Trip.com
>
Cheap Flights
>
Mexico
>
Guadalajara
>
Chicago to Guadalajara flight
>
Chicago Midway International Airport to Guadalajara International Airport flight

Explore the cheapest one-way and round-trip flights from Chicago Midway International Airport to Guadalajara International Airport over the next 90 days, with one-way fares from KWD 40 and round-trip from KWD 93. Based on Trip.com's latest 7-day flight data.

    • Cheapest nonstop
      MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Sat, Nov 28 | Volaris
      GDL 07:06
      4h 7m
      Direct
      ORD 11:13
      Guadalajara - Chicago | Tue, Dec 1 | Volaris
      KWD 93 KWD 150
      38% off
      38% off
      KWD 150 KWD 93
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Sat, Nov 7 | Volaris
      GDL 19:49
      4h 6m
      Direct
      ORD 00:55
      Guadalajara - Chicago | Tue, Nov 10 | Volaris
      KWD 93 KWD 150
      38% off
      38% off
      KWD 150 KWD 93
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Fri, Nov 13 | Volaris
      GDL 19:49
      4h 6m
      Direct
      ORD 00:55
      Guadalajara - Chicago | Wed, Nov 18 | Volaris
      KWD 93 KWD 150
      38% off
      38% off
      KWD 150 KWD 93
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Wed, Nov 25 | Volaris
      GDL 07:06
      4h 7m
      Direct
      ORD 11:13
      Guadalajara - Chicago | Tue, Dec 1 | Volaris
      KWD 94
      37% off
      KWD 150 KWD 94
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Mon, Nov 30 | Volaris
      GDL 18:42
      4h 8m
      Direct
      ORD 22:50
      Guadalajara - Chicago | Thu, Dec 3 | Viva
      KWD 94
      37% off
      KWD 150 KWD 94
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Sat, Nov 21 | Volaris
      GDL 07:01
      4h 7m
      Direct
      ORD 11:08
      Guadalajara - Chicago | Sun, Nov 29 | Volaris
      KWD 95
      37% off
      KWD 150 KWD 95
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Fri, Dec 4 | Volaris
      GDL 07:06
      4h 7m
      Direct
      ORD 11:13
      Guadalajara - Chicago | Wed, Dec 9 | Volaris
      KWD 97
      35% off
      KWD 150 KWD 97
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Sat, Nov 14 | Volaris
      GDL 07:06
      4h 7m
      Direct
      ORD 11:13
      Guadalajara - Chicago | Sat, Nov 21 | Volaris
      KWD 101
      33% off
      KWD 150 KWD 101
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Mon, Nov 23 | Volaris
      GDL 18:42
      4h 8m
      Direct
      ORD 22:50
      Guadalajara - Chicago | Thu, Nov 26 | Viva
      KWD 101
      33% off
      KWD 150 KWD 101
    • CHI 13:00
      17h 25m
      1 stop
      GDL 14:00
      Chicago - Guadalajara | Mon, Oct 19 | Normal Airline
      GDL 15:00
      6h
      Direct
      CHI 16:00
      Guadalajara - Chicago | Wed, Oct 21 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest
      MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Wed, Nov 25 | Volaris
      KWD 40 KWD 92
      56% off
      56% off
      KWD 92 KWD 40
    • Cheapest
      MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Mon, Nov 2 | Volaris
      KWD 40 KWD 329
      88% off
      88% off
      KWD 329 KWD 40
    • MDW 06:16
      10h 11m
      1 stop
      GDL 15:27
      Chicago - Guadalajara | Mon, Nov 16 | Frontier Airlines
      KWD 45 KWD 92
      51% off
      51% off
      KWD 92 KWD 45
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Sat, Oct 24 | Volaris
      KWD 47
      49% off
      KWD 92 KWD 47
    • MDW 06:16
      10h 4m
      1 stop
      GDL 16:20
      Chicago - Guadalajara | Sat, Nov 21 | Frontier Airlines
      KWD 47
      49% off
      KWD 92 KWD 47
    • MDW 06:21
      10h 6m
      1 stop
      GDL 15:27
      Chicago - Guadalajara | Mon, Nov 2 | Frontier Airlines
      KWD 48
      48% off
      KWD 92 KWD 48
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Wed, Oct 28 | Volaris
      KWD 49
      85% off
      KWD 329 KWD 49
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Fri, Nov 6 | Volaris
      KWD 50
      46% off
      KWD 92 KWD 50
    • MDW 06:21
      10h 6m
      1 stop
      GDL 15:27
      Chicago - Guadalajara | Mon, Nov 9 | Frontier Airlines
      KWD 50
      46% off
      KWD 92 KWD 50
    • CHI 13:00
      17h 25m
      1 stop
      GDL 14:00
      Chicago - Guadalajara | Mon, Oct 19 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest nonstop
      MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Mon, Nov 2 | Volaris
      KWD 40 KWD 329
      88% off
      88% off
      KWD 329 KWD 40
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Wed, Oct 28 | Volaris
      KWD 49 KWD 329
      85% off
      85% off
      KWD 329 KWD 49
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Wed, Nov 11 | Volaris
      KWD 52 KWD 329
      84% off
      84% off
      KWD 329 KWD 52
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Fri, Oct 23 | Volaris
      KWD 55
      83% off
      KWD 329 KWD 55
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Fri, Nov 6 | Volaris
      KWD 60
      82% off
      KWD 329 KWD 60
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Mon, Nov 30 | Volaris
      KWD 62
      81% off
      KWD 329 KWD 62
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Wed, Dec 30 | Volaris
      KWD 63
      81% off
      KWD 329 KWD 63
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Fri, Oct 30 | Volaris
      KWD 67
      80% off
      KWD 329 KWD 67
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Sun, Dec 6 | Volaris
      KWD 71
      78% off
      KWD 329 KWD 71
    • CHI 13:00
      17h 25m
      1 stop
      GDL 14:00
      Chicago - Guadalajara | Mon, Oct 19 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest nonstop
      MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Mon, Nov 2 | Volaris
      KWD 40 KWD 168
      76% off
      76% off
      KWD 168 KWD 40
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Wed, Oct 28 | Volaris
      KWD 49 KWD 168
      71% off
      71% off
      KWD 168 KWD 49
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Wed, Nov 11 | Volaris
      KWD 52 KWD 168
      69% off
      69% off
      KWD 168 KWD 52
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Fri, Oct 23 | Volaris
      KWD 55
      67% off
      KWD 168 KWD 55
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Fri, Nov 6 | Volaris
      KWD 60
      64% off
      KWD 168 KWD 60
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Mon, Nov 30 | Volaris
      KWD 62
      63% off
      KWD 168 KWD 62
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Wed, Dec 30 | Volaris
      KWD 63
      63% off
      KWD 168 KWD 63
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Fri, Oct 30 | Volaris
      KWD 67
      60% off
      KWD 168 KWD 67
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Sun, Dec 6 | Volaris
      KWD 71
      57% off
      KWD 168 KWD 71
    • CHI 13:00
      17h 25m
      1 stop
      GDL 14:00
      Chicago - Guadalajara | Mon, Oct 19 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest nonstop
      MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Fri, Oct 23 | Volaris
      KWD 55 KWD 329
      83% off
      83% off
      KWD 329 KWD 55
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Wed, Oct 21 | Volaris
      KWD 66 KWD 329
      80% off
      80% off
      KWD 329 KWD 66
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Sun, Oct 18 | Volaris
      KWD 96 KWD 329
      71% off
      71% off
      KWD 329 KWD 96
    • MDW 06:04
      6h 26m
      1 stop
      GDL 11:30
      Chicago - Guadalajara | Wed, Oct 21 | Aeromexico
      KWD 96
      71% off
      KWD 329 KWD 96
    • MDW 06:04
      6h 26m
      1 stop
      GDL 11:30
      Chicago - Guadalajara | Tue, Oct 20 | Aeromexico
      KWD 121
      63% off
      KWD 329 KWD 121
    • MDW 06:04
      6h 26m
      1 stop
      GDL 11:30
      Chicago - Guadalajara | Sun, Oct 18 | Aeromexico
      KWD 131
      60% off
      KWD 329 KWD 131
    • MDW 06:04
      6h 26m
      1 stop
      GDL 11:30
      Chicago - Guadalajara | Wed, Oct 21 | Delta Air Lines
      KWD 133
      60% off
      KWD 329 KWD 133
    • MDW 06:04
      6h 26m
      1 stop
      GDL 11:30
      Chicago - Guadalajara | Mon, Oct 19 | Aeromexico
      KWD 179
      46% off
      KWD 329 KWD 179
    • MDW 06:04
      6h 26m
      1 stop
      GDL 11:30
      Chicago - Guadalajara | Mon, Oct 19 | Delta Air Lines
      KWD 233
      28% off
      KWD 329 KWD 233
    • CHI 13:00
      17h 25m
      1 stop
      GDL 14:00
      Chicago - Guadalajara | Mon, Oct 19 | Normal Airline
      Find more flights
      Find more flights
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Mon, Oct 26 | Volaris
      KWD 75 KWD 288
      74% off
      74% off
      KWD 288 KWD 75
    • MDW 20:23
      4h 7m
      Direct
      GDL 23:30
      Chicago - Guadalajara | Mon, Oct 26 | Frontier Airlines
      KWD 108 KWD 288
      63% off
      63% off
      KWD 288 KWD 108
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Mon, Dec 14 | Volaris
      KWD 85 KWD 288
      70% off
      70% off
      KWD 288 KWD 85
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Wed, Jan 6 | Volaris
      KWD 63
      78% off
      KWD 288 KWD 63
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Wed, Dec 16 | Volaris
      KWD 127
      56% off
      KWD 288 KWD 127
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Mon, Dec 21 | Volaris
      KWD 204
      28% off
      KWD 288 KWD 204
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Mon, Dec 28 | Volaris
      KWD 112
      61% off
      KWD 288 KWD 112
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Sun, Dec 6 | Volaris
      KWD 71
      75% off
      KWD 288 KWD 71
    • MDW 18:17
      4h 20m
      Direct
      GDL 22:37
      Chicago - Guadalajara | Fri, Jan 1 | Volaris
      KWD 71
      75% off
      KWD 288 KWD 71
    • CHI 13:00
      17h 25m
      1 stop
      GDL 14:00
      Chicago - Guadalajara | Mon, Oct 19 | Normal Airline
      Find more flights
      Find more flights

Displayed flight fares from Chicago to Guadalajara 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 Chicago Midway International Airport to Guadalajara International Airport

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

The data is based on the past 12 months and shows the average one-way ticket prices from Chicago Midway International Airport to Guadalajara 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 Chicago Midway International Airport to Guadalajara International Airport are usually in April, with an average price of KWD 45. It is best to avoid December, when the average price can reach KWD 145.

KWD 145
KWD 95
KWD 45
0
    Cheapest
  • KWD 90
    Oct
  • KWD 66
    Nov
  • KWD 145
    Dec
  • KWD 52
    Jan
  • KWD 63
    Feb
  • KWD 50
    Mar
  • KWD 45
    Apr
  • KWD 46
    May
  • KWD 94
    Jun
  • KWD 76
    Jul
  • KWD 72
    Aug
  • KWD 68
    Sep

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

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

KWD 144
KWD 102
KWD 60
KWD 18
    Cheapest
  • KWD 73
    Mon
  • KWD 89
    Tue
  • KWD 76
    Wed
  • KWD 60
    Thu
  • KWD 71
    Fri
  • KWD 144
    Sat
  • KWD 60
    Sun

Which airline offers the cheapest flights from Chicago Midway International Airport to Guadalajara International Airport?

The cheapest airline flying from Chicago Midway International Airport to Guadalajara International Airport is Volaris (from KWD 40) among 4 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Volaris
From KWD 40
Frontier Airlines
From KWD 45
Delta Air Lines
From KWD 75
Aeromexico
From KWD 84

Find more flights and airlines

What is the flight schedule from Chicago Midway International Airport to Guadalajara International Airport?

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. Y41841

    Chicago Midway International Airport

    18:17

    MDW

    4h 20m

    22:37

    GDL

    S - T - T - S
    Search

  2. AM4430

    Chicago Midway International Airport

    06:00

    MDW

    2h

    Direct

    09:00

    ATL

    S M T W T F S
    Search

  3. AM5341

    Hartsfield–Jackson Atlanta International Airport

    09:55

    ATL

    3h 35m

    Direct

    11:30

    GDL

    S M T W T F S

  4. F92292

    Chicago Midway International Airport

    06:15

    MDW

    2h 14m

    Direct

    09:29

    ATL

    S M T W T F S
    Search

  5. Y41937

    Hartsfield–Jackson Atlanta International Airport

    13:10

    ATL

    4h 17m

    Direct

    15:27

    GDL

    S - T - T - S

  6. Y41893

    Chicago Midway International Airport

    18:20

    MDW

    4h 1m

    Direct

    22:21

    SLP

    - M - W - F S
    Search

  7. Y41415

    Ponciano Arriaga International Airport

    09:22

    SLP

    1h 5m

    Direct

    10:27

    GDL

    S - T - T - -

  8. F92144

    Chicago Midway International Airport

    11:36

    MDW

    2h 7m

    Direct

    14:43

    ATL

    - - - W - - S
    Search

  9. Y41937

    Hartsfield–Jackson Atlanta International Airport

    13:10

    ATL

    4h 17m

    Direct

    15:27

    GDL

    S - T - T - S

  10. F92999

    Chicago Midway International Airport

    06:01

    MDW

    2h 45m

    Direct

    08:46

    DFW

    S M T W T F S
    Search

  11. Y41801

    Dallas Fort Worth International Airport

    11:44

    DFW

    2h 39m

    Direct

    14:23

    GDL

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

About Chicago Midway International Airport and Guadalajara International Airport

Learn about Chicago Midway International Airport (MDW) and Guadalajara International Airport (GDL) — including location, terminals, transportation, and travel tips.

Flight distance 2,782.67km
Cheapest one-way ticket price KWD 40
Cheapest return ticket price KWD 93

FAQs for Chicago Midway International Airport to Guadalajara International Airport Flights

  • How long is the flight from Chicago Midway International Airport to Guadalajara International Airport?

    Chicago Midway International Airport to Guadalajara International Airport takes about 3 hours 56 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 2 daily flights from Chicago Midway International Airport (MDW) to Guadalajara International Airport (GDL).
  • The earliest flight from Chicago Midway International Airport to Guadalajara International Airport departs at 20:23, and the last departs at 20:23, with about 1 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from Chicago Midway International Airport (MDW) to Guadalajara International Airport (GDL) is quite popular. Without considering departure times or holidays, tickets cost around KWD 150 in December, the most expensive month to book this route.
    • The distance from Guadalajara International Airport to downtown is about 15km, by taxi about 30 minutes.
  • Volaris is a very popular airline operating an average of 3291 flights per month.
  • One-way flights from Chicago Midway International Airport to Guadalajara International Airport currently start from KWD 40, and round-trip fares start from KWD 93. The current lowest fare is a Volaris flight departing on Wed, Nov 25; prices may vary depending on availability.
  • Yes. Volaris operate direct flights from Chicago Midway International Airport to Guadalajara International Airport, with an average flight time of 3 hours 45 minutes, and around 4 weekly flights. Actual flight frequency may vary by season.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Chicago Midway International Airport to Guadalajara International Airport is KWD 118. Prices may vary depending on the departure date, airline, and availability.
  • Frontier Airlines and Volaris are the most popular budget airlines flying from Chicago Midway International Airport to Guadalajara International Airport, with one-way fares starting from KWD 40. Compare final prices carefully, as baggage, seat selection and payment fees may apply.
  • Chicago Midway International Airport to Guadalajara International Airport operates around 4 weekly flights, mainly by Volaris. Actual frequency may vary during holidays and seasonal schedule adjustments.
  • Enter Chicago Midway International Airport and Guadalajara 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.

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.