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Orlando International Airport to Chicago Midway International Airport flight

Search for flights from Orlando to Chicago and check out affordable one-way and round-trip options.

      • MCO 07:00
        5h 51m
        1 stop
        MDW 11:51
        Orlando - Chicago | Sun, Aug 23 | Delta Air Lines
        ORD 17:30
        3h 7m
        Direct
        MCO 21:37
        Chicago - Orlando | Sat, Aug 29 | Frontier Airlines
        €134 €243
        45% off
        45% off
        €243 €134
      • MCO 11:05
        6h 10m
        1 stop
        MDW 16:15
        Orlando - Chicago | Sat, Aug 22 | Delta Air Lines
        ORD 17:30
        3h 7m
        Direct
        MCO 21:37
        Chicago - Orlando | Sat, Aug 29 | Frontier Airlines
        €134 €243
        45% off
        45% off
        €243 €134
      • MCO 05:30
        5h 35m
        1 stop
        MDW 10:05
        Orlando - Chicago | Sun, Jul 19 | Delta Air Lines
        ORD 17:13
        3h 12m
        Direct
        MCO 21:25
        Chicago - Orlando | Sat, Jul 25 | Frontier Airlines
        €135 €243
        44% off
        44% off
        €243 €135
      • MCO 05:30
        5h 35m
        1 stop
        MDW 10:05
        Orlando - Chicago | Sat, Jul 18 | Delta Air Lines
        ORD 17:13
        3h 12m
        Direct
        MCO 21:25
        Chicago - Orlando | Sat, Jul 25 | Frontier Airlines
        €135
        44% off
        €243 €135
      • MCO 06:00
        7h 46m
        1 stop
        MDW 12:46
        Orlando - Chicago | Wed, Jul 15 | Delta Air Lines
        ORD 17:13
        3h 12m
        Direct
        MCO 21:25
        Chicago - Orlando | Sat, Jul 18 | Frontier Airlines
        €147
        40% off
        €243 €147
      • MCO 17:24
        5h 39m
        1 stop
        MDW 22:03
        Orlando - Chicago | Sat, Aug 22 | Frontier Airlines
        ORD 17:30
        3h 7m
        Direct
        MCO 21:37
        Chicago - Orlando | Sat, Aug 29 | Frontier Airlines
        €148
        39% off
        €243 €148
      • MCO 17:24
        5h 39m
        1 stop
        MDW 22:03
        Orlando - Chicago | Sun, Aug 23 | Frontier Airlines
        ORD 17:30
        3h 7m
        Direct
        MCO 21:37
        Chicago - Orlando | Sat, Aug 29 | Frontier Airlines
        €148
        39% off
        €243 €148
      • MCO 11:05
        6h 10m
        1 stop
        MDW 16:15
        Orlando - Chicago | Sun, Aug 16 | Delta Air Lines
        ORD 17:13
        3h 12m
        Direct
        MCO 21:25
        Chicago - Orlando | Wed, Aug 19 | Frontier Airlines
        €149
        39% off
        €243 €149
      • MCO 10:05
        7h 10m
        1 stop
        MDW 16:15
        Orlando - Chicago | Sat, Aug 15 | Delta Air Lines
        ORD 17:13
        3h 12m
        Direct
        MCO 21:25
        Chicago - Orlando | Wed, Aug 19 | Frontier Airlines
        €149
        39% off
        €243 €149
      • MCO 17:45
        5h 30m
        1 stop
        MDW 22:15
        Orlando - Chicago | Sun, Aug 9 | Delta Air Lines
        ORD 17:13
        3h 12m
        Direct
        MCO 21:25
        Chicago - Orlando | Sat, Aug 15 | Frontier Airlines
        €149
        39% off
        €243 €149
      • ORL 13:00
        17h 25m
        1 stop
        CHI 14:00
        Orlando - Chicago | Wed, Jul 8 | Normal Airline
        CHI 15:00
        6h
        Direct
        ORL 16:00
        Chicago - Orlando | Fri, Jul 10 | Normal Airline
        Find more flights
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      • MCO 05:25
        6h 42m
        1 stop
        MDW 11:07
        Orlando - Chicago | Sat, Aug 22 | Frontier Airlines
        €84 €136
        38% off
        38% off
        €136 €84
      • MCO 05:30
        5h 29m
        1 stop
        MDW 09:59
        Orlando - Chicago | Sun, Aug 30 | Delta Air Lines
        €92 €136
        32% off
        32% off
        €136 €92
      • MCO 09:40
        7h 10m
        1 stop
        MDW 15:50
        Orlando - Chicago | Sun, Aug 16 | Frontier Airlines
        €92 €136
        32% off
        32% off
        €136 €92
      • MCO 06:00
        7h 39m
        1 stop
        MDW 12:39
        Orlando - Chicago | Sat, Aug 22 | Delta Air Lines
        €92
        32% off
        €136 €92
      • MCO 17:23
        6h 24m
        1 stop
        MDW 22:47
        Orlando - Chicago | Sat, Aug 29 | Frontier Airlines
        €92
        32% off
        €136 €92
      • MCO 17:24
        5h 39m
        1 stop
        MDW 22:03
        Orlando - Chicago | Sat, Aug 15 | Frontier Airlines
        €93
        32% off
        €136 €93
      • MCO 09:40
        7h 10m
        1 stop
        MDW 15:50
        Orlando - Chicago | Sun, Aug 23 | Frontier Airlines
        €93
        32% off
        €136 €93
      • MCO 06:05
        7h 33m
        1 stop
        MDW 12:38
        Orlando - Chicago | Sun, Aug 2 | Delta Air Lines
        €97
        28% off
        €136 €97
      • MCO 17:10
        5h 58m
        1 stop
        MDW 22:08
        Orlando - Chicago | Fri, Jul 24 | Frontier Airlines
        €99
        27% off
        €136 €99
      • ORL 13:00
        17h 25m
        1 stop
        CHI 14:00
        Orlando - Chicago | Wed, Jul 8 | Normal Airline
        Find more flights
        Find more flights

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

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

What is the cheapest month to fly from Orlando International Airport to Chicago Midway International Airport?

The data is based on the past 12 months and shows the average one-way ticket prices from Orlando International Airport to Chicago Midway International Airport for each month in the Trip.com database.

Based on Trip.com's data from the past 12 months, the cheapest one-way flights from Orlando International Airport to Chicago Midway International Airport are usually in December, with an average price of €53. It is best to avoid June, when the average price can reach €211.

€211
€132
€53
0
    Cheapest
  • €130
    Jul
  • €198
    Aug
  • €120
    Sep
  • €61
    Oct
  • €94
    Nov
  • €53
    Dec
  • €101
    Jan
  • €88
    Feb
  • €138
    Mar
  • €82
    Apr
  • €112
    May
  • €211
    Jun

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

The data is based on the past 12 months and shows the average ticket prices from Orlando International 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 departure day from Orlando International Airport to Chicago Midway International Airport is Tuesday, with average prices usually lower than other days. Avoid departing on Thursday as prices are typically highest on that day.

€145
€97
€49
€1
  • €119
    Mon
  • €49
    Tue
  • €110
    Wed
  • €145
    Thu
  • €87
    Fri
  • €85
    Sat
  • €143
    Sun

Selected Airlines from Orlando International Airport to Chicago Midway International Airport

See which airlines fly from Orlando to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Frontier Airlines
From €84
Delta Air Lines
From €92
Hahn Air
From €201

Find more flights and airlines

Flight Schedule from Orlando International 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. F94025

    Orlando International Airport

    17:24

    MCO

    2h 1m

    Direct

    19:25

    ATL

    S M T W T F S
    Search

  2. F92291

    Hartsfield–Jackson Atlanta International Airport

    17:25

    ATL

    2h 1m

    Direct

    18:26

    MDW

    S M T W T F S

  3. F91563

    Orlando International Airport

    05:20

    MCO

    1h 46m

    Direct

    07:06

    ATL

    S M T W T F S
    Search

  4. F92779

    Hartsfield–Jackson Atlanta International Airport

    10:05

    ATL

    2h 2m

    Direct

    11:07

    MDW

    S M T W T F S

  5. F92885

    Orlando International Airport

    09:40

    MCO

    2h 59m

    Direct

    11:39

    DFW

    S M T W T - S
    Search

  6. F92882

    Dallas Fort Worth International Airport

    05:40

    DFW

    2h 22m

    Direct

    08:02

    MDW

    S M T W T F S

  7. DL1548

    Orlando International Airport

    05:30

    MCO

    1h 36m

    Direct

    07:06

    ATL

    S M T W T F S
    Search

  8. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00

    ATL

    1h 56m

    Direct

    11:56

    MDW

    S M T W T F S

  9. DL2204

    Orlando International Airport

    10:00

    MCO

    1h 35m

    Direct

    11:35

    ATL

    S M T W T F S
    Search

  10. DL1728

    Hartsfield–Jackson Atlanta International Airport

    15:30

    ATL

    1h 55m

    Direct

    16:25

    MDW

    S M T W T - S

  11. DL1505

    Orlando International Airport

    09:00

    MCO

    1h 34m

    Direct

    10:34

    ATL

    S M T W T F S
    Search

  12. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00

    ATL

    1h 56m

    Direct

    11:56

    MDW

    S M T W T F S

  13. DL1201

    Orlando International Airport

    06:20

    MCO

    2h 45m

    Direct

    09:05

    DTW

    S M T W T F S
    Search

  14. DL4688

    Detroit Metropolitan Wayne County Airport

    12:20

    DTW

    1h 18m

    Direct

    12:38

    MDW

    S M T W T F S

  15. F91563

    Orlando International Airport

    05:20

    MCO

    1h 46m

    Direct

    07:06

    ATL

    S M T W T F S
    Search

  16. F92291

    Hartsfield–Jackson Atlanta International Airport

    17:25

    ATL

    2h 1m

    Direct

    18:26

    MDW

    S M T W T F S
Find more flights and airlines

Orlando International Airport to Chicago Midway International Airport Flights Info

Flight distance 1,596.77km
Cheapest one-way ticket price €84
Cheapest return ticket price €134

FAQs for Orlando International Airport to Chicago Midway International Airport Flights

  • How long does it take to fly from Orlando International Airport (MCO) to Chicago Midway International Airport (MDW)?

    It takes around 3 hours 43 minutes to fly from Orlando International Airport (mco) to Chicago Midway International Airport(mdw).
  • There are around 10 daily flights from Orlando International Airport (MCO) to Chicago Midway International Airport (MDW).
  • Tickets cost around €127 in September, making it the cheapest month to book. Orlando International Airport (MCO) to Chicago Midway International Airport (MDW) is a popular route, so don't forget to book your tickets in advance.
  • The route from Orlando International Airport (MCO) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around €209 in July, the most expensive month to book this route.
    • 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.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.
  • Frontier Airlines is a very popular airline operating an average of 6664 flights per month.

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.