Trip.com
>
Cheap Flights
>
United States
>
Illinois
>
Chicago
>
Orlando to Chicago flight
>
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 12:50
        6h 1m
        1 stop
        MDW 17:51
        Orlando - Chicago | Wed, Sep 30 | Frontier Airlines
        ORD 15:50
        2h 56m
        Direct
        MCO 19:46
        Chicago - Orlando | Tue, Oct 6 | Frontier Airlines
        PHP 7,751 PHP 13,183
        41% off
        41% off
        PHP 13,183 PHP 7,751
      • MCO 17:40
        6h 4m
        1 stop
        MDW 22:44
        Orlando - Chicago | Wed, Sep 30 | Delta Air Lines
        ORD 15:50
        2h 56m
        Direct
        MCO 19:46
        Chicago - Orlando | Tue, Oct 6 | Frontier Airlines
        PHP 9,666 PHP 13,183
        27% off
        27% off
        PHP 13,183 PHP 9,666
      • MCO 12:05
        5h 10m
        1 stop
        MDW 16:15
        Orlando - Chicago | Tue, Sep 29 | Delta Air Lines
        ORD 15:50
        2h 56m
        Direct
        MCO 19:46
        Chicago - Orlando | Tue, Oct 6 | Frontier Airlines
        PHP 9,666 PHP 13,183
        27% off
        27% off
        PHP 13,183 PHP 9,666
      • MCO 18:40
        5h 4m
        1 stop
        MDW 22:44
        Orlando - Chicago | Wed, Sep 23 | Delta Air Lines
        ORD 15:50
        2h 56m
        Direct
        MCO 19:46
        Chicago - Orlando | Wed, Sep 30 | Frontier Airlines
        PHP 9,666
        27% off
        PHP 13,183 PHP 9,666
      • MCO 18:40
        5h 4m
        1 stop
        MDW 22:44
        Orlando - Chicago | Wed, Sep 16 | Delta Air Lines
        ORD 15:50
        2h 56m
        Direct
        MCO 19:46
        Chicago - Orlando | Tue, Sep 22 | Frontier Airlines
        PHP 9,666
        27% off
        PHP 13,183 PHP 9,666
      • MCO 18:40
        5h 4m
        1 stop
        MDW 22:44
        Orlando - Chicago | Tue, Sep 22 | Delta Air Lines
        ORD 15:50
        2h 56m
        Direct
        MCO 19:46
        Chicago - Orlando | Tue, Sep 29 | Frontier Airlines
        PHP 9,694
        26% off
        PHP 13,183 PHP 9,694
      • MCO 18:40
        5h 4m
        1 stop
        MDW 22:44
        Orlando - Chicago | Tue, Sep 8 | Delta Air Lines
        ORD 15:50
        2h 56m
        Direct
        MCO 19:46
        Chicago - Orlando | Tue, Sep 15 | Frontier Airlines
        PHP 9,694
        26% off
        PHP 13,183 PHP 9,694
      • MCO 18:40
        5h 4m
        1 stop
        MDW 22:44
        Orlando - Chicago | Wed, Sep 9 | Delta Air Lines
        ORD 15:50
        2h 56m
        Direct
        MCO 19:46
        Chicago - Orlando | Wed, Sep 16 | Frontier Airlines
        PHP 9,694
        26% off
        PHP 13,183 PHP 9,694
      • MCO 12:05
        4h 39m
        1 stop
        MDW 15:44
        Orlando - Chicago | Wed, Sep 2 | Delta Air Lines
        ORD 15:50
        2h 56m
        Direct
        MCO 19:46
        Chicago - Orlando | Wed, Sep 9 | Frontier Airlines
        PHP 9,694
        26% off
        PHP 13,183 PHP 9,694
      • MCO 08:45
        5h 2m
        1 stop
        MDW 12:47
        Orlando - Chicago | Tue, Oct 13 | Delta Air Lines
        ORD 09:00
        2h 49m
        Direct
        MCO 12:49
        Chicago - Orlando | Tue, Oct 20 | Frontier Airlines
        PHP 9,730
        26% off
        PHP 13,183 PHP 9,730
      • MCO 05:30
        5h 33m
        1 stop
        MDW 10:03
        Orlando - Chicago | Wed, Oct 14 | Delta Air Lines
        ORD 09:00
        2h 49m
        Direct
        MCO 12:49
        Chicago - Orlando | Tue, Oct 20 | Frontier Airlines
        PHP 9,730
        26% off
        PHP 13,183 PHP 9,730
      • MCO 05:30
        5h 19m
        1 stop
        MDW 09:49
        Orlando - Chicago | Thu, Sep 17 | Delta Air Lines
        ORD 15:50
        2h 56m
        Direct
        MCO 19:46
        Chicago - Orlando | Tue, Sep 22 | Frontier Airlines
        PHP 10,500
        20% off
        PHP 13,183 PHP 10,500
      • ORL 13:00
        17h 25m
        1 stop
        CHI 14:00
        Orlando - Chicago | Fri, Aug 21 | Normal Airline
        CHI 15:00
        6h
        Direct
        ORL 16:00
        Chicago - Orlando | Sun, Aug 23 | Normal Airline
        Find more flights
        Find more flights
      • MCO 12:50
        6h 1m
        1 stop
        MDW 17:51
        Orlando - Chicago | Sat, Sep 19 | Frontier Airlines
        PHP 4,453 PHP 7,800
        43% off
        43% off
        PHP 7,800 PHP 4,453
      • MCO 07:45
        16h 2m
        1 stop
        MDW 22:47
        Orlando - Chicago | Mon, Aug 31 | Frontier Airlines
        PHP 4,737 PHP 7,800
        39% off
        39% off
        PHP 7,800 PHP 4,737
      • MCO 17:23
        6h 24m
        1 stop
        MDW 22:47
        Orlando - Chicago | Tue, Sep 1 | Frontier Airlines
        PHP 4,774 PHP 7,800
        39% off
        39% off
        PHP 7,800 PHP 4,774
      • MCO 12:52
        10h 6m
        1 stop
        MDW 21:58
        Orlando - Chicago | Thu, Sep 10 | Frontier Airlines
        PHP 4,902
        37% off
        PHP 7,800 PHP 4,902
      • MCO 17:19
        25h 32m
        1 stop
        MDW 17:51
        Orlando - Chicago | Fri, Sep 18 | Frontier Airlines
        PHP 5,278
        32% off
        PHP 7,800 PHP 5,278
      • MCO 06:50
        11h 56m
        1 stop
        MDW 17:46
        Orlando - Chicago | Thu, Sep 17 | Frontier Airlines
        PHP 5,342
        32% off
        PHP 7,800 PHP 5,342
      • MCO 05:30
        7h 25m
        1 stop
        MDW 11:55
        Orlando - Chicago | Tue, Sep 29 | Delta Air Lines
        PHP 5,543
        28% off
        PHP 7,800 PHP 5,543
      • MCO 08:17
        14h 41m
        1 stop
        MDW 21:58
        Orlando - Chicago | Mon, Oct 12 | Frontier Airlines
        PHP 5,699
        27% off
        PHP 7,800 PHP 5,699
      • MCO 16:53
        7h 50m
        1 stop
        MDW 23:43
        Orlando - Chicago | Sat, Oct 10 | Frontier Airlines
        PHP 6,148
        21% off
        PHP 7,800 PHP 6,148
      • MCO 12:50
        6h 1m
        1 stop
        MDW 17:51
        Orlando - Chicago | Sat, Sep 12 | Frontier Airlines
        PHP 6,240
        20% off
        PHP 7,800 PHP 6,240
      • ORL 13:00
        17h 25m
        1 stop
        CHI 14:00
        Orlando - Chicago | Fri, Aug 21 | 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 PHP 3,714. It is best to avoid June, when the average price can reach PHP 14,983.

PHP 14,983
PHP 9,349
PHP 3,714
0
    Cheapest
  • PHP 9,309
    Aug
  • PHP 8,521
    Sep
  • PHP 4,272
    Oct
  • PHP 6,626
    Nov
  • PHP 3,714
    Dec
  • PHP 7,126
    Jan
  • PHP 6,249
    Feb
  • PHP 9,769
    Mar
  • PHP 5,782
    Apr
  • PHP 7,953
    May
  • PHP 14,983
    Jun
  • PHP 8,438
    Jul

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 Sunday as prices are typically highest on that day.

PHP 10,019
PHP 7,174
PHP 4,329
PHP 1,484
  • PHP 7,009
    Mon
  • PHP 4,329
    Tue
  • PHP 7,768
    Wed
  • PHP 9,863
    Thu
  • PHP 5,547
    Fri
  • PHP 6,679
    Sat
  • PHP 10,019
    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 PHP 4,902
Delta Air Lines
From PHP 5,397
Hahn Air
From PHP 7,531

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. DL1548

    Orlando International Airport

    05:40

    MCO

    1h 36m

    Direct

    07:16

    ATL

    S M T W T F S
    Search

  2. DL1063

    Hartsfield–Jackson Atlanta International Airport

    09:03

    ATL

    1h 56m

    Direct

    09:59

    MDW

    S M T W T F S

  3. F94025

    Orlando International Airport

    17:03

    MCO

    1h 48m

    Direct

    18:51

    ATL

    S M T W T F S
    Search

  4. F92291

    Hartsfield–Jackson Atlanta International Airport

    20:59

    ATL

    2h 4m

    Direct

    22:03

    MDW

    S M T W T F S

  5. DL1372

    Orlando International Airport

    15:40

    MCO

    1h 48m

    Direct

    17:28

    ATL

    S M T W T F -
    Search

  6. DL1076

    Hartsfield–Jackson Atlanta International Airport

    21:15

    ATL

    1h 55m

    Direct

    22:10

    MDW

    S M T W T F S

  7. DL1201

    Orlando International Airport

    06:20

    MCO

    2h 45m

    Direct

    09:05

    DTW

    S M T W T F S
    Search

  8. DL4688

    Detroit Metropolitan Wayne County Airport

    12:21

    DTW

    1h 18m

    Direct

    12:39

    MDW

    S M T W T F S

  9. DL1548

    Orlando International Airport

    05:40

    MCO

    1h 36m

    Direct

    07:16

    ATL

    S M T W T F S
    Search

  10. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00

    ATL

    1h 56m

    Direct

    11:56

    MDW

    S M T W T F S

  11. F91241

    Orlando International Airport

    06:07

    MCO

    2h 12m

    Direct

    08:19

    ATL

    S M T W T F S
    Search

  12. F92779

    Hartsfield–Jackson Atlanta International Airport

    08:50

    ATL

    2h 1m

    Direct

    09:51

    MDW

    S M T W T F S

  13. F91563

    Orlando International Airport

    05:25

    MCO

    1h 49m

    Direct

    07:14

    ATL

    S M T W T F S
    Search

  14. F92779

    Hartsfield–Jackson Atlanta International Airport

    08:50

    ATL

    2h 1m

    Direct

    09:51

    MDW

    S M T W T F S

  15. F91241

    Orlando International Airport

    06:07

    MCO

    2h 12m

    Direct

    08:19

    ATL

    S M T W T F S
    Search

  16. F92291

    Hartsfield–Jackson Atlanta International Airport

    20:59

    ATL

    2h 4m

    Direct

    22:03

    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 PHP 4,453
Cheapest return ticket price PHP 7,751

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 PHP 8,658 in October, 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 PHP 9,684 in September, 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