off
        30% off
        €326 €228
      • MCO 5:46 PM
        3h 1m
        Nonstop
        MDW 7:47 PM
        Orlando - Chicago | Wed, Dec 2 | Frontier Airlines
        ORD 5:35 AM
        2h 51m
        Nonstop
        MCO 9:26 AM
        Chicago - Orlando | Wed, Dec 9 | Frontier Airlines
        €228 €326
        30% off
        30% off
        €326 €228
      • MCO 5:03 PM
        7h 44m
        1 stop
        MDW 11:47 PM
        Orlando - Chicago | Sun, Nov 8 | Frontier Airlines
        RFD 3:34 PM
        2h 36m
        Nonstop
        SFB 7:10 PM
        Chicago - Orlando | Sun, Nov 15 | Allegiant Air
        €151 €326
        54% off
        54% off
        €326 €151
      • MCO 5:03 PM
        7h 44m
        1 stop
        MDW 11:47 PM
        Orlando - Chicago | Mon, Nov 9 | Frontier Airlines
        RFD 3:34 PM
        2h 36m
        Nonstop
        SFB 7:10 PM
        Chicago - Orlando | Sun, Nov 15 | Allegiant Air
        €155
        52% off
        €326 €155
      • MCO 9:25 AM
        9h 22m
        1 stop
        MDW 5:47 PM
        Orlando - Chicago | Wed, Nov 11 | Frontier Airlines
        RFD 3:34 PM
        2h 36m
        Nonstop
        SFB 7:10 PM
        Chicago - Orlando | Sun, Nov 15 | Allegiant Air
        €160
        51% off
        €326 €160
      • MCO 5:03 PM
        7h 44m
        1 stop
        MDW 11:47 PM
        Orlando - Chicago | Sat, Oct 31 | Frontier Airlines
        RFD 8:44 AM
        2h 30m
        Nonstop
        SFB 12:14 PM
        Chicago - Orlando | Tue, Nov 3 | Allegiant Air
        €166
        49% off
        €326 €166
      • MCO 12:54 PM
        5h 53m
        1 stop
        MDW 5:47 PM
        Orlando - Chicago | Wed, Nov 4 | Frontier Airlines
        ORD 7:28 PM
        11h 42m
        1 stop
        MCO 8:10 AM
        Chicago - Orlando | Sat, Nov 7 | Frontier Airlines
        €169
        48% off
        €326 €169
      • MCO 5:03 PM
        7h 44m
        1 stop
        MDW 11:47 PM
        Orlando - Chicago | Sun, Nov 1 | Frontier Airlines
        ORD 7:28 PM
        11h 42m
        1 stop
        MCO 8:10 AM
        Chicago - Orlando | Sat, Nov 7 | Frontier Airlines
        €169
        48% off
        €326 €169
      • MCO 12:54 PM
        5h 53m
        1 stop
        MDW 5:47 PM
        Orlando - Chicago | Wed, Nov 18 | Frontier Airlines
        ORD 7:28 PM
        11h 42m
        1 stop
        MCO 8:10 AM
        Chicago - Orlando | Sat, Nov 21 | Frontier Airlines
        €169
        48% off
        €326 €169
      • MCO 5:03 PM
        7h 44m
        1 stop
        MDW 11:47 PM
        Orlando - Chicago | Sun, Nov 15 | Frontier Airlines
        ORD 7:28 PM
        11h 42m
        1 stop
        MCO 8:10 AM
        Chicago - Orlando | Sat, Nov 21 | Frontier Airlines
        €169
        48% off
        €326 €169
      • MCO 2:52 PM
        9h 51m
        1 stop
        MDW 11:43 PM
        Orlando - Chicago | Wed, Oct 28 | Frontier Airlines
        RFD 8:44 AM
        2h 30m
        Nonstop
        SFB 12:14 PM
        Chicago - Orlando | Tue, Nov 3 | Allegiant Air
        €171
        48% off
        €326 €171
      • MCO 12:54 PM
        5h 53m
        1 stop
        MDW 5:47 PM
        Orlando - Chicago | Sat, Nov 7 | Frontier Airlines
        ORD 7:28 PM
        11h 42m
        1 stop
        MCO 8:10 AM
        Chicago - Orlando | Sat, Nov 14 | Frontier Airlines
        €172
        47% off
        €326 €172
      • MCO 12:54 PM
        5h 53m
        1 stop
        MDW 5:47 PM
        Orlando - Chicago | Mon, Nov 2 | Frontier Airlines
        ORD 7:50 PM
        11h 20m
        1 stop
        MCO 8:10 AM
        Chicago - Orlando | Fri, Nov 6 | Frontier Airlines
        €173
        47% off
        €326 €173
      • MCO 12:54 PM
        5h 53m
        1 stop
        MDW 5:47 PM
        Orlando - Chicago | Mon, Nov 16 | Frontier Airlines
        ORD 7:28 PM
        11h 42m
        1 stop
        MCO 8:10 AM
        Chicago - Orlando | Sat, Nov 21 | Frontier Airlines
        €173
        47% off
        €326 €173
      • ORL 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Orlando - Chicago | Mon, Oct 5 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        ORL 4:00 PM
        Chicago - Orlando | Wed, Oct 7 | Normal Airline
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      • Cheapest nonstop
        MCO 5:46 PM
        3h 1m
        Nonstop
        MDW 7:47 PM
        Orlando - Chicago | Wed, Nov 25 | Frontier Airlines
        €77 €130
        41% off
        41% off
        €130 €77
      • MCO 5:03 PM
        7h 44m
        1 stop
        MDW 11:47 PM
        Orlando - Chicago | Wed, Nov 18 | Frontier Airlines
        €63 €130
        52% off
        52% off
        €130 €63
      • MCO 7:00 AM
        5h 56m
        1 stop
        MDW 11:56 AM
        Orlando - Chicago | Sat, Nov 14 | Delta Air Lines
        €66 €130
        49% off
        49% off
        €130 €66
      • MCO 12:52 PM
        11h 51m
        1 stop
        MDW 11:43 PM
        Orlando - Chicago | Wed, Oct 21 | Frontier Airlines
        €70
        46% off
        €130 €70
      • MCO 5:03 PM
        7h 44m
        1 stop
        MDW 11:47 PM
        Orlando - Chicago | Wed, Nov 4 | Frontier Airlines
        €83
        36% off
        €130 €83
      • MCO 6:00 AM
        7h 33m
        1 stop
        MDW 12:33 PM
        Orlando - Chicago | Thu, Nov 5 | Delta Air Lines
        €84
        35% off
        €130 €84
      • MCO 5:03 PM
        7h 44m
        1 stop
        MDW 11:47 PM
        Orlando - Chicago | Tue, Oct 27 | Frontier Airlines
        €86
        34% off
        €130 €86
      • MCO 12:54 PM
        5h 53m
        1 stop
        MDW 5:47 PM
        Orlando - Chicago | Sat, Oct 31 | Frontier Airlines
        €87
        33% off
        €130 €87
      • MCO 5:03 PM
        7h 44m
        1 stop
        MDW 11:47 PM
        Orlando - Chicago | Wed, Nov 11 | Frontier Airlines
        €87
        33% off
        €130 €87
      • MCO 5:03 PM
        7h 44m
        1 stop
        MDW 11:47 PM
        Orlando - Chicago | Sat, Nov 7 | Frontier Airlines
        €87
        33% off
        €130 €87
      • MCO 12:52 PM
        5h 53m
        1 stop
        MDW 5:45 PM
        Orlando - Chicago | Thu, Oct 22 | Frontier Airlines
        €91
        30% off
        €130 €91
      • MCO 5:03 PM
        7h 44m
        1 stop
        MDW 11:47 PM
        Orlando - Chicago | Thu, Nov 19 | Frontier Airlines
        €91
        30% off
        €130 €91
      • ORL 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Orlando - Chicago | Mon, Oct 5 | Normal Airline
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Displayed flight fares from Orlando Intl. Airport to Chicago Midway International Airport are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Trip.com Price Insights: Flights from Orlando Intl. Airport to Chicago Midway International Airport

What is the cheapest month for one-way flights from Orlando Intl. Airport to Chicago Midway International Airport?

Data is based on average one-way flight prices from Orlando Intl. Airport to Chicago Midway International Airport in Trip.com's database over the past 12 months.

Based on Trip.com’s data from the past 12 months, if you’re looking for a low-cost one-way ticket from Orlando Intl. Airport to Chicago Midway International Airport, the best time to buy is in December, with an average price of €54. You’ll want to avoid June, when the average price can reach as high as €217.

€217
€136
€54
0
    Cheapest
  • €114
    Sep
  • €62
    Oct
  • €96
    Nov
  • €54
    Dec
  • €104
    Jan
  • €91
    Feb
  • €142
    Mar
  • €84
    Apr
  • €116
    May
  • €217
    Jun
  • €123
    Jul
  • €130
    Aug

What is the cheapest day of the week to fly from Orlando Intl. Airport to Chicago Midway International Airport?

The data is based on the past 12 months and shows the average ticket prices from Orlando Intl. Airport to Chicago Midway International Airport for each day of the week in the Trip.com database.

Based on Trip.com’s data from the past 12 months, the cheapest day to depart from Orlando Intl. Airport to Chicago Midway International Airport is Tuesday, with average fares typically lower than other days. You’ll want to avoid flying on Thursday, as ticket prices are usually the highest that day.

€143
€103
€63
€23
  • €101
    Mon
  • €63
    Tue
  • €93
    Wed
  • €143
    Thu
  • €90
    Fri
  • €121
    Sat
  • €135
    Sun

Which airline offers the cheapest flights from Orlando Intl. Airport to Chicago Midway International Airport?

The cheapest airline flying from Orlando Intl. Airport to Chicago Midway International Airport is Frontier Airlines (from €63) among 3 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From €63
Delta Air Lines
From €66
Hahn Air
From €107

Find more flights and airlines

What is the flight schedule from Orlando Intl. Airport to Chicago Midway International Airport?

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. F91563

    Orlando Intl. Airport

    6:07 AM

    MCO

    1h 54m

    Nonstop

    8:01 AM

    ATL

    S - - W T - S
    Search

  2. F92779

    Hartsfield–Jackson Atlanta International Airport

    4:55 PM

    ATL

    1h 56m

    Nonstop

    5:51 PM

    MDW

    S M T W - F S

  3. DL1463

    Orlando Intl. Airport

    8:45 AM

    MCO

    1h 39m

    Nonstop

    10:24 AM

    ATL

    S M T W T F S
    Search

  4. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00 AM

    ATL

    1h 56m

    Nonstop

    11:56 AM

    MDW

    S M T W T - S

  5. F93507

    Orlando Intl. Airport

    12:50 PM

    MCO

    1h 45m

    Nonstop

    2:35 PM

    ATL

    S M T W T F S
    Search

  6. F92779

    Hartsfield–Jackson Atlanta International Airport

    4:55 PM

    ATL

    1h 56m

    Nonstop

    5:51 PM

    MDW

    S M T W - F S

  7. DL2080

    Orlando Intl. Airport

    7:45 AM

    MCO

    1h 42m

    Nonstop

    9:27 AM

    ATL

    S - - - - - S
    Search

  8. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00 AM

    ATL

    1h 56m

    Nonstop

    11:56 AM

    MDW

    S M T W T - S

  9. F94025

    Orlando Intl. Airport

    5:19 PM

    MCO

    1h 54m

    Nonstop

    7:13 PM

    ATL

    S M T W T F S
    Search

  10. F92291

    Hartsfield–Jackson Atlanta International Airport

    10:50 PM

    ATL

    1h 54m

    Nonstop

    11:44 PM

    MDW

    S - - W T - S

  11. F91241

    Orlando Intl. Airport

    9:30 AM

    MCO

    1h 44m

    Nonstop

    11:14 AM

    ATL

    S M T W T F S
    Search

  12. F92291

    Hartsfield–Jackson Atlanta International Airport

    10:50 PM

    ATL

    1h 54m

    Nonstop

    11:44 PM

    MDW

    S - - W T - S

  13. F93975

    Orlando Intl. Airport

    12:00 PM

    MCO

    1h 47m

    Nonstop

    1:47 PM

    ATL

    - - - W T - -
    Search

  14. F92291

    Hartsfield–Jackson Atlanta International Airport

    10:50 PM

    ATL

    1h 54m

    Nonstop

    11:44 PM

    MDW

    S - - W T - S

  15. F93507

    Orlando Intl. Airport

    12:50 PM

    MCO

    1h 45m

    Nonstop

    2:35 PM

    ATL

    S M T W T F S
    Search

  16. F92291

    Hartsfield–Jackson Atlanta International Airport

    10:50 PM

    ATL

    1h 54m

    Nonstop

    11:44 PM

    MDW

    S - - W T - S
Find more flights and airlines

About Orlando Intl. Airport and Chicago Midway International Airport

Learn about Orlando Intl. Airport (MCO) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 1,596.77 km
Cheapest one-way ticket price €63
Cheapest return ticket price €151

FAQs for Orlando Intl. Airport to Chicago Midway International Airport Flights

  • How long is the flight from Orlando Intl. Airport to Chicago Midway International Airport?

    Orlando Intl. Airport to Chicago Midway International Airport takes about 3 hours 18 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 8 daily flights from Orlando Intl. Airport (MCO) to Chicago Midway International Airport (MDW).
  • The earliest flight from Orlando Intl. Airport to Chicago Midway International Airport departs at 06:55, and the last departs at 22:35, with about 32 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from Orlando Intl. Airport (MCO) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around €224 in November, the most expensive month to book this route.
  • The earliest flight departs from Orlando Intl. Airport (MCO) at 06:35 and arrives in Chicago Midway International Airport (MDW) at 08:32.
  • The latest flight departs from Orlando Intl. Airport (MCO) at 21:33 and arrives in Chicago Midway International Airport (MDW) at 23:29.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • Frontier Airlines is a very popular airline operating an average of 6664 flights per month.
  • One-way flights from Orlando Intl. Airport to Chicago Midway International Airport currently start from €63, and round-trip fares start from €151. The current lowest fare is a Frontier Airlines flight departing on Wed, Nov 18; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Orlando Intl. Airport to Chicago Midway International Airport is €154. Prices may vary depending on the departure date, airline, and availability.
  • Enter Orlando Intl. Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

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

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, 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 were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled 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 check the customer support pages.